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@shamelessgardenartisanshoe
That’s very sweet. But I don’t want you riding up and down…I just want you to take what the dildo gives. So…I think a couple taut chains hung from the bolt in the ceiling, each attached to a nipple clamp should keep you where I want you. So stand up straight and so we can get those on at the right length. You do want to try that, don’t you? Nod if you agree. And say “please,” my dear.
Sissy Nigel is starting his new job role ad his auntie's secretary. She had chosen some very interesting outfits for him to wear.
Chocolate
I stood there in shock covered in chocolate cake mix. Malcolm laughing as he held the bowl.
"You're an asshole" I told him. He grabbed me and pulled me close. Too close. He kissed me!
"What the fuck?" I pushed away. He held me tight.
"You look delicious" he smiled. Just as my wife Keri walked in.
"What are you two doing?" She laughed. Malcolm licked my face and laughed.
"You had better clean this all up" Keri laughed. Kinda used to Malcolm wierd sense of humor. She tried to stay clear of the cake batter all over the floor as she went to grab something from the fridge. But Malcolm grabbed her as well pulling her into our wierd embrace.
She smacked him laughing. He then kissed her. Not a peck a deep desire kiss. All while holding me as well. He broke the kiss only to kiss me again. Not a peck like he had but a kiss like he had given Keri. At first I fought him pushing but he was bigger and held me against the counter. Keri watched with interest. Suddenly he hoisted me onto the counter. Then placed Keri next to me. Keri kissed me then fed me a scoop of cake batter. Before Malcolm kissed me again. We where in a tangled three way embrace. Keri kissed my neck as Malcolm's tounge probed into my mouth. Malcolm paused only to kiss Keri.
"I love you two" he told us. His hand slid under Keri's shirt as Keri pulled mine off.
"Take out his cock" Keri moaned. Was she talking to me? I was stunned this couldn't happen. Keri broke away only to jump off the counter and quickly shedding her clothes. She was completely naked in seconds. Malcolm hand rubbed my crotch.
"I want you!" Keri exclaimed "I want you both" she reached down and yanked Malcolm's pants down around his ankles. His hard cock sprung free.
"It's so big" she giggled using the cake batter to coat his cock.
"Paul help me" she said pulling me off the counter and to my knees. "Suck him, like I suck you" she told me smearing more of the cake batter from my hand all over his cock. "Lick him clean" she encouraged me. I couldn't I wasn't gay. I thought as he held his cock to my lips. Keri unzipped my pants. I went to protest or at least say no. As I opened my mouth I tasted Malcolm. He pushed his cock head into my mouth.
"Suck him good baby" Keri told me now stroking my own cock. Keri kissed his balls and licked up his shaft as I started to suck my friends cock. We where sucking his big cock together.
"This is so hot" Keri told me. I glanced at her her fingers buried in her pussy as she kissed my cheek then Malcolm's cock. Malcolm didn't say a word just moans.
"I want to feel him inside me" Keri told me. She stood and Malcolm lifted her back on the counter. He pulled his cock from my mouth and drove it hard and fast into Keri. She gasped as he buried it deep inside her. I didn't know what to do. I was below them looking up at the scene. I saw Keri's juices already dripping off his balls. I leaned in and licked them. Malcolm's hand grabbed my hair and held me there. I sucked and licked his balls. As he fucked my wife. Keri was moaning
"Yes, holy fuck yes, fuck me god you're so big. Split me in two" she screamed just as she calmed a big Malcolm stopped and drove his cock back into my mouth. I tasted Keri's sweet necture for only a second before he flooded my mouth with his seed. I gagged and hit my head pulling away. The rest of his cum splashing across my face. He stepped away and I jumped up.
"You fucking" I started but Keri spun me wrapping her legs around me and kissed me. Sharing his cum.
"Fuck me" she told me. I stuck my dick inside her, only to feel warmth and wetness. Malcolm had stretched her. Malcolm wasn't done he pushed up against me his hands pinched my nipples.
"Don't be mad" he told me kissing my ear. His hands slid down pulling my pants down cupping my ass. I had not even realized I was no longer fucking Keri. My head tilted back as Malcolm kissed my neck.
"Do you want him to fuck you?" Keri asked me. Snapping me out of a trance. I panicked and pushed him back. I was the only one that hadn't cum. I spun and Malcolm grabbed my dick. That's all it took I exploded my cum landing on the floor.
"Let's go get cleaned up" Keri smiled leading me to the bedroom. I was embarrassed mnow that me and Keri were alone. She didn't say a word just threw me in the shower and scrubbed the cake mix out of my hair. We stayed in the shower till the water got cold. When we got dressed. Malcolm was gone. I took one look at the kitchen and started to clean up. Keri grabbed the mop as I scrubbed the counter. Not a word said until everything was clean.
"Thank you" Keri said kissing me softly. I knew what she meant and just smiled. We went to bed. I was horny again. And kissed Keri. She smiled and kissed my chest.
"What do you want?" She said shyly then winked "I know" sliding under the covers. She sucked my dick. But it was different softer more teasing. Gently caressed my balls. Her hands slid under me massaging my ass. Her finger teased my asshole. I couldn't take it and pumped my load into her mouth. She came up from under the covers and kissed me. Her mouth full of my cum. She shared it with me.
"My little cum loving husband" she teased. She didn't want me to return the favor instead we held each other and drifted off to sleep.
In the morning over breakfast at our local diner. Keri bought up Malcolm.
"Would you like to have him join us again?" Keri asked. I looked around with panic.
"Relax no one knows you suck cock" Keri whispered. I was stunned and couldn't not worry someone whould over hear here.
"keri!" I whispered with a hiss.
"You would of let him take you last night" Keri laughed. She reached under the table rubbing my throbbing cock. "You want him right now" Keri told me. She picked up my phone and went to text Malcolm
/Keri and I would love to have you cum over today/ she typed and handed it to me.
"Hit send" she dared me. I looked away but hit send. I held my jacket in front of me as I paid the bill.
"Are you going to ask him to take you?" Keri asked as we got in the car. "We could clean you out just in case" when we got home that's exactly what Keri did. Giving me an enema to get me ready for him. Malcolm still hadn't replied.
"You will love it baby, he made me cum harder then anyone ever has" Keri told me. She lubed my ass and pushed a tube in. Washing me out. She refused after she was done.
"To keep you ready" she told me. She pushed her finger into my ass. First just one but soon two then three. As she did we heard Malcolm
"You guys here" he yelled
"Upstairs" Keri answered not slowing as she fingered my ass. Malcolm entered the room already naked. I felt his hands on my hips. His cock replaced Keri's fingers. It hurt he was too big but I bit my lip and let him have me. Keri lifted her dress she wore no underwear she positioned herself in front of me legs spread. I buried my face in her pussy already soaking wet.
"Take his cock, yes my little faggot husband" Keri moaned as I sucked her clit. Malcolm was now working the whole length of his cock in and out of my ass. "Fill him up, make him take it all" Keri told him as her first orgasm rocked thru her. This was enough for Malcolm to pump his load deep into my bowels. Malcolm went to use the bathroom as I collapsed on the bed.
"Help me get him hard I need him inside me again" Keri told me. As soon as Malcolm returned we both knelt and sucked his cock in turn. He grew hard quickly.
"Fuck Keri, fuck her hard" I begged my friend.
"Only if you eat the surprise" he told me as he drove his cock into my wife. Keri was soon clawing at his back as he pounded away punishing her pussy. Malcolm turned towards me kissing me. I kissed him back. My hands running over his chest. Keri joined the kiss as she came a second time.
"Paul now" Malcolm yelled I dropped and he pulled out to cum in my open mouth. I swallowed but I wasn't done I licked Keris juices off his balls and cock. As soon as I finished Keri led me to her crotch where I licked and sucked up all her juices as well.
"You will have to come by alot more, seems Paul is a bisexual slut who needs your cock big black cock as much as I do" Keri told Malcolm. I couldn't even look at either of them. Malcolm grabbed my hand and pulled me to my feet.
"That true Paul, do you love my cock?" He teased pulling me close I pressed against him. He kissed me on the forehead.
"So cute" Keri giggled stepping up behind me. I was pressed between them. "Do you want him to stay?" She whispered in my ear. My cock still hard pressing into his soft cock.
"Poor little guy is still excited" Malcolm told her.
"Well I'll leave you guys alone" Keri said and went to get cleaned up. I stood there being held naked by my best friend. My dick throbbing he reached down and started to stroke me slowly. He kissed me as he did. His now cock started to get hard as he did. He was a machine. Without a word he spun me around bending me over he drove his cock into my ass again.
"Yes" I moaned although my ass was sore.
"Fuck the slut" Keri laughed coming back into the room. Malcolm was fucking me with long hard stokes. When I came shooting into nothingness. Malcolm pulled out and came all over my ass and lower back.
"Kiss him Paul, thank him for showing you what you needed" Keri told me. I turned and kissed him.
"Please stay" I asked meekly. He just smiled
hot spring
I had planned this trip for months, spent more then I should of. But This was where she had always talked about going. When I told her she was excited but now that we where here. She seemed off.
"I dont want to just go by yourself" Kelly told me.
"Wht would you like to do instead?" I asked.
"Nothing!" She snapped. I didnt know what to do i just left the bungalow and headed to the hot spring. When I arrived I was frustrated I thought Kelly would be excited about this trip. The spring looked empty I stepped in. It was so hot.
"Go slow, just let it warm you then move in more." I heard a voice say. I stepped in slowly one step at a time. Then I slipped. Just as I thought I would hit th rocks I was caught by strong arms.
"You okay" he asked, I looked up at a pair of piercing blue eyes. He still held me.
"Out alone this night" he stated it wasn't really asking.
"Yes" I said why was I so nervous I thought. He used his hand to move my long hair out of my face. I was floating as he still held me. His hand touched my chest.
"Thank you I just" I was shivering even in the hot water. His hand slid down my chest
"You're such a pretty little thing" he said softly. He lifted me having me float on the water his hand rubbed my cock. His fingers rubbing me.
"I'm not" I stuttered. His hand under the water held my ass. He leaned in and kissed me. Not a peck, passionately deep his tounge danced in my mouth. I didnt push away I melted into his arms. His hands sliding my bathing suit off. He tossed it to the shore.
"You are so pretty" he told me. "You can touch me" he told me softly my hand ran over his stomach all muscles bulging his arms so thick. H pushed against me I could feel his cock press into my side. That couldnt be his cock i thought reaching down, I grasped it he was already naked. His cock was enormous I thought. He played with my dick i cant say he stroked more like rubbed it. As he did i stroked his i wa resting on his knees my head on his shoulder as I did.
"I'm going to" I moaned and he stopped.
"Wait till im ready" he told me. And kissed me again i stroked him harder faster. His hands roamed over my thighs and ass avoiding my dick that was craving attention. Suddenly he held me tight and came his jizz floated to the surface.
"You aren't here alone, I saw you with that beautiful lady when you checked in, does she know you sneak off with strange men?" He asked. I was still rock hard.
"I should get back" I told him.
"I will be here tomorrow night same time" he told me. I got out grabbed my towel and suit and ran ashamed back to the bungalow. When I got there Kelly was gone. Took a shower but as I did I thought about this man. I didnt know his name. What had I done, I felt ashamed but excited as well and jerked off in the shower. I had a few drinks and laid in bed. I must of fallen asleep. It seemd late when Kelly came back to the room. I was only half woken. When she crawled into bed.
When we got uo it was almost noon.
"I'm going shopping" shw announced and left me on my own. I wondered around the resort. Not knowing what to do. I texted Kelly about meeting for dinner but got no response. Around 8 she texted she had gotten lost and was taking a cab back to the resort but it would be awhile. I looked at the time. He would be there I thought. I grabbed a towel and went back to the spring. I looked round but didnt see him. Disappointed i turned to leave.
"Off so soon" I heard his voice. He sat on a rock watching from above. He came down and kissed me. He was tall bending to kiss me. He picked me up i wrapped my legs around him.
"You know what im going to do to you little one" he said kissing my ear. I did. I was terrified but drawn to him. I had never. Well I had thought about it. Wht was his name? Brian when I was in high school. And my English professor in college. Was i deny that I was bi ll this time. I had found myself drawn to bug strong men my whole life.
"Be patient I've never" I told him. He smiled and took my hand i felt like a child holding his hand we walked into the bungalow next to mine. He stood in the middle of the room facing me. His eyes parted down. I bit my lip knelt and pulled his shorts down. His cock sprang free smacking me in the face. I started to stroke him.
"Kiss it" he told me. I hesitatedand kissed the tip. Then the side. My hand massaged his balls like i liked but his where so much bigger.
"Go ahead suck on it" he encouraged me. I ucked on the head and jerked his cock. I had never been more excited, I was scared and nervous. This was so bad i thought. I had always followed the rules never even getting a parking ticket. I was the good kid alway home on time. Now I was sucking a mans cock, I looked up at him how old was he? I couldnt tell in the dim light. He pulled away and pulled me to the bed. He removed my swim trunks. He flipped me into a 69 position. He just manhandled me. I went back to sucking his cock and then his balls. He didnt suck my dick instead he played with my ass, legs, and squeezed my balls lightly.
I moaned as he spread my cheeks and licked my asshole. I sucked harder wanting to please him. When he pushed one of his fingers into my ass. I had to stop sucking his cock for a moment. As he started to move it in and out i grabbed his cock and sucked as hard as I could slobbering all over his massive cock. He grunted i knew what was coming and pulled back as he came all over my face.
"I should go" I told him nervous of what would come next. I got out of his bed and washed my face.
"I dont think you want to go" he teased holding on to my shorts.
"Please give them back" I pleaded. He pulled me to his lap.
"Only if you promise to come back tomorrow" he told me his finger slipping back into my ass.
"I promise" I moaned. He let me go. I rushed back just as Kelly returned. She looked worn out.
"You okay" I asked
"It was just a long drive back" she told me. "I need a shower" she told me. She locked the bathroom door. I washed my face had she noticed the cum in my hair I thought. I waited for Kelly. She came out already ready for bed. I went to brush my teeth. When I came out Kelly was asleep. I crawled into bed still excited from my mystery man. I cuddled with Kelly but she was sound asleep. This was some vacation we had spent no time together. I thought. Sleep finally found me. I woke to an empty bed. Where had Kelly gone? I showered resisted masterbating. Kelly still hadnt returned. So I rushed over to the bungalow next door. I found th door open and my mystery man still in bed. I stripped and joined him he woke as soon as I touched him. He smiled. I looked at him for the first time in the light. He was mid 40s I guessed so 15 years older. He had a tattoo on his arm from some navy ship. His a scar on his chin and deep blue eyes. I slid under the sheet that covered him and sucked his already hard cock.
"I want you to take me" I stopped long enough to say. He just ran his fingers thru my hair. He pulled me up to him and held me.
"Your girlfriend has been fucking the bartender. The black guy that works by the pool. Thats where she been everyday" he told me as he held me to his chest.
"It's not the first time" I told him ashamed that I keep forgiving her.
"She probably sensed you where gay, and with your little cock unable to please her" he told me.
"It will take some work to get you ready to except me" he told me.
"First we have to clean you" he told me. He got up dragging me along. He showed me how to6th rinse out my ass. To be ready for a man. He then applied alot of lube to my ass. Bent me over and worked his fingers in. He worked his fingers for about ten minutes then stopped. Waited awhile then did it again. Everytime drove me more crazy with lust I started to suck his cock in between him fingering my ass. He would work another finger in or deeper each time this went on for almost two hours he was working in 4 fingers and the tip of his thumb by the time he was satisfied. As I gagged on his cock over and over.
When he bent me over once again but this time he slid his thick cock into my ass. It went in easy after all his work. I moaned and wimpered ashe took me. I had never felt such pleasure. My dick dripped and leaked as he worked his cock in and out of my ass. He was a machine finally pumping his load deep into me.
I laid there unable to get up. I must of fallen asleep. When I woke it was dark. My ass still sore I used the bathroom. When I returned I tripped over my own suitcase.
"What is it little one" he pulled me back to bed.
"My suitcase?" I asked
"I got all your things, told your girlfriend you found a better man and she could have the bungalow alone you will stay with me" he told me as he climbed on top of me he spread my legs placing them on his shoulders he pushed his cock back inside me before I even processed what he had said. I did spend the rest of the week with him. He insisted on holding my hand wherever we went. Opening doors for me. Even ordered food for me, I never asked his name just called him sir, we ran into Kelly when I saw her i was embarrassed but instead of pulling away I clung to sirs arm. He spoke for me. I just tried to blen into him. He led me away.
"Don't worry little one i always protect you" he told me. I felt safe really safe for the first time it felt like. It was time to go. I would have to sit next to Kelly non the planne for 4 hours. What would I say.
Sir took me to the airport his plane leaving today as well. But he led me to his gate. He handed the flight attendant two tickets and checked my bag.
"I cant go with you" I told him.
"Why what is keeping you there?" H asked softly caressing my face. I thought about it nothing. "Come with me I be your new family" he told me. We sat in first class we had a privacy curtain. I immediately pulled out his cock and started to suck it. The stewardess went to interrupt but just laid a blanket over me so no one could see if the thn curtain moved. As I flew to my new life with Sir
Real Man
Kathy looked upset. When she found me at my compny Christmas party.
"What is it?" I asked
"Nothing he just a little drunk" she muttered.
"Who? What?" I asked concerned.
"Craig" she told me. "Let's go" she told me.
"What did he do?" I asked getting mad.
"It's fine" she said seeing us wasn't going to let this go. "He grabbed me and kissed me" she confessed. I steamed off to confront him. Without knocking i busted into my bosses office.
"Paul come in" Craig sang.
"How dare you, I dont care if you fire me" I started.
"Whoa, buddy. Maybe I was about forward but she wanted it" he told me. I stepped closer and swung. Craig was taller and bigger then me. But also 20 years my senior. He side stepped my punch. My own momentum threw me off balance. Craig caught me from behind pulling me off my feet. We landed on the floor. He was holding me from behind.
"Calm down Paulie" he whispered softly in my ear. "Let me apologize" his voice smooth. He held me tight i could smell his musky cologne. I wiggled trying to get free.
"Are you calmer now?" He asked. As I moved i felt his cock. My God was that his cock. It rubbed against my ass. I felt like a child being held by him. "Your wife is a very beautiful womanizer told me. "You cant blame a man for being attracted her" he continued.
"What?" Was he talking I was distracted his cock was growing? Was he getting excited?
"I think you like me holding you more then she did" he said softly. His hand loosening a little and slid to my crotch. As he rubbed my dick. I was rock hard.
"Please stop" I said softly.
"Don't think you want me to" he replied. I shifted feeling his cock against my ass.
"Want to feel it?" He asked softly nibbling on my ear. I couldnt speak I wasted gay. I was married to a wonderful woman. Something about this man. He let me go, I stood looking away hiding the obvious hard dick in pants. Craig locked the door. I turned when I heard the click I turned to see Craig unzipping his slacks.
"Take it out" he said softly pushing up against me.
"I cant" I mumbled bub reached into his pants. I had to unbuckle his pants unable to fit his cock thru the zipper. His cock out holding his cock in my hand. I wasn't small at 6 inches. But Craig's cock dwarfed mine. I stroked it. Memorized but it.
"You can kiss it" he told me pressing lightly on my shoulders. I knelt what was i doing? I didnt want this did I? I was in a daze I was entranced by his presence. By his magnificent cock. I kissed it. Then licked the slit tasting the salty precum.
"Good boy" he praised me. I wanted to please him, he deserved to be pleased. Why had i come in here, Kathy! Shit what would I tell her. I sucked on the massive head of his cock it filled my mouth. I jerked his cock as I sucked the head. He grunted and came in my mouth. I swallowed as fast as I could. He spurted 4 or 5 times. It was so much. I was gagging but afraid to spill it. I swallowed it all. Craig just stood there. I stood up. Craig looked down. I nodded and fixed his pants for him.
"I learned so much about you tonight" he told me. Unlocking the door. Kathy was waiting for me with a concerned look on her face.
"Kathy please except my apologies for earlier" he said taking her hand.
"I guess we all get a bit out of sorts at the holidays" Kathy told him.
"That we do" he smiled looking at me.
"Shall we go" I asked Kathy going to collect her coat.
"What happened?" Kathy asked as I drove home.
"We talked and he realized he had offended you" I told her. She slid over a biting her seat. She unzipped my pants and pulled out my cock. She swallowed it all quickly. I wondered if I could ever learn to take Craig like that. As she sucked my cock. I came quickly. She swallowed it all. She sat up licking her lips.
"Rewarding my brave hero" she teased. "But I have to confess i wasn't really offended. More I would have to say embarrassed at how excited I became when he grabbed me. Kathy told me.
When we got home she was all over me. We went to bed.
"Fuck me" she hissed as she knelt on the bed doggie style. I slid my cock in easy, as I thought about Craig. Would Kathy enjoy his cock? I thought she would. Kathy moved and flipped me over on the bed.
"Whats wrong you seem distracted" she told me. Sinking back down on my cock she rode me cowgirl style.
"Just thinking about how you got excited being gropped and kissed by Craig" I told her.
"Are you jealous?" She teased.
"Turned on, you wanted his big cock?" I hissed on the verge of cumming
"Wait" she stopped moving "how do you know he has a big cock?" she asked.
"I wasn't completely honest about what happened in his office" I told her. "We tustled and he pressed against me." My cock twitched thinking about it.
"And what you felt his cock?" She teased grinding on my cock. "Tell me everything"
"I, he he'd me and kissed my ear" I babble. She ground more. "I sucked his cock" I moaned as I exploded inside her.
"You didnt?" She laughed. "My husband the cocksucker" she ground on my quickly softening cock. "I didnt cum, did you swallow?" She teased. My face told her the answer. She lifted and scooted up. Lowering herself to my mouth.
"Make me cum, you little cum slut" she teased. I licked and sucked myboen cum from her it wasn't as potent as Craig's had been. She ground into my face until she came all over my face.
"Now tell me about sucking your bosses cock" Kathy said sitting on my chest. "Are you gay? Have you sucked others off?"
"No if love you, Craig just has this aura" I told her.
"He does doesn't he" she said smiling
"You wanted him to go further" I commented. Her face turned red.
"I did" she admitted. "But I would never"
"I wasn't as strong as you" I felt ashamed. "It would be only fair if you"
"You are what giving me permission to fuck your boss" she laughed
"Yes" I told her.
"I dont know, how would this work?" She asked I ddnt know we cuddled up until sleep found us. We didnt talk about it again for a few days. Not until Craig called me to his office.
"I like to speak with you candidly dont worry we won't be disturbed." Craig told me. He pushed his chair back from his desk.
"Do you want to kneel here?" He asked. I did. I knelt and without being told started to unbuckle his pants.
"Kathy mentioned she wasn't offended by you being forward, it just well excited her" i said then stuffed his cock in my mouth.
"Did she now" he laughed. "Does she know you got there first?" I nodded. "Her cock loving husband" I sucked him harder trying to take more of him.
"You do love my cock" he moaned. After a few minutes he grabbed my head as he pumped his load down my throat. I sat back catching my breath. "Clean it all" he said softly. I licked up any remnants of cum from his cock and balls.
"You should start bringing in a clean shirt for next time" Craig told me. I looked down to see i had drooled down my shirt.
"So New Years eve, you and your lovely wife should come to the house" he told me. I just nodded. How could I decline. "Great" he took my phone held it in front of me to unlock it then entered something. He then stood next to me and took a selfie of us together his hand grabbed my ass. I didnt react just let him grope me. He gave me back my phone and dismissed me.
He had sent a link to his phone, Kathy's numbers. Then texted Kathy with the Pic of us captioned "my little cocksucker"
Kathy texted back, "that's two you owe me" I walked back to my desk like a horny teenager trying to hide my erection.
Thr next few days Kathy teased me about being a little cocksucker or grabbing my ass at every turn. But would deny me any kind of sexual release even warning me not to touch myself until New Years eve. I also didn't see Craig.
Kathy had new years eve off, but i had to work. When I got home I noticed she had her hair and nails done. She wore a robe.
"Do you think Craig will like this?" She asked me opening her robe. She showed me the new red lingerie she was wearing. I just nodded.
"Better get ready" she told me. I took a shower when I got out she was wearing a skin tight dress that barely covered her ass, and showed off her cleavage. I went to get dressed.
"Where the pink shirt" she told me "it seems fitting" she told me. I put on my pink dress shirt. For the first time I felt it was femine.
We both thought we where attending a party but when we arrived we discovered we where the only guests.
"So glad you could come" Craig said answering the door taking Kathy's coat. He handed it to me grabbed Kathy's hand and pulled her to him. She pressed against him as he kissed her deeply. I stood there not knowing what to do. I saw a closet and hung up our coats. Craig led Kathy into the living room. I followed,
"Would you like a drink?" Craig asked. "Yes that would be great" kathy replied before she could tell him what.
"Paulie, make your wife a drink, I have a whiskey on the rocks" he ordered. I walked over to the bar in the corner making Kathy a vodka cranberry and poured Craig a whiskey. I served them. Craig's hand had slid under Kathy's dress and was massaging her thigh. His fingers rubbing her pussy.
"Paul get undressed" Craig told me taking the drink. I didnt hesitate.
"Paulie here is so submissive isnt he?" Craig told Kathy as she watched me get undressed. I stood before them naked my cock rock hard. Pointing towards the ceiling. Craig had worked Kathy's dress uo around her waist.
"Paulie show Kathy how you suck my cock" I knelt and tried to tear his pants off. I removed his shoes, pants and boxers. Kathy had removed his shirt. Showing his physique. Even being 20 years older he was more defined and bigger then I was. I knelt and sucked his cock.
"Lick his balls baby, like I lick yours" Kathy told me, I closed my eyes and took each one of his massive balls in my mouth in turn. I felt Kathy's soft small hands carress my face and push my head down onto dick. Making me gag.
"Take it all" she told me.
"I think Kathy wants a turn" Craig laughed. Pulling my head off of him. I opened my eyes to see. Kathy dress was now on the floor. She bent and sucked Craig's cock. His fingers pulled her panties aside a plunged into her obviously wet hole.
"I need you inside me" she moaned. Craig picked her up and carried her to his bedroom. Not knowing what else to do I followed. I just stood and watched as Kathy was on her hands and knees face buried in the mattress. Craig drove his cock into deep in one motion. His massive cock buried ball deep. Craig started to fuck her with a stamina and speed I could never maintain. He was a machine I watched how his body moved his muscles tensed and flexed.
"FUCK ME! FUCK ME" she screamed. As she came on his cock, Craig didnt slow. Kathy came a second time. Thats when Craig pumped his load deep inside her.
"Come here Paul, show her how much you love my cum" he pulled out i licked his cock clean first then licked and sucked Kathy's cunt clean of his cum.
" God yes, get it all" Kathy moaned coming a third time on my tounge. Craig took a shower. As I held Kathy in the after glow. When Craig came out Kathy got up, Craig handed her a terry cloth robe. He wore one to match. I was still laying in bed. My cock still hard and throbbing.
"Poor baby didn't cum" Kathy teased. She reached out with on finger she ran it up the underside of my cock when she got to the head i exploded. Shooting cum all over my chest.
"Barely even touched you" she teased she ran her finger thru my cum and stuck in my mouth i sucked her finger clean.
"Get cleaned up, do t want you dripping all over" craig told me. I went and showered. I came out wearing a towel. Finding Kathy and Craig having another drink. Sitting very close on the couch.
"Paulie, you shouldn't cover yourself up. Be proud to show off your body" Craig told me yanking my towel away.
"You like being naked for me?" He asked Kathy sat her hand resting on his thigh just watching me.
"It feels right to obey you" I said. Was that right? I wanted to please him. I wanted him. I had never wanted a man before.
"Paul would you want Craig to fuck you?" Kathy asked.
"Yes" I answered to fast, "well I mean"
"It's okay, we can go slow" Kathy told me. Craig whispered something in her ear. She got up and went back towards the bedroom.
"Come sit here" Craig told me patting his leg. I sat on his leg he pulled me into his chest. He reached down and grabbed my balls. He nodded them in his hand. Gently squeezing one then the other. I was rock hard again. When Kathy returned she held a bottle of lube and a butt plug. She lubbed it as Craig continued he pinched my nipples.
"Please" I moaned.
"Bend over, let Kathy put that big plug where you want my cock" he told me. I stood and bent over allowing Kathy to slowly work the toy in and out till I was able to take it all letting it suck into my ass and sit in place. I just stood and watched as Kathy and Craig talked and kissed. It was getting late I was tired.
"Paulie why dont you go lay down" Kathy told me. Craig poined to the guest bedroom. Kathy came in just as I laid down.
"My little cocksucker can't even make it to midnight." She teased tucking me in she pushed on the plug making a drop of precum appear. She scooped it up and fed it to me.
"I'll be in the master with Craig if you have a wet dream" she told me. Tucking me like you would a child. She even left the door open a Crack.
I woke the sun beaming thru the winow. The bed a mess. The plug came out the sheets and me covered in poop. I got uo stripped the bed and took a shower. I found the laundry room and washed the bedding. I remained naked. Finding myself a bagel and juice. I finished the laundry and kept myself entertained on my phone. Scrolling thru porn sites. When I heard the obvious sounds of sex. I went upstairs but didnt knock just listened at the door.
"Paulie you can come in we know your listening I heard Craig say when the noises and silenced. Kathy ws out of bed she kissed me. My mouth flooded with Craig's seman. Kathy kissed me until I had swallowed it all. She grabbed my ass.
"Where's the plug" she asked. I lowered my head looking at the floor.
"It came out while I was sleeping" I confessed.
"And you didnt put it back in?" She continued. I leaned in trying to get Craig not to hear. "It made a mess" I whispered.
"You naughty boy you pooped the bed" Kathy scolded playfully. Craig pulled me on to the bed and smacked my ass bare handed several times, I tried to get free but he was to strong. He suddenly let me go. Kathy led me to the bathroom. She pushed me in the shower with her, she washed me.
"Craig is an amazing lover, I want to see him fuck you" she told me. She took the hand held shower head and rinsed my ass using her finger to clean me out. She lubbed my ass an led back to Craig
"Craig, please fuck me make me yours" I asked him. He laid me on my back and spread my legs. He squeezed my balls as he guided his cock into my ass. I wimpered.
"Shh little one I make you feel pretty" craig told me. He used my cock and balls to pull me to him. My ass excepting him.
"Baby isnt his cock amazing " I lifted my legs giving Craig more access wanting more of him. My legs on his shoulder he fucked me nice and slow, he didnt stop until he unloaded in my ass. I was exhausted hen he finished. My cock still hard. Theynleft me to sleep.
Kathy woke me a few hours later she had my cloths and had me get dressed. As we left, Kelly kissed Craig goodbye, and Kelly led me out. We didnt speak till we got home.
"Craig would like it if next time your ass was nice and smooth. I think Craig will be a nice addition to our love life dont you?" Kathy giggled and patted my ass.
"Kelly i just want to be clear" I started.
"Paulie, after what I have seen what you have done, I just dont think I can have sex with you anymore. I love you but maybe not sexually anymore" she informed me.
"I understand" I said unable to look her in the eye. I couldnt get Craig out of my mind. He wanted me hairless. At one point I found myself in the bathroom. I took out my hair clippers and started to trim my hair. Kathy walked in.
"Thats not going to work, you get all nicked up" Kathy told me turning on the tub. She pulled out her pink razor and gel.
"Would you like me to help?" She asked
"Yes" I said excited. She smiled and helped me She shaved my balls and ass, but she didnt stop. Soon she shaved my legs. And the little hair i had onnmy chest I was so proud of. She even had me shave my pits. ,
"Now you look like a proper little sissy" she told me. She spooned me that night in bed taking the big spoon.
I went to work, looking for a reason to go knock on Craig's office. But could find none. I was about to go to lunch when Craig assistant called asking me to come to his office immediately. I tried not to run. As soon as I closed the door.
"Strip, I want you naked in my presence." I didnt question and stood naked before him my cock pointing at the ceiling. Craig held out his hand. "Place your balls in my hand" her told me. As I did the door opened. Kathy came in. She walked over to us. Sitting on the corner of his desk. She pulled her skirt up and spread her legs. She wore no panties. She had also shaved off the little public hair she had. Craig squeezed my balls as Kathy started to finger herself.
"You are so submissive, Kathy tells me she has decided to deny you sexual favor" I nodded. "You freely surrender it, you offer me your mouth, your ass, waht else would you give me. "What remains of your manhood. Would you lick my ass if I commanded."
"yes" I wimpered. He bent me over his desk and pulled out his cock he drove it into kelly then pulled it and pushed it into me, using Kathy juices as lube. He fucked me. Kelly watched as she masterbated.
"Offer him your manhood" Kathy told me. She handed me a steel chastity cage. Craig came in my ass. I turned and faced him.
"Sir please" I said weekly handing him the cage.
"You want this" Craig smiled. "Show me" he ran his finger ever so gently uo the underside of my cock.
"Catch it, Paul catch your treat" Kathy knew I would last i came catching it in my hand. "Eat it " Kathy hissed in swallowed it all. Craig fiddled with the cage. Kathy fixed her dress and left. Craig fixd his pants as well. Leaving the key with Craig.
"Maria please come in here" Craig said into the phone. Maria a woman in her mid 50s came in she was Craig's personal assistant. I didn't move standing there naked my cock in a cage my body smooth and Craig's cum leaking from my ass.
"Miss Baker is going to need a new position" he stated Maria looked me up and down.
"Special assistant?" She smiled.
"Special project officer" Craig sug6gested. "A office close by" he smiled.
"We could do a little renovation to the storage next door with a door thru your closet" Maria offered.
"Excllent, she will be under your supervision" Craig told her.
"Any specific dress code requirements?" Maria smirked
"Um, not for now but let's see how well she continues to do her job" he stated. "I have a meeting" craig stated and left.
They had kept refer to me as "she". And "Miss Baker"
"You have the rest of the week off. Be back Monday for training of your new position" Maria told me and left. I got dressed and went home to find movers.
"We are moving in to Craigs guest house" she told me. "So we are alwasy nearby, he wants to have children. Without the work. So you're going to raise his he has with me" she smiled and swatted my ass.
Money for nothing
How could this happen to me? I can’t believe I lost my job! I mean, it wasn’t my dream job and I never did make much money. I worked at a small woman’s fashion store. I know I know, but times were tough, and they were willing to hire me. No, I’m not gay or anything, and I didn’t know a thing about women’s fashion. But the ladies there were super nice and I became really close friends with them.
I’m a really skinny guy, and my body is quite feminine. I’ve always been a little self-conscious about it. I think it’s gotten in my way with the few girlfriends I’ve had in the past. I always realize just how much I look like them, then I start getting depressed and not feel like enough of a man, then I get distant, then we break up.
To be fair, I’ve only dated two girls before. The first one we didn’t even go all the way, and the second one we only actually had sex a few times. So I haven’t had much luck with the ladies. But when I started working at this little fashion store, being friends with the girls there is the closest I’ve gotten to women, to anyone really. I’m quite an introvert and I haven’t really had many friends in my life. And these wonderful women took me in as one of their own.
Most of the girls there were around my age, early 20’s, except the owner, Camille. She is a beautiful, fit, and very fashionable woman in her mid 40’s. Her body was stunning and she aged like wine. She only seemed to get even prettier every day in the 3 years I worked there.
I got the job shortly after high school when my mom told me that her relationship with the guy she was seeing was getting serious, and that in a little while she was going to be moving out of the country with him. I needed to get a job so I could live on my own. That’s why I took a job at the first place I could, so I could start saving money. It was in a great location and the starting pay was above minimum wage, so I didn’t care that it was just a bunch of trendy girly clothes, purses, shoes, and things.
I worked there for a few months, saving every penny I could before my mom left. I was getting worried because the rent for an apartment is so expensive, I didn’t think I could afford it! Fortunately, most of the other girls were in a similar situation and Becky, who had become my best friend, was willing to share an apartment with me! Living with her was great! We got along so well! Not too long after we started to live together, we became truly best friends! We both agreed our friendship was the strongest, deepest, and most meaningful we had ever had with someone else! She and I made a perfect pair! I was an only child, so it was kind of what I thought having a sister might be like.
She was so kind and caring, but also funny and teased me a bunch. We got along great. She is an absolutely stunning woman, and I would have loved to have dated her. But I think she saw me as gay or something, she clearly just wanted to be friends and I didn’t want to ruin that.
She would tease me about my girly figure and feminine features. Often jokingly call me sis, girl, princess, and sissy . And then one day, getting out of our shared shower, I didn’t have a towel. I thought I could run to my room naked without her seeing. But that didn’t exactly go how I thought. She saw me naked! She couldn’t stop giggling at the small size of my penis. She said I looked like a flat-chested girl with a baby’s dick! I always knew I wasn’t big, but it was quite humiliating to have the beautiful woman laugh at me about how small I was. Oddly enough though, I wasn’t upset with her at all about it. I kind of understood.
From that day on, she no longer called me by my name, Sam, it was only Samantha. And then, the next day at work, that’s what all the girls called me. Apparently Becky told them, they all thought it was really funny. They even changed my name tag. I didn’t like it, but I was just too shy and embarrassed to say a thing. So I became Samantha.
Besides, it seemed loving and playful. I became so close to those girls and I really started to trust, appreciate, and admire them. I didn’t really have any other friends, so I hung out with them exclusively outside of work too. They would talk to me about all sorts of gossip and would take me shopping with them. They taught me about women’s fashion. I really learned so much about it. They taught me how to care for my skin and what face routine to use every night. Also, what body lotion to use, and that I looked SO much better with no body hair, not that I had much. So I was always completely shaved. I also learned how to keep my nails looking nice and would go with them to the salons. That’s where I learned how to style and care for my long hair too.
They even helped me completely re-do my wardrobe. Most of the stuff they picked out seemed kind of feminine to me. I felt I looked like a girly girl who was trying to dress kind of like a boy. And some of the stuff was from places like Pretty Little Thing, which don’t even make men’s clothes! It was stuff like crop tops, white booties with a high chunky heel, or flared leather pants with no pockets! My little dicks so so tiny that with the new underwear they got me, I don’t even have a bump in the front! Like I have nothing there! And the pants also showed off the fact that I have a very perky, very girly butt. Since most of my pants had no pockets, I had to carry a “man bag” but I feel like they just look like women’s purses. They even got me to replace all of my underwater with what I could swear were panties and thongs!
I voiced my concerns about the "girly" clothes, but they said it was the “it” thing in fashion, girls love it, and that it all looked great on me. I didn’t have time to learn about men’s fashion with how much I was learning about women’s. They said that kind of crossover is normal and I shouldn’t worry. That these ARE the clothes I should be wearing! I guess they were right, I get lots of compliments on my “cute” outfits all the time from the ladies who come into the store. Or the girls I would pass by when I was out with the girls from work. Even guys hit on me, so I must look good!
Once I turned 21, I would also go to clubs with them. I always kind of felt a little out of place being surrounded by all of these sexy girls in slutty outfits dancing around me, with me being the only guy. I also did not try to hit on any of them because they were my friends. They would tease me about going and asking people to dance. Most of the time, it would be some hot guy one of them would suggest, and it always got a laugh from all the other girls. I was just one of the girls. They would always tease me that I should just put on a dress and heels, do my make-up, and join them! That I would fit right in and that I would get so much cock! Always followed by a lot of laughter.
Last Halloween I finally caved and agreed to let them dress me up for a party we went to. I was shocked that I looked exactly like a girl, a really sexy girl too! I was in tall clear stripper "fuck me" pumps as the girls called them. Black stockings, a super tight black leather micro skirt that hardly covered the bottom of my very pearky girly ass! A small leather bando that showed off my mid drift and the fact I have an hourglass figure. I loved like a slutty, small-chested bombshell! My makeup was super dramatic with extra long fake lashes and dark eye shadow and mascara, a very sexy smokey eye! I realized I had such big, sexy, girly lips with the light pink lipstick I had on. Dick sucking lips is what Becky called them, and it was impossible to have them suggest anything else from the extra glossy lip gloss they had me constantly reapplying. My hair was styled with big sexy curls and on top were placed cute leather bunny ears. That way, everyone knows it's just a bunny costume. I looked like a man's dream girl! Somehow, for the first time in my life, I even felt sexy!
I was surprised just how many real girls complemented me on how I looked. Most of them were shocked when Becky told them I was actually a boy. She would then say “Well, kind of a boy, just a very very tiny one!” As she would place her hand over my skirt where my tucked up little dick was. Of course, this caused them all to laugh and get some kind of response like “I’m not surprised!” “That’s OK, she doesn’t look like a boy anyways!” “She has a great girly ass too!” “Well, If you look like that you could never please a woman, you might as well be one and please a real man!” “Girl, with lips that plump and sexy no guy would even care about that!” “That explains everything!” “That’s perfect, it won’t get in the way for the real men!”
It was totally humiliating to hear what these super sexy, slutty dressed girls thought of me. But not as humiliating as what all the men thought of me. I’ve never been hit on so much in my whole life! It was like every guy wanted to stick their dick in me! My ass was red from how many times it was slapped and grabbed! It was scary but also kind of exciting to be objectified so much! I felt so small, weak, vulnerable, and submissive next to all of these big real men when I looked exactly like a slutty girl! I didn’t really do much to stop them. I was too scared to!
The girls at work loved to talk about that night for weeks. They teased me so much, they said I was made to be a girl! Working there I learned a lot about women’s fashion, and how to care for clothes, kind of how to be a girl. I became quite a great employee. And Camille would always say how impressed she was, that I must have been born the wrong gender. I got so good at it that it was often my job to pick the outfits to style the mannequins in.
About a month ago Becky told me that the rich guy she was seeing,Brian, wanted her to move in with her. I was really happy for her! But I wasn’t sure how I was going to pay the rent. I did the math and after talking to Camille, if I worked a few more extra hours overtime, I could make just enough money to cover it. That also helps cover a little for Becky leaving, so she agreed. I was feeling pretty good about it, confident that I wasn’t going to need to get a new job.
Then today, the day after Becky moved out, when I showed up to work Camille told me she had gotten a job offer at Gucci as a designer. It was too good for her to pass up, so she’s going to close the business. I was going to be without a job within a month! And with Becky being gone, I don’t know how I’m going to pay rent!
I was texting Becky as well as talking with the other girls at the shop, trying to figure out what to do for a job. Two of the girls were offered jobs at some other fashion shops, but the rest told me to meet up with them and Becky after work for a coffee.
It was a long day of worry, but I just dove into my work and just focused on skirts and heels, and how to make a perfect outfit. After work, I walked with the girls to the local coffee shop and met Becky there. She felt so bad for us, but mostly for me. She’s very supportive, a truly great friend, they all are!
As I expressed my worry about what to do to make money, the girls told me about a way I could make lots of easy money. They told me that all of them have been cam girls for a while now, and that they are actually making tons of money. They just had their part-time jobs at the shop so their families wouldn’t judge them. They said that it’s super easy! They just dress up sexy, and play with themselves or their dildos, something they were already going to do! They just let guys on the internet watch, and they pay a lot just to get to do that! If they have a request, they pay a lot more on top of that. It’s like money for nothing!
I was shocked to hear all of this! I guess it makes sense, they are all so sexy. I guess most guys would pay to watch them do that! But I wasn’t sure how that applied to me. They told me that on the website they work out of, there are subsections for specific kinks. That sissy cam girls is one of them, and is pretty popular. The more like a girl you look, and the smaller your dick, the better you’ll do! So I should do really well! One of the girls was saying how she knows a sissy girl who makes thousands off of just one streaming. All I have to do is dress up like a girl, dance sexually, touch myself, and men will give me money!
It seemed too good to be true, plus that it’s totally gay! I also could never pass as a sissy girl anyway. The girls thought my objections were silly. They reminded me of Halloween, and the fact that I have a naturally girly body as well as a super tiny cock. I just need to use my knowledge of girls' fashion, use some makeup, and just act like a slutty girl. They said I’m so pretty and feminine that most people already mistake me for a girl.
I wasn’t sure about all of this. It was really overwhelming. They sent me a link to the website and told me to think about it. Becky said that she had forgotten as few things at the apartment. She said I was small enough that everything should fit. Just give it a try!
I do need the money. But when I expressed it seems kind of gay to dress like a girl and try to turn on men so much they cum. They just asked what's wrong with being so sexy that someone wants to fuck you? That someone wants to use you for their pleaser? So much so that they can’t stand it and the cum to the thought of you! What’s wrong with taking advantage of guys like that? Who cares if it’s gay! It’ll make you money.
I really had to think about it. I was convinced I wasn’t going to do it. However, that night when I got home, I couldn’t get the thought out of my mind. It’s not really gay if I don’t do anything with a guy, right? And I do need the money. I walked into Becky's old room and saw the stuff she had left behind. It was a short white skirt, a green crop top, some lingerie, and a sexy pair of heels. She has also left some makeup behind.
I thought to myself, well I’ll just try the stuff on, I doubt it will even fit. Well, it did, perfectly. I was amazed. I felt pretty. Halloween was the only other time I have worn a skirt before. I hated to admit how much I liked it. I felt so pretty! And the heels I slipped on felt great, so sexy! It seems easy for me to walk in really tall heels. I noticed this on Halloween too. It’s kind of like some of the shoes the girls have bought me, just taller. They also made my ass stick out and sway my hips as I walked around the apartment. After a few minutes of just walking around, feeling feminine and girly in my outfit, I strangely felt at home.
I decided to try some makeup. I didn’t really know what I was doing but I had watched Becky enough times to have a rough idea. It wasn’t great and I hate to admit it, but I did look like a girl. I actually felt sexy for the second time in my life. The first was when I let the girls dress me up for Halloween. Why do I feel sexy when I look like a girl?!
I decided to just see how it all felt and walked around my apartment for a while. I even made a small dinner completely dressed. After watching a little TV, I decided just to look at the website. No harm in that. It was super helpful and easy to use, and before I really thought about what I was doing, I had created a content creator account.
I decided I’d try it once. No one needs to know. And if I make no money, I would delete it and move on looking for a real job. I double checked how I looked in the mirror, and scheduled my first ever cam session. I had no idea how it worked, or even who would show up. As I waited I felt both nervous and excited. I looked around my room, and realized it was a bit of a mess. I hurried to clean it up. When I was down on my knees, I saw my reflection in my mirror. I looked like a pretty girl. Something overtook me and I felt compelled to send a pic to Becky. I felt I should let her know I was going to try it.
The second I sent it I regretted it. She’s totally going to think I’m gay now! I didn’t have time to worry about that. I finished cleaning my room and sat down in front of my computer. I looked at the girl on the monitor. I was shocked it was me. I got a reply from Becky “Yay! You go girl! Make those big cocks cum princess! I can’t wait to hear all about it! Whoo! Make that money Samantha!”
That made me freak out and want to stop it, but just then the first guy showed up in chat. And along with him, $2, his cost to watch. I couldn’t believe it! Then another, then two more, before I knew it, like 15 guys were watching me and $30 was in my account! Well, that’s more than I would make in an hour, I thought! I started to dance as sexy as I could. I tried to move just like I’ve seen girls do, but I was really unsure what to do.
“This chick is hot, but let’s see some action!” Was the first comment. “Sup babe” was another. “Hey gay sissy slut! Want my dick!” I wasn’t sure what to say!
I decided to type in chat that it was my first ever cam and I didn’t know exactly what to do! Well, the comments came flooding in with so many things. “Let’s see your girl cock”, “suck a dildo!” “Fuck your faggot ass!” and so much more. It was a lot to take in. I did a little strip tease type dance and showed off my plump hairless ass a lot. $10 “let’s see your dick sissy!” One guy said.
I tried to be seductive as I slowly lifted my skirt, showing off my tiny little dick. “Dam girl! Look how little that is! It’s so small and worthless!” “That’s a true sissy cock!” I was somehow both flattered and humiliated at the same time. I couldn’t believe how much of a sissy I truly looked. I looked just like a girl with a micro dick.
The guys in the chat were both kind and cruel. It was a weird combination of humiliating insults as well as kind encouragement and flirtation. They paid me money to play with my little dick, to finger my sexy little ass, and to talk about wanting their big cocks inside of me. Begging for them to cum in my mouth and flood my tight little pussy.
I couldn’t believe the things I was doing and saying just so I could make other men cum. I realized that I am now a sissy girly faggot. I felt empowered by this, I wanted to make these men cum!! I wanted to turn them on, tease them, and then please them! I wanted to do better!
As I fingered my tight sexy ass and rubbed my soft little baby cock, I begged the men to make me a better slut for them! To teach me how to please them! I wanted to be the perfect little cam girl for these big strong alpha males. I’m designed for their pleaser and I must satisfy them.
As the comments flooded in, so did money. Before I knew it, I was bent over my chair, with my ass facing the computer, fingering myself and begging them to cover me in their superior alpha cum, when I felt something happening. I was fingering my hungry little slut pussy, I touched a part of me I had never known about. It felt so good and I let out a soft, genuine moan. I kept fingering it over and over! My moans were getting loader and more frequent, I sounded like a slut desperate to cum!
Then all of a sudden my tiny little cock started to squirt cum down my legs! I moaned so loudly, sounding like a true girl, the guys loved this. So many comments and money, as I kept fingering myself and draining myself of all of my cum, I couldn’t stop moaning like a girl cumming. I never knew just how girly I sound when I cum! I didn’t have a normal orgasm. It felt great, but it left me horny and wanting more.
My little clitty, that I wasn't even touching, never got hard the whole time. As if to tell me I don’t need it.
By the time it was over, my ass was gaping and my legs were covered in cum. But there was a total of $137 I made. I felt ashamed, embarrassed, humiliated, proud, horny, and sexy. I felt so incredibly sexy!
As soon as it ended, it was like the trance I was in from it was gone. I looked down and saw my girly body, dressed in girly clothes, cum running down my girly legs and dripping onto the floor. My asshole gapping, still wanting more. I couldn’t believe what I had done. It made me start to panic! I quickly took everything off, and hurried to take a shower. Without thinking about just how girly it was, I shaved my whole body like I do every time. Applied my nightly face cleaner and moisturizer, and fully lotion my smooth body.
I got out some of my newer pj’s the girls picked out for me. I’ve worn it a few times and really liked it, it was so comfy! Fashionable light pink silk short “night shirt” and its matching light pink silk thong underwear. The cute matching bows always seem girly, but Becky said it looked super cute on me when I wore them with the pink-heeled "bed slippers" they got me for our last movie night before she moved out. She said it was super fashionable and girls love it!
After what had just happened to me, I started thinking about all of my clothes. I just trusted the girls to buy me clothes that would look good on me. When they bought me things I thought were feminine or only came from a place that made women’s clothes. I always assumed that was the cutting edge of men’s fashion. I would thank them so much for ordering it for me and pay them what I owed them. Then, when a pink girly package arrived at my door and Becky would tell me it was mine, I was always a little shocked. They were always from the same places she shopped! But then I’d try everything on. It would always fit me perfectly, so much better than my old clothes, as if my body was made for it!
I would show them to Becky, or “fashion show” as she called it, and she would tell me they looked perfect on me! That the girls would love it and I should keep them. So I would throw away all of my old clothes that don’t match anymore. Ever since then, I have felt like I look so much better, so pretty as the girls would say. I have felt more confident too!
I always thought it was interesting how it almost seemed to completely mirror women’s fashion. Like how Becky and I literally owned and wore a few of the exact same pants or tops! Come to think of it, a lot of what we owned looked the exact same. So much so that it was difficult to do the laundry at the same time. They never said it was men’s fashion. I would always just assume it was. Like what I am wearing right now, I just assumed it was a night shirt. I never read the tag! It was made by Fashion Nova. They do sell men’s stuff. Am I just being paranoid?
I went online and searched the whole men’s section of the website. Nothing I saw even closely resembled a single thing I owned. I switched to the women’s section. I found every single thing I own from them in the women’s section! Even this super cute “babydoll” I was wearing!
I started to freak out! I had to check another place! I checked Pretty Little Thing, no men’s section! Oh my god, EVERYTHING I OWN AND HAVE WORE IN THE LAST THREE YEARS ARE WOMENS CLOTHES!! I DON’T OWN A SINGLE PEICE OF MENS CLOTHING!
I started to really freak out! My day has been the craziest of my life. I was told I’d lose my job, then suggested to become a cam girl sissy, then I dressed and looked exactly like a girl and did cam girl! I made $137 and also made myself cum just from fingering myself, with our touching my super tiny limp little dick, just like a girl. Then I found out that I’ve only worn women’s clothes for 3 years!
OH MY GOD, I’ve been a sissy all along! How did I just now realize it? I’ve connected so well with all the girls, I’m better with them as friends than girlfriends. I get jealous and uncomfortable with girlfriends, but that’s because I’ve always felt like a girl myself. I feel more confident and happier dressed like a girl. I have the last 3 years to prove that. I do skin care, hair care , and go to a salon and get my nails done, like a girl! I gossip with the girls! My body is incredibly feminine and I’ve only felt sexy in high heels and a slutty girly outfit. Plus, when men hit on me, I always feel flattered and get butterfly’s. I just didn’t think that was because I LIKE that they are flirting with me!
I knew it was late, but I had to talk to Becky about this! I wasn’t sure how to feel, or if my feelings were even right! “Becky, I know it’s late, but I am freaking out! Please can we talk?!” I know it was short and frantic, but I was desperate.
“Sure thing, princess. Brian and I were actually just finishing up dinner nearby. I’ll have him drop me off real quick!” I waited nervously. I didn’t even change, I didn’t have anything less girly to wear, and I wasn’t really sure if I wanted to.
Only a few minutes went by and I heard a knock on the door. I rushed to open it to find Becky looking absolutely stunning! She had clearly been on a date with her super rich boyfriend, Brian. Her make-up and hair were all done up and looked flawless! She had a sexy little black dress on with tall fuck me heels on! Her glossy lips sparkling along with her diamond necklace and earrings.
I immediately felt terrible for interrupting her date! “Oh my god, I hope I didn’t ruin your date!” I said, genuinely concerned. “Oh that’s OK girl, Brian just went to get some more wine for when we get home! What’s going on? You never ask for help like this?” She truly seemed OK about me texting her, and she was right. I never did anything like this. I’m usually the one all the girls text for help!
Standing there in front of her, still in my girly babydoll and small pink high heels, knowing what I had just done and learned, it just overwhelmed me. I started to cry and I hugged her right there in the hallway. She was so sweet and hugged me right back. And gently stroked my long, silky, girly hair.
I cried for a little bit, then we walked in and sat on the couch. Trying to stop crying, I started to just word vomit what all was going on with me. “I did it, I did the cam and it didn’t go how I thought. I made some money and the guys really seemed to like it, and they had me say all kinds of things! And I kind of liked what I was saying! I kind of wanted it to be true! And they had me play with my...um..my backside, and I..(crying a little).. I cam just from doing that! (Crying a lot) i didn’t even touch myself in the front! I didn’t know what to do. I liked it, but I didn’t, and then after it was over I just rushed to take off the clothes and shower, to try to act like it didn’t happen! Then, after, I was picking out what pjs to wear and and I realized everything I’ve been wearing is girls' clothes!!! Why!?! Why would you girls buy me only girls' only clothes!?! And why did I feel so good wearing them!? Am (can hardly speak from crying so much) am am am I a sissy!? Have I always been??”
It was a lot to get out and Becky was loving and supportive the whole time, just holding my hand and listening, not judging what I had to say. She let me cry for just a little while longer. As I started to calm down a little, she spoke.
“That sounds like a rough night for you sweetie. A lot going on. So let’s handle i one step at a time. “ she spoke so softly and with so much compaction! “I’m glad to hear that the cam went well and that you made some money. It’s perfectly fine that you enjoyed that. Lots of people do! There’s nothing to be ashamed of. It shouldn't stop you from doing it again!" Her sweet voice calmed me down and I was no longer crying.
“As far as what the girls and I did started as a joke. The first time you asked us to shop for you for high-fashion clothes, we thought we would buy you girls clothes, you would notice, and we would have a big laugh. But then you didn’t notice. When you tried them on, you looked so cute and they were so natural on you. You seemed happier and more confident, like you were meant to be a woman and didn’t even know it. So we all agreed to just continue. We would never lie if you asked, but you never did. The more you got, the girly you wore, the better you seemed to act and feel. It seemed wrong to tell you otherwise. I was sorry for what we did at first. You were such a nice boy and we had hardly gotten to know you. But as I’ve gotten closer to you and had you become my best and closest friend, I knew what we were doing was right. You were a true sissy and would learn that over time.
I mean all of the girls that would genially compliment you on your girly outfit and how you would truly be complemented. It was exactly like any girl would! And all the guys that would be dragged into the store with their girlfriends or see you when we were out dancing and would check you out. You never seemed upset about it. It was almost like you enjoyed being looked at by men!
Then on Halloween, you looked flawless! Like a true and sexy woman! You even said you felt sexy! When you looked at the other girls, it was never like you wanted to fuck them. Instead it was like another girl would look. You were studying their makeup, hair, and outfit and looked like you admired them. And when the guys were flirting with you so hard, you would just blush and take it! You even let them grab your ass and man handle you! You let them boss you around and you even flirt back! We all knew we one hundred percent made the right choice! So yes, I think you are a sissy. I think you're a girl, and that’s OK.”
I was completely shocked by what she was saying, but I wasn’t upset. I don’t know if it’s because I was emotionally drained by this evening, or if it’s because I knew in my heart she was right. I couldn’t ignore it any longer. She was right, I’m a girly sissy, I should embrace it. I looked at her beautiful face and said sweetly “Oh Becky, thank you. Thank you for seeing the real me even if I didn’t! I’m not mad at you or the other girls. You were all right. I was just too silly to see who I really am this whole time! And tonight I finally realized it!” She was so happy and we hugged each other. Just then, we heard a knock at the door. Becky said she would get it since I was in my lingerie. Oh my god, she’s right! I am in lingerie! It's the first time she and I admitted what I was truly wearing! That didn’t even upset me!
It was her handsome boyfriend, Brian. He’s a very tall muscular man with tan skin and dark black hair. As well as being rich and good looking, he is also incredibly kind and caring. I was truly happy for Becky! He walked in and genially asked “Is everything OK Samantha?” I realized he'd actually never called me by my real name. Becky has introduced me as Samantha for years. I never corrected her and had gotten quite used to being called that actually.
“Yes, things are much better now, thanks to Becky! Thank you so much for letting me interrupt your date night to talk with her, I really needed it.” I said sweetly, realizing just now how high and feminine my voice is compared to a real man.
“I’m glad to hear that things are better! When Becky said you needed help we both knew that something must have really been wrong, you don’t normally ask for that kind of thing.” He said with a kind smile.
“Yeah, it’s been a long night for our girl here. I didn’t need to go into details, but I think she has finally realized that “she” is just that, a she! A true sissy girl!” Becky added cheerfully!
“Oh I don’t mean any offense, but I thought you already were? I’ve only ever refereed to you as she/her, and so has everyone else?” You could tell he was truly trying not to be rude. But he was right, I had gotten so used to it from the girls for so long that even when someone else would call me a she or a her I wouldn’t even bat an eye, it just seemed right!
Becky giggled a little at Brian’s response, “ Well, apparently she was the last to get the memo! But I think she’s all good and has come to terms with it? Right princess?” She was truly so kind and sweet.
“Becky’s right Brian, I was somehow unable to figure it out until tonight. But she’s right. I’m all good now! Thank you both so much for stopping by! I truly appreciate it!” I said, feeling rejuvenated and happy about my new realization!
“Anytime girl friend! Stop by the new place and see us soon, OK! Love ya!” Becky yelled on her way out. And now with them gone, I was left to go to bed, a new-found person! A girl! -Katierosedreams Og Cap
Good Time at the Glory Hole
I stare at my reflection in the grimy bathroom mirror, my heart pounding in my chest as I meticulously apply the last stroke of cherry red lipstick. The neon lights cast a sleazy glow over my transformed image; the lacy lingerie clinging to my body, the fishnet stockings, and the impossibly high stilettos making me feel both vulnerable and powerful. My eyes widen with excitement as I hear the gruff murmurs and heavy footsteps outside the stall. The air is thick with the scent of cheap cologne and desire. I lean closer to the mirror, whispering to my reflection, "Tonight, I am not just a sissy boy. Tonight, I am a cock-hungry slut, ready to conquer the infamous Glory Hole Dungeon." With a deep breath, I adjust my skimpy dress and strut out, the click-clack of my heels echoing through the dimly lit corridor, leading me to the pulsating beat of the adult arcade.
The moment I enter the small, dimly lit booth, I’m are hit by the overpowering scent of male musk and stale cigarette smoke. The walls are adorned with sticky, well-used tissues, and the floor is sticky under my high-heeled feet. I approach the glory hole with a mix of trepidation and excitement. The sound of a zipper and rustling fabric alerts me to an anonymous patron on the other side of the wall. A hot, hard cock appears through the hole, and I can see the glint of anticipation in the stranger's eyes as they watch me through a small, tinted window. The head of the cock is already glistening with precum, and my own mouth begins to water at the thought of what's to come.
Without hesitation, I drop to my knees, my dress riding up to reveal my lacy thong. I wrap my delicate, gloved hands around the base of the shaft and give it a gentle squeeze. The stranger groans in approval, and I feel a thrill shoot through my body, knowing that I have power over this anonymous being. I lean in closer, my plump lips parting as I take the head into my mouth. The stranger gasps, and I revel in the feeling of his cock on my tongue, the saltiness of his precum mingling with the sweet taste of my cherry lipstick.
As I begin to bob my head up and down, the man's hips start to buck in rhythm with my movements. His grip tightens on the wall as he tries to control his urges. I can hear the sound of his breath hitching, and the occasional grunt escaping his lips. I know I'm good at this, having practiced countless times in the safety of my own home. But the thrill of the unknown, the danger of the public place, makes it so much more exhilarating.
I glance up at the tinted window and make eye contact with the stranger for a brief moment. His eyes are filled with lust, and I can see a hint of surprise at the skill with which I'm handling him. He says nothing, but his eyes tell me all I need to know. I suck harder, taking more of him into my mouth, feeling his cock hit the back of my throat. I gag a little, but I'm used to that by now, and I keep going, eager to please.
My hands explore the stranger's cock and balls, feeling the tension in them as he gets closer to climax. I can feel the cock pulse in my mouth, and I know he's about to cum. I swirl my tongue around the tip, teasing the sensitive spot, and he groans, his hips bucking wildly. I suck even harder, my cheeks hollowing out as I try to take him as deep as I can...
Read the rest of the story here
Top 10 steps to fuck your sissy
1.Dirty talk. Ask him how much he loves taking your cock, getting fucked, etc. Call him your little dick boy, little sissy boy, your little whore, slut, faggot etc.
2.Make him tell you how much he likes your big cock make him ask for more .
4.Make him tell how much he likes it and make him beg for the strapon and make him look you in the eyes, this adds great to his embarrassment.
5.When you have the Strap On on and he’s naked, it’s pretty clear what’s coming, but there’s no need to hurry; the psychology of the anticipation is there to be exploited. Order him around, whip him if you’re into that make him suck it put him in panties take picture of him doing so for later use . .Such as showing your girlfriends that can keep your secret blackmail incase he want’s his manhood back .
6.Make him kneel down and lube up your cock use the words sissy, slut, faggot etc .laugh at him while he lubes it up for you
7.Use a Ball-gag or a Penis-gag on him and tying his hands behind his back tell him you are fucking other men and your not going to stop while you fuck him doggy-style . Tell him he’s a sissy and make him ask you to go out and fuck strange men . If he won’t say it ram him hard as you can till he does trust me ladies he well ask you to .
8.Tell him how much better fucking him is than “normal” sex (lasts longer; your cock is a lot bigger than his); tell him it’s the only sort of sex he’s going to be getting from now on; the only sort of sex he deserves because he’s to much of a sissy girl now .
9.When pegging him make him cum in your hand, then with the dildo still in him, lift your hand to his mouth. He will be reluctant the first few times. A couple sharp thrusts will usually make him open him mouth at which point you can cup your hand over his mouth to force him to do it. Don’t stop fucking him after he has cam most men want to quit right after . Keep going at least 15 to 30 minutes longer this is ware the first part of ( #7 ) helps , He must learn you will fuck him till your done NOT till he is .
10.Have him lay on his back with his head over the edge of the bed, put the strap-on in his mouth fuck is mouth like it was his ass while calling him a cock sucking sissy slut laugh at him while this is taken place . Tell him your teaching him how to suck a man’s cock because you never know when your going to need or want some extra money .
💗💗💗💗💗💗
Update, because I’m soooo obsessed with this lipstick look! I think I may have found it, but I’m going to need some better girlies than me to correct/confirm! Looks like it’s Maybelline Superstay Matte in Party Goer! And the glittery lip topper is Lime Crime Unicorn Lipstick, but I can’t find the exact shade! Hope this helps! Let me know if you can find the exact shade because I’m dying to wear it 24/7! 💄💄💄💋💋💋
Fuck the Boss
I had nor been Mr Kelly's assistant long. But had worked for the company for two years now. It wasn't my ideal job but aa good stepping stone. Part of my job was opening his mail. So when he received a package I didn't hesitate to open it. I was instantly surprised and glad no one was around to see. Inside was a huge strapon dildo. I blushed and closed the box. Maybe I should tape it shut. But I just left it on his desk. I couldn't even look at him when he returned from his meeting. He went in his office and closed the door. I tried to forget about it.
When pay day rolled around there was a bonus in my check I wasn't complaining but for what? I wanted to make sure it wasn't a mistake and asked Mr Kelly.
"Sir, sorry to disturb you it's just, I got a bonus and wanted to make sure it wasn't a mistake" I said handing him the check. He didn't take just looked at me and replied
"Discreesion" is all he said. I just nodded and left. I finished the day and went to make sure Mr Kelly didn't need anything else. I knew he wasn't busy so I just knocked and opened the door before he could answer.
"OH I am so sorry" I said quickly closing the door as I had walked in in him with his pants off the strapon attached to his chair as he rode it .
I went home I didn't say a word not even to my husband, Greg. I figured I would get transferred or something Monday. He wouldn't fire me would he? I was nervous when I went to work. I had been there an hour when Mr Kelly arrived. He stopped at my desk.
"Samantha would you mind stepping in my office" he asked not even able to look at me. I followed him into his office at first I was going to leave the door open then closed it.
"Samantha I don't know what to" he started.
"If this is about Friday, forget it my mistake I should of knocked louder" I said. He seemed to relax a bit.
"Again Samantha thank you for your discretion" He said
"Of course Mr Kelly" I said turning to leave.
"Michael, I believe you should call me Michael" he smiled. He was a good looking man 10 years older then me but in shape. Shorter then my husband maybe 5'7" skinny. Why was I checking him out I thought to myself?
"Of course Michael" I smiled back. I turned to leave. I stopped I should just keep walking but didn't.
"I know it's none of my business" I started then turned "nevermind" I went to leave again.
"It's okay, what is it?" Michael asked.
"It's just, doesn't it hurt? It was so big" I asked instantly regretting it.
"Well, it does but also" he was turning red. "Have you ever?" He started. "I mean would you like to?" He shock his head knowing he over stepped.
"Michael I am happily married" I reminded him.
"You wouldn't even have to get undressed it fits over your slacks" he was obviously excited by the idea. "I would compensate you" he said then instantly "I sorry I didn't mean to imply" he was turning into a bubbling mess.
"I am going back to my desk now, and pretend I didn't open a box last week, or come in here without knocking" I turned and opened the door. I walked to my desk. I swear my panties where dripping wet.
What would be the worst thing if I stormed back in their and fucked whim with his toy? I thought this was so crazy. I couldn't though that would be cheating on Greg. Was it cheating if he never touched me?
Micheal didn't have anything important on his calender today, he was somehow related to the owners. He was a powerful man that wanted me to? I got up and walked back to his office I knocked loudly.
"Come in" he called out. I closed and locked the door behind me walked around his desk and stood close to him.
"You won't touch me" I stated it wasn't a question . He looked up at me and nodded. "I don't know how to" I said he unlocked his desk drawer and pulled out his toy.
"I have to" he stuttered as he had me step into two hoops. I realized I had to pull it up. He was careful and gentile to not touch me as he tightened the straps. It was heavy. I looked down to see a penis, a large one at that. Jutting out from my waist. I felt my juices running downn,y leg. I had never been this excited in my life. I grasped the toy. I couldn't close my hand around it. I ran my hand over it. A feeling of power of took me.
"Assume the position" I told him. He quickly handed me lube. "You do it" I told him. He applied some to "my cock" he was stroking me. I moaned a little I couldn't feel his hand but loved having him stroke my cock. He continued.
"Pants off" I told him. Quickly dropped his pants. He wore red lacy panties. He bent over and pulled down just the back. And pulled out a plug. I wasted no more time I held my cock against his hole and pushed. It gave way easily he let put a yelp as it did. And a deep moan as I slid the toy all the way in. He easily took it all. Must be 10 inches I thought as I, oved it in and out. It was awkward to be thr one fucking I laughed to myself. But tried to find a rhythm. Micheal was moaning trying to be quiet as I fucked him. I was so hot. God I wished I was the one bent over the desk. I grew tired and stopped buried deep in his ass. Then pulled out. He fell to his knees. I released the straps and let the cock hit the floor with a thud. I had soaked thru my slacks a wet spot had appeared on my crotch. Micheal leaned in just smelling he took out his hard cock and played with it as he inhaled deeply. This man was getting off on smelling me. I watched his penis wasn't bad I thought about average I guess.
"May I cum?" He mumbled. He was asking me. I pulled his head into my crotch and he did he came all over the floor. I let him go and used his private restroom. I got myself cleaned up. But was still so horny. I resisted masterbating in my bosses bathroom, silly since I had just fucked him in thr ass. I went back to work.
As soon as I got home I dragged Greg into the bedroom. I was naked in record speed.
"Fuck me, I need you right now" I told him. He didn't need any encouragement and bent me over the bed. I came as soon as he slid in me. And again before he finished.
"Wow what got into you? "He laughed. We quickly got dressed and I made dinner. Whi.e Greg helped the kids with thier homework. By bedtime I wanted Greg again. He was more then happy to comply. As I sucked his cock. He fingered me. We came together. Swallowed and went to brush my teeth. I spent the whole weekend attacking my husband every moment we had I pulled him into the bedroom, the bathroom, heck even a changing room at the mall. I couldn't get enough.
Monday morning I was excited to go to work. I packed a change of underwear. I didn't know what to expect. Was that it. Or would Michael want me to fuck him again. Could I make him suck the strapon, or spank him. I sat at my desk and started going thru the messages that had come in over the weekend. Michael came in around 9. He couldn't look me in the eye. I followed him into his office,
"There was a problem with a truck this weekend the delivery to Jasper didn't get there" I informed him he was listening but not looking at me. I walked up to him.
"Eyes up" I ordered the door to the office still open but I wasn't loud. He jumped and looked straight at me.
"Now there was also an incident in the warehouse no details but, Mr Louis fired two workers" I continued. His eyes drifted down.
"Michael, are you sure you deserve to look at my tits" I told him his eyes jumped back up. "I will give you some time to deal with this then I will return" I told him with a smile. I turned to walk out.
"Um Samantha, Mrs Jorge's? I am sorry for looking at your breasts" he fumbled over the words. I walked back up to him standing very close. I unbuttoned my button on my blouse allowing him to see the tip of the white lace.
"That's enough for you isn't it, a reward for understanding you should apologize" I smiled he was obviously excited I fixed my button.
"Now get to work" I told him and returned to my desk. I was excited myself. I loved having such power. I was worried he wouldn't respond.
It was almost lunch by the time he opened his door. He just opened it and went back to his desk. I waited. Was that an invitation? His way of asking me to come in? Some timid way, so it didn't seem like his idea. I made him wait. Only when I was going to lunch did I peek my head in.
"Off to lunch be back soon" I told him. I stopped. I opened his door fully. "I think you should leave the door open at least till I return" I told him. And left.
As soon as I returned from lunch I walked into his office and closed and locked the door. I walked up to him he stopped what he was doing.
"Pants off" I ordered. He dropped his pants he wore a pink thong. It was way to small for him straining at the waist.
"Now are you a faggot?" I asked. "Your not gay, gay men don't wear stolen panties" I said. "Little bad sissy faggots due, though don't they? " He looked at the floor.
"Shirt and tie" I motioned he quickly stood before me in just his little pink thong.
"Does Mrs Kelly know you love cock?" I asked. "Are those hers?" I asked.
"No, no Kathy doesn't know anything" he seemed panicked.
"Who did you steal them from?" I asked.
"The nanny" he said even more ashamed.
"That won't due. You need to go buy your own, ones that fit properly. Maybe a bra as well" I told him. "Not just one pair either, enough so you can wear something pretty every day. You would like that wouldn't you?" I teased. His dick was leaking a wet patch morning in front of the tiny thong. It still managed to hold him in place.
"My husband loves when I suck his big cock, all real men do. You want to be able to please a real man don't you?" I asked. He didn't answer just turned more red.
"Take out your toy and show me how you would please a real man" I told him. I was soaked. Getting off on this power trip. I wanted nothing more then to strip and sink that toy deep inside me. I watched as he tried to suck the toy.
"More tounge, more slobber" I told him. Show him what a good girl you can be" I teased. I pushed his head down making him gag. Then letting go. I watched him for ten minutes.
"Prehaps that's to big to start out, buy a smaller one to train with" I told him. "I want to see you in sexy girlie things everyday, not stolenthings. Pretty things you picked fro yourself" i told him. I then opened my blouse showing him my bra. I got close to him but wouldn't let him touch. I then lifted my skirt and pulled his head to my crotch. My simple cotton panties soaked I held him so he could smell me but not touch.
"Play with it, rub yourself thru the soft panties" I ordered him he came in under a minute. I released him. I changed my panties in his bathroom. Then rubbed the wet ones all over his face.
"Don't wash it off till you go home" I smiled and returned to my desk.
Later when I was home, he texted me pics of lingerie from a store. He was shopping. Asking if I liked this or that. I didn't respond at first helped the kids with homework and cooking dinner. Greg was working late. After about 10 texts I started to reply telling him what I thought. He told me he ordered a new toy like I told him to as well. He was looking for praise. I didn't give it.
After the kids in bed and Greg had eaten I needed to tell Greg. I couldn't continue with out him knowing it was like cheating even though I never touched him. I sat Greg down and explained everything and how it made me feel. Greg just listened till I was done.
"That's what this weekend was about?" He smiled "if I get the benefits" he laughed. Then got serious.
"Would you like me to submit to you ?" He asked.
"No baby, I love when you take me. Would you like it if I submitted to you? Would you spank me?" I asked my hand rubbing his cock thru his jeans. "Take me, pleeaaasssee" I grinned. He flipped me over lifting my skirt and yanked down my panties. He took me right there on the living room floor.
"My dirty perverted wife gets excited making men beg to smell her wet cunt" he laughed as he smacked my ass. I just moaned and he did it again. After as he held me.
"You could force him, blackmail him to promote you" Greg told me.
"I don't want to be that person, it's just." Greg just held me tighter.
"Then do it right, make him shave" he told me running his hands over my hairless body. We eventually got up and went to bed.
In the morning as I was getting dressed. Greg came up behind me wrapping his hands around me.
"No my wife is going to start wearing sexy lingerie for me" he told me. Moving my cotton everyday panties aside he picked out a pair of red lace boy shorts. I kissed him and slowly changed my panties whi,e he watched.
"As you wish" I smiled at him. He just grinned and left for work. I finished getting dressed. I definitely packed spare panties these where basically see thru.
Michael was already in his office when I arrived I marched in and locked the door he stood and stripper before I said a word. He wore an expensive lingerie set, a demi cup bra, with panties a garter and stockings. I opened the drawer and handed him the strapon he knelt and adjusted the straps. Without being told he started to suck my cock.
"On the desk" I ordered he went to bend over. But I spun him and had him lay on his back. I didn't lube it I just lifted his legs and pushed the toy into his ass. He moaned loudly. But I shoved his tie into his mouth. And fucked him. He tried to play with his penis but I smacked his hand. Then as Greg had smacked my last night I smacked him. I pounded away on his ass. And he just wanted more. I became tired and stopped I removed the toy. And left him on the desk. As I left his office. The rest of the day. Went on as usual.
As I went to leave for the day, Michael was on the phone dealing with some crisis. I walked up to his desk and placed a sticky note on his desk. It read
GOOD SLUTTY BITCHES HAVE SMOOTH BODIES.
I just left it and walked out. Again later Michael texted me. Worried about shaving. He told me how Kelly had not slept with him in months, but was worried she might notice. I let him rattled on for quite some time.not responding before I sent
"You want to be hairless for me, and happy that Kathy doesn't want you anymore. I don't want you to have sex with anyone anymore without asking me first" I told him.
Greg picked out a nightie for me to sleep in. And had me suck his cock. But then denied me any pleasure at all. Jus they'd me as I fell asleep. In the morning I found several new pairs of panties in my drawer all things in bright colors. In lace or satin. I didn't like thongs but put one a yellow one without complaint. Greg grabbed my ass as he left for work.
I was extra horny when I got to work, Michael was late not arriving till after 10. I followed him into his office but left the door open.
"Meeting with A Mr Lopez. In 15 minutes. I told him I stepped close.
"I hear he has a reputation and a big cock" I smiled "girls talk" I turned and left him standing there.
Greg was enjoying his new found power over me as well. He sent me a link on how to prepare for anal sex. We had done this a few times over the years but I didn't really enjoy it and usually just turned into a disgusting mess. He was planning on taking my ass there was no doubt about that. Mr Lopez the head of shipping arrived for his meeting I sent him right in, there where in there for almost two hours. Before MIchael called and asked me to order out lunch. I had lunch delivered adding something for myself.and bought it in to them. Mr Lopez, Jose was looking over Michael shoulder pointing out figures. I could tell Michael was excited having this big good looking man standing over him. I just smiled and left them to work.
Jose left about an hour later I went in to clean up from lunch and no Michael I wondered and opened his bathroom door, he was naked masterbating. I stormed in.
"Stop that" I ordered I had not closed either door. Michael froze.
"What do youthink you are doing? You are not longer a man" I reminded him. "Man jerk their penis, sissy girls fuck thier asses" I told him. I noticed he had shaved every inch of his body even his arms had no hair. I walked over and ran my hand down his back.
"Go ahead as a treat you can finish" I told him my hand stopping on his ass. He shot his load immediately into the toilet.
"You aren't allowed to pretend to be a man anymore, I don't even want you standing to pee" I told him. "You got so excited having Jose so close to you" I teased he got hard again. "You are such a little pervert. I bet you like it if I made you wear a dress and sit at my desk. I pushed him to sit on the toilet. And lifted my skirt.
"Hands at your sides" I told him and pulled his face into my tiny thong. I rubbed his face against me. He stuck out his tounge and I allowed him to lock my panties, he was soon sucking on my panties. I got caught up and let him. I stopped him as he moved the tiny slip of cloth to the side and his tounge touched my bare pussy. I pushed him away.
"Naughty girl, I am not a lesbian" I scolded Michael. I dropped my skirt and left hos office finally closing the door. I texted Greg. Telling him how I had been a naughty slut. Telling him he could have my ass for being such a bad girl.
I was all business the rest of the afternoon. I needed him to not expect attention to crave it. Actually the next few days I did nothing at all. Just business. By Friday afternoon he was desperate for me to show him any attention having me come into his office for every little thing.
"You been such a needy girl all week" I told him as I went to say goodnight instead I locked the door.
"I wanted to show you" he said pulling out a toy from his top drawer he stuck it to his desk and started to suck on it. He did very good taking most of it down his throat. I just watched as he did. I started to take off my clothes. I stripped down to my bra and panties. It was a matching set in red lace. Greg had bought me. I was getting used to the thongs but still found myself going to the bathroom to pick my wedgie. Michael watched as he worked harder to take the whole toy.
"Has Mrs Kelly noticed you are a faggot?" I asked him pulling out the strapon putting it on myself pushing Michael's head down on his toy. He couldn't answer with his mouth full.
I had him stop and stand bending over the desk I had him continue to suck his toy. I pulled his pants down. He wore a little yellow thong. I pulled it aside. And worked the toy into his ass. I fucked him slow taking my time. I worked his ass for over an hour. He had stopped sucking on his toy. He had cum in his panties.
"Take them off, suck your panties clean" I commanded without hesitation he pulled off his panties and stuffed them in his mouth. I was surprised. But didn't say a word.
"Would you hold my key?" He mumbled with the panties in his mouth as I got dressed.
"What?" I asked
"The key to my chastity cage, I can't stop playing with myself." He told me. I had no idea what a chastity cage was.
"Explain this to me" I told him.
"It's a cage that goes over my" he hesitated. "Pee pee. So I can't touch it" he picked up his phone and showed me pics of them. I stood and bent him back over the desk I took his belt and smacked his ass. He yelped.
"This is for touching yourself" I smacked him again. 10 times I smacked him. "I expect the key on Monday" then picked up his phone. "This one" I had selected the smallest one he had shown me. Then left for the weekend.i had arranged for my sister to take the kids for the night. I went home and made sure I had no stubble, I followed Greg's instructions giving myself an enema. I found it all strongly erotic. I even prelubed my my asshole. I dressed in a silk robe and waited for Greg. Drinking a glass of wine. Greg came in and I let the robe fall open.i knelt before him.
"I am yours do with me as you please" I told him. He just smiled and dropped his pants. I sucked his cock right by the front door. I didn't make him cum. Instead he led me thr bedroom. Where he laid me on my back and lubed his cock. He was gentile as he worked his cock into my ass. I felt free as I let him use me. I was his toy, his slut. I understood in a way how Michael needed this.
"I need more" I moaned.
"More?" Greg asked. .
"The vibrator in my bottom drawer of my nightstand." Greg pulled out and retrieved the toy. He was surprised when he pulled it out.
"When did you get this?" He asked. I blushed a little
"Years ago after the kids" I confessed.
"So you been cheating on me" Greg smiled.
"Yes, I am sorry. I am such a slut" I told him. He pushed the vibrator into my ass and turned it on full blast. Then shoved his cock into my soaking wet pussy. I moaned and begged for him to fuck and use me.
Greg fucked me stopping and starting teasing me. He finally finished by shoving his dirty cock that had been in both my holes into my mouth.
"You like being a dirty slut" Greg said as he hugged me. "I love you, this only a game" Greg told me.
"I know baby" I told him. "Would you let a man, a sissy suck your cock?" I asked him.
"Don't know, I don't think so. Besides wouldn't that be cheating on you?" Greg laughed.
"I would forgive you if you cheated on me" I told him. He just laughed we spent the night naked cuddling and making love again. Greg and I had never been closer.
Michael presented me with the keys to his cage first thing Monday morning. I fucked him with his toy for being a good sissy. I did some research and after some discussions with Michael I discovered what he really needed. I would fuck him once a week. But tease and belittle him daily. It became a routine but I kept him guessing on his toes. His wife found out and left him. Exposing him as some gay freak. I told everyone I had not witnessed any such thing but professional behavior from him. I even turned down a transfer. After I realized it would mean less time to have with Greg and the kids. And Michael was more then happy to offer me compensation.
Being a good mother and wife became so much more important. I didn't ask Greg for help around the house. Finding myself wanting to please Greg in every way possible. I submitted to him. He felt comfortable in the role. Even playfully spanking me for being a bad girl. When we went out I dressed alot more scantily then I would of liked but he loved it. But was the perfect PTA mom for family and friends. It all became the perfect balance I released any frustration and need to control on Michael which allowed me to submit to my husband.
The Pegging
"Did I hurt you?" I asked as I pulled his head into my lap. He didn't answer just laid there in a fetal position his head in my lap. Was I too hard on him? He had asked me to do it. And the noises he made! He must of enjoyed it. I just ran my hands thru his hair. After a few minutes he got up to use the bathroom. I went to fix the sheets. What is this? I questioned as I felt a wet spot. Wow, he had cum! I got up and changed the sheets.
Paul said nothing as he returned just helped me finish making the bed. I smiled as he moved around still naked. I handed him the strapon he had bought for me to peg him. It had taken several conversations to convince me. But now that I had. I loved the feelings of power over him it had given me. Paul blushed as he took the toy. He went into the bathroom and cleaned it. When he returned he put on his boxer briefs. I cuddled up to him. He had cum but I hadn't.
"You up to giving me some attention" I cooed rubbing his crotch. He sighed and I knew he wasn't but felt obligated.
"We can play alittle" I told him. He looked at me questionably. I guided his hand between my thighs. He rubbed me and pulled my panties aside and fingered me.
"Would you use my toy on me?" I asked I wasn't sure how he would feel about it. Or if he even knew I had one. He let me go and I grabbed my pink vibrator from my drawer. I turned it on for him. He didn't remove my panties instead just pulled them aside as side the toy in me. He seemed to enjoy teasing me turning the toy off and on, or just stopping. Finally I came hard bucking my back arching up.
"Um, that was so good" I moaned as I pulled him close. He again fell silent and laid his head on my cheat. I held him reassuring him in silence. He fell asleep.
In the morning I realized he had cleaned my vibrator and put it away as well. He had also started the wash of last night's sheets before he left for work. I was working from home this week. I was in the middle of a work call when the doorbell rang I answered to a man delivering a big bouquet of flowers. Paul only sent flowers when I was mad at him. I texted him that I loved them. I felt like he deserved a treat so I made him one of his favorite dinners. Nothing fancy mind you. We had Meatloaf and homemade Mac and cheese. When he got home his face seemed to light up about dinner.
"Paul are you okay?" I asked over dinner.
"Of course" he responded his usual bullshit answer.
"Talk to me I am concerned" I pleaded. He put down his fork.
"Do you want another man?" He asked.
"What?" I said shocked by the question.
"A man who can please you sexually" he said looking down at his plate.
"Baby, I love you. You are all I want" I told him pulling him to me again I held him.
"It's just you came so hard last night, and you well I couldnt" he stuttered
"Baby, are you ashamed that you enjoyed being pegged?" I asked he didn't answer. "I am glad you enjoyed it. I love exploring fantasies with you" I assured him. He kissed me. And went back to eating.
"So what's next want me to find a friend. Two woman" I laughed.
"No, its your turn. Would you like two men?" He asked. I couldn't say I had not thought about it. I had never told him how I had slept with two men several times in college.
"Is that something you like to see? Me with someone else?" He had bought up me having another man, and now a threesome in 5 minutes. He just shrugged.
"Paul I want to peg you again, actually right now" I told him. His eyes opened wide. I grabbed his hand and he followed me to the bedroom. I grabbed the toy and went into the bathroom. When I came out wearing it he was naked on the bed. I had put the harness on over my leggings. He was rock hard as he waited his ass already lubed. I grabbed a condom and rolled over his cock.
"Don't want a mess again" I told him I got behind him and worked my cock into his ass. I was soon pounding his ass. He pushed back and moaned.
"Does it feel good baby" I asked
"Yes, God don't stop" he moaned. This spurred me on and I fucked him even harder. I was sweating when I pulled my cock out if him he just laid there moaning. I quickly grabbed the condom off his soft dick before it fell off. He had cum so much I thought. He fell asleep as I went to shower. After I cleaned up from dinner. Paul was still asleep when I went to bed. I woke to the smell of bacon. Paul was up cooking breakfast. I came out and he handed me coffee. He had made me eggs, bacon, home fries and toast. Fresh squeezed oj.
"Wow, if I peg you again can I get the house cleaned to?" I laughed. He stopped and smiled. He was serious. He dropped and crawled under the table he spread my legs and started to lick me thru my panties.
"Okay stop that's enough" I laughed kicking him playfully away. He came out from under the table.
"Take off your clothes" I told him as a idea ran through my head. He didn't hesitate and was naked with his cock bobbing in the air in seconds. "Sit" I pointed pushing put the chair from the table with my foot.
"I want you to be honest, are you bi sexual?" I asked.
"No" he said with certainty.
"We aren't done" I told him as he went to pull in his chair.
"Do you want me to take a lover? Share me? Maybe cuckold you?" I asked I watched as his cock bobbed.
"I want you to be satisfied" he told me.
"You want to watch me, don't you?" I said. He blushed.
"It's the power switch isn't it, you feel inferior. You like me taking control. And you feel you can't satisfy me" I smiled. I knew he didn't know himself. I reached over and stroked his cock.
"Tell me before you cum" I told him giving him a handjob. After 10 minutes he moaned.
"I'm going to cum" he moaned. I stopped.
"Go get dressed and no finishing that" I told him. He got dressed and went to the gym. I did research. He wanted me to take control dominant him. So I read about how.
Two hours later Paul returned he seemed quiet and withdrawn again.
"What's wrong?" I asked he started to respond with his usual bullshit but stopped. I pulled his shorts and under off.
"Seems you only tell the truth naked" I told him. He pulled off his shirt as well. I sat on the couch.
"Is standing okay, or would you rather kneel" I asked. He was a bit confused. But remained standing.
"Now what happened?" I asked again.
"You had mentioned me and men?" He stumbled over his words. "At the gym I couldn't help but notice the other guys as they worked out" he confessed.
"That's nothing baby, I checkout guys all the time" I told him. "Did you wonder how big their cocks where?" I asked and he nearly fell over.
"or did you picture them bending me over?" I continued.
his cock was hard and throbbing again I reached out and stroked him ever so slowly.
"How big are you?" I asked.
"5 1/2" he moaned.
"Is that big enough for me?" I asked.
"No, you deserve more" he moaned as I teased him. I stopped leaving his dick bobbing in the air.
"I think you want me in control, to tell you what to do" I told him. "Deny you pleasure until I say so. Maybe even punish you" I told him.
"You feel maybe you don't deserve me" I continued "Yes I have experienced bigger men, some have bought me great pleasure. Is that what you want me to say?" I tried to meet his gaze which was at the floor. "Men that don't get great pleasure from being fucked in the ass prehaps" I told him as I stood I walked behind him my hand ran from his chest as I slowly walked behind it slid to his ass.
"Why don't you prove your worth to me and clean the appartment. If you do a good job maybe I will let you feel pleasure I said as I reached around and gently ran my hand over his dick. I then just walked away. My panties where soaked as I went into the bedroom. I took my vibrator into the shower with me. I needed to cum so bad. I showered taking my time. I got dressed and came out to find Paul scubbing the kitchen floor.
"OH I wanted something to eat?" I sighed.
"Why don't you just go out to lunch" Pauk suggested. I smiled and called my sister Teri
"Lunch?" I asked
"15 minutes at the little bistro?" She replied.
"Perfect" I sang. And went to put on my shoes.
"Paul, is this a game, or do you want this for real?" I asked he sat back and thought. I just left.
I tell Teri everything, we have never kept secrets. So I was bursting to tell her about Paul. She already knew about me planning on pegging him. She had helped me find the 6 inch dildo for me to do it. Over lunch I told her everything.
"If he wants you to sleep with other guys, I mean are you going to do it?" She asked.
"I don't know" I told her.
"You have to a free pass. For what ever!" Teri gushed. She then paused.
"Does he clean up?" She asked. "You know after" I stared at her.
"Does he lick you clean when he finishes" she said hoping I would catch on. My eyes went wide.
"Guys do that?" I said shocked.
"It's called creampie eating" Teri told me. "You said you thought, maybe he had some bi tendencies" she shrugged. "Some guys get off on cleaning up other guys mess" this was to much I didn't believe her until I googled it myself. The two of us sank down a rabbit hole after lunch sitting on a park bench we researched fetishes. Did Paul want to wear my panties and be spanked. I was getting carried away. I headed home. I didn't know if Paul knew what he wanted. But I had never heard of pegging until he mentioned it. How much more was he hiding.
I got home to find the house spotless. Paul was folding laundry.
"We need to talk" he stood up.
"No serious. I will try anything you want but what is it you want how much do you want? I found men who wear their wives panties as he watches another man fuck her. Then cleans her up" I said frustrated
"Liz, I don't know. But you are right I have never wanted you more then the last 24 hours. I want you in charge." He told me. He fell silent and started folding clothes again. I went to prep dinner it was early but I needed to think.
Paul came out about an hour later. He looked lost.
"What is it?" I asked.
"I am just done" he told me. He wanted to show me. He had done an excellent job. The place was spotless. He stood like a puppy waiting for a treat.
"You did great job" I told him. "You want a reward don't you?" I smiled. "Clothes off" I smiled again he was naked in seconds. He was rock hard his cock looked p3urple.
"Well go ahead" I told him. He looked like I kicked his dog but started to jerk off. I just stood and watched. But then opened my shirt showing him my bra. He watched me as he jerked off. He kept stopping and starting teasing himself. I took off my shirt and unhooked my bra. That was enough he came shooting it all over my jeans.
"Sorry" he said grabbing a towel he knelt and wiped my jeans.
"Have you ever tasted yourself?" I asked. He shook his head no. And cleaned me up. I unbuttoned my jeans and pulled them off taking my panties with them. I grabbed his hair and pulled him against me.
I hopped onto the kitchen table and let him please me. He didn't stop until I came a second time. He stood up his cock hard agsin and slid into my pussy with ease. He made love to me on the table. He didn't fuck it was tender and loving. He pumped his load in me. I could only think of him cleaning up his cum. He grabbed the towel and wiped up his cum leaking out of me instead.
"Did you get it all?" I asked. "You should be very thorough like how you cleaned the apartment" I teased. I sat up.
"You came alot today, should be satisfied" I commented as I stroked his soft cock. "Shall we see how much you want to be mine. Bow to me" I smiled. I led him to bed.and grabbed the strapon. Paul definitely wasn't in the mood but didn't resist. And laid on his back as I made love to him. Working the toy in and out of his ass.
"I had to make sure you submit because I wish it not because your horny" I told him only gucking him for 10 minutes .
Over the next few weeks I continued to tease him. And peg him. Only allowing him to be inside me once. In a month. Instead having him use his tounge of my vibrator to please me. I had made him taste his precum several times.
"I got you a present" I told Paul one night opening a box. I pulled out a dildo. It was 8 inches long and thick. He also looked like a real cock. And fit into the harness. I also bought myself another vibrator. Paul looked nervous but also excited.
"I made a Tinder profile as well" I showed him. I wasn't serious it was a tease. I had not answered any guy who messaged me. But Paul was all over me he kissed me.
"Easy there sweety" I laughed pushing him away. "If I decide to meet one of these men. Would you clean up after them?" I asked he rubbed against me.
"Yes" he moaned. I pulled out his cock and jerked him off. I caught his cum in a cup. And bought it to his lips. He drank it down.
"I am not going to be some slut for you, but you will eat your cum you can bet on that" I told him. He didn't wait long a few hours later I let him fuck me and he dropped and licked me clean without a word.
Maybe one day I will forfil his fantasy, but for now my little future husband knows who wears the cock in this relationship
little boat trip
"YES" I said excited. When my childhood friend Nick asked me if I would join a crew to sail to Italy. I had sailed some but never out on open water. It was okay he assured me I was the forth. So I might have to put up with some shit but it's a once in a lifetime experience.
Jen my girlfriend encouraged me to go as well, even though it would be a three trip. Sail there and then fly home. We were delivering the boat to some rich guy. We where leaving in a few days. I was told to pack light. Even though the ship was huge a 50' yacht. I met Mike the captain. And Martin the first mate. The day before we left. They ran ,e thru the ship made sure I knew what to do. Didn't want some idiot to panic in the middle of the ocean. Mike and Martin had been sailing since they where kids. They moved and worked as if they were a part of the ship. These two black bohemiths of men. Nick agile and quick tall and skinny. But not an once of fat on any of them. I felt tiny at 5' 7" standing next to them they where all at least 6' tall.
Jen came to see me off. I wouldn't see her for a month I thought as we sailed off. It was a perfect day to sail. Mike had us run drills for hours. By the time the sun was setting land was gone and I was exhausted. Martin had made a fest. I barely had the strength to eat. I realized I had not even stowed my gear. I didn't know where I would be sleeping. Mike sat next to me.
"You stink you need a bath" he told me. Without warning he thru me overboard. They all laughed and Mike jumped in as well as if to save me. We all laughed and he led me down to a cabin my gear tossed In the corner. Mike came in the room with me. He started to strip off his wet shorts. I was confused was this his cabin? I turned to grab some clothes out if my gear.
"Come here" Mike said his deep voice said softly. I turned he was naked laying on the bed. His legs spread. His cock was enormous.
"I think you got the wrong idea" I stuttered turning away.
"Nick told us how you used to play" he told me. I felt him get up his hand touched my shoulder.
"It's alright" he said turning me around. "See" his eyes glancing down. I was rock hard my dick throbbing. This was all just so erotic I thought. He pulled me close my head resting against his chest. I could feel him breathing. His massive hand slid down to my ass.
"Why don't you come to bed and suck my cock now" he guided me to bed.
"I have a girlfriend" I told him.
"And three weeks to forget all about her" he told me guided my head down between his legs. His cock seemed as big as my arm. I ran my tounge down the length Of it. I thought about when we where kids and Nick and I would sneak off and go skinny dipping. It was the year we turned 14. That I had noticed how much bigger his dick was. I was curious how it felt. I had jerked him off. As the summer went on I became obsessed with sucking his cock nearly everyday. He never even touched me. Until Labor day weekend when he pushed me over a rock and drove his cock in my ass. I let him use me for the next year. Until he found a girlfriend. I pushed it off as a phase. And also found a girlfriend.
But now I was licking this cock. And my god it was bigger then ones I had seen In porn. Just one of his balls filled my hand. Mike let me explore. Kiss, lick and suck his cock and balls. He had no hair even his balls smooth. I was able to fit the head of his cock in my mouth. And I could taste his precum. Theresa's no way I would ever be able to please him though he was way to big. I was so tired. Mike pulled me up to him my head resting on his chest agsin. His fingers teasing my asshole. I felt him apply lube. And one of his fingers slid on.
"You're too big" I wimpered.
"Baby it just takes practice" he whispered working in a second finger. I moaned and suddenly came all over his leg.
". See you been holding it in so long" he told me he pushed my head down to lick it all up. I did. As he continued to finger my ass. He managed a third finger. Then pulled them out and showed me a butt plug which he worked into my ass. He then just held me as I fell asleep. I woke early maybe the boat swaying to much. Mike still held me. Mike also had a massive hardon. I reached down and started to stroke him. Soon I was jerking him off and sucking on the head. He wasn't forcing me. No it was like when I was a kid I wanted to. I wanted to please him. Mike was soon moaning his hand ran through my hair. He tensed and I was drowned in his cum. There was so much. I pulled away and the second and third shit covered my face I recovered and swallowed the rest of his seed. The plug had come out in the middle of the night. And as I cleaned Mike's cock he worked it back in.
"Now we have limited hot water, but I don't want to see any of this hair after today" Mike told me. As he got up to take his watch. Leaving me in his bed.
I went to grab my gear. As I opened it I found a note from Jen.
Nick told me how you volunteered to be there fuck toy on your Great Adventure. I always knew something was off with you, don't worry about me my ex Tom will fuck me much better then you ever could anyway. I looked in the bag. There where no clothes only some of my things Jen figured I want . Pictures, some old comic books. I didn't know what to think. I was so sore. After yesterday and last night. My ass still had this plug stuffed in it. I put it all aside and showered.
I shaved. Then started to shave my chest. I got brave and shaved my pits as well. Soon I had one leg on a toilet and was shaving my ass. Suddenly the door opened and in walked Nick.
"Captain wants to know why your not on deck" he smiled. I turned to see Nick he only wore some swim trunks, his body glistening in sweat. I smiled and turned
"I was thinking last night about that summer." I said Nick didn't say a word he just dropped his shorts. His cock already growing hard. I stopped only one leg half shaved and dropped down and sucked his cock. It seemed bigger then when we where kids. But not nearly as big as Mike's. I tried to take him further. Stuff him down my throat. But kept gagging. Nick didn't care. I cupped his balls. Even sucking them softly one then the other. I was truly enjoying myself making him moan with pleasure. He suddenly grabbed my head and forced his cock down my throat. I tried not to panic as he pumped his load down my throat. I focused on breathing thru my nose. Before he let me go. I beamed with pride having swallowed hos load.
"Captain wants you on deck" Nick reminded me. I grabbed my shorts from yesterday since they where the only ones I had. And reported on deck. Mike looked at me disappointed.
"Half shaved, dressed inappropriately, late for watch" Mike stated. "I mean I guess in old days you would get a lashing" he smiled. He handed off the wheel to Martin as he stepped towards me.
"Strip!" He commanded I dropped my shorts.
"This is you new uniform" he told me handing me a little white bikini. I stared at him. He was serious. I didn't have any clothes. The one pair of shorts wouldn't last a month. I took the little pieces of cloth. I realized immediately that the bottom. Was a thong. Mike helped me tie the top. It felt wierd to wear. He explained that I was to please Martin, Nick and himself however they wished. I nodded as I understood. He smacked my ass as he dismissed me. I went back down below to finish shaving. Martin followed me. He pushed me into his room. Without a word he pushed me over his bunk yanked down the bikini and pulled out the plug. He drive his cock deep into me with one thrust. I screamed as he took me. There was nothing patient or gentile as he fucked me. He used me pumping his seed deep in my ass. I felt like he had torn me in two. He then just pulled up his shorts and left. I reached back my hand covered in cum and blood. I was worried I laid on his bunk and cried.
I must of fallen asleep. When I woke up I shaved the rest of my legs. And went on deck. I wasn't assigned a watch. I was supposed to be available for those not on watch, I was informed. That night I found myself once again in Mike's bed. Mike was happy with how well my ass had expanded in just one day. After the plug and Martin. He continued to finger and stretch my ass. As I again licked and sucked his cock. Again gagged and overwhelmed by the amount of sperm he created.
I spent my days between Nick was like pleasing a friend, Martin was abusive using me as a cocksleeve. And Mike who was gentile and comforting often holding me after. I was the one who decided It was time to take Mike's cock in my ass. He allowed me to control the rate. As I slowly lowered myself on his cock. After I could of fit my whole hand in my ass he had stretched me so much.
They provided several similar bikinis for me to wear. I was expected to act girly. Often laying out sunning myself. I took on the duties of making sure the boat was kept clean, laundry was done. Martin still did most of the cooking but left me to clean up the after. I had not even noticed how much I had changed when we sailed into the Mediterranean. It had been a smooth trip. Only having been caught in one storm. We dropped Martin off in Spain and continued on to Italy. As we dropped anchor and headed to Port. I didn't even think that I still wore my white bikini as we sped to shore on the dingy. I got some strange looks as we walked across the dock. Mike smiled as and pulled me close. He stopped and bought me a sheer wrap to wear. If anything it bought me more looks. We met with he broker. I just sat quietly. Suddenly very aware of how I looked.
Afterwards Nick said his goodbyes. Having secured a trip home on another boat. Mike and I checked into a hotel. We made love.
"You're mine you know that" Mike told me. I snuggled into his chest. I shook my head. "We should go home and meet your parents" he told me. I was worried but yes, I wanted to introduce him to my parents. I wanted everyone to know he was my man. Mike never gave me my payment for bringing the boat in. Instead he bought me a wardrobe. Of completely woman's clothes. He picked everything out. He told me how to dress. Mike didn't like to fly. So we sailed back home. With a couple of woman, Deb and Tina. Where married and wanted help sailing across the Atlantic. The girls helped me to learn to use makeup, mannerisms, just be more girlie. By the time we made port I could even walk in heels( not easy to do on a ship)
Mike took me home and introduced himself to my parents, who instantly rejected me. I now live with Mike we spend most of our time sailing other people's boats around the world. Mike told me he doesn't want a woman. He loves me being his girlie boy. Although he often does share me with the crew.
