My name is Paul, I have become a sissy Cuckold. After Julie, my wife of 16 years caught me wearing her panties. After much discussion and explanation. I confessed I had been crossdressing since I was 11. Julie allowed me to continue openly with my fetish. Buying me my own lingerie to wear. After a few months, Julie confessed that she had an affair. She told me she had trouble seeing me as a manly man. Again we spoke in length about this. She concluded she would Cuckold me. I agreed but set a condition of length of time she could see any one lover. I discovered I loved knowing she was meeting someone. And often helped her get ready for her Date. She made sure I was always at least dressed in panties when she met with a man.
"Paul would you like to wear panties all the time?" Julie asked one day as she got ready to meet one of her lovers. She smiled a little and picked a bra out of my drawer.
"Wear this tonight as well" she told me. I removed my shirt and but it on.
"When I get home, I want you wearing this as well" she pulled out a long satin pink nightie. "I think it's time we expanded your fetish" she informed me. I put on a bulky sweatshirt to hide the bra. She stepped close rubbing against me.
"When was the last time you and I" she asked nibbling on my ear.
"Three months" I let out a low moan.
"You rub yourself thru panties don't you. Hoping to touch me like real men do" she teased me. "If you behave yourself I would be willing to help you with that" she kissed my neck. She finished getting ready and left. Leaving me home with our daughters. We had convinced them that their mom was taking night courses at the community college. Leaving me two sometimes three nights a week with the girls Abby 13 and Keri 15.
I had asked her about men she met. But she never shared any details. As I sat watching TV with our girls Julie sent me a text.
/How do you feel about becoming more feminine?/
/what do you mean?/ I responded
/I thought you might like it if you shaved your legs/
/I don't know what would I tell people if they noticed/ I replied
/that you are a sissy that wears panties/ she told me
/ he is hear I have to go/
The rest of the evening I couldn't get it out of my head. I would love to shave I thought but I couldn't could I? I waited up for Julie. She came home after midnight.
"Did you behave yourself? " She cooed as she slid into bed. Her hands slid over the nightie. She was naked.
"Did you think about what I mentioned ?" She asked. I nodded
"You would like it wouldn't you?" She asked as her hand rubbed my throbbing erection thru the nightie and panties. My fingers slid into her. She was wet and full of cum.
"Lick your fingers, taste him" she told me. I hesitated so she dipped her finger in and pushed it into my mouth.
"I want you to eat his cum out of me" Julie told me moving to sit on my face. As she lowered herself I stuck out my tounge and licked her creampied pussy.
"From now on you will be my lesbian wife when we are in bed." She informed me. She made me clean every drop of cum from her before she got up. I was still hard and throbbing
" You don't get to cum until I see you smooth." She told me. Then she laid next to me. And showed me a video of her sucking a huge black cock. She slept naked rubbing against me. I woke early.
It was Saturday, I went and filled the tub. And soaked I had seen Julie shave her legs dozens of times and followed her example as I started to remove my hair. It took forever but my legs where smooth. I drained the tub. Then refilled it after thinking I looked silly. I shaved NY public hair as well then figured my stomach and chest. As I did Julie came in to pee still naked. She didn't say a word until she was done. Then she took my arm and lifted it applied soap and shaved my pit.
"My sissy husband is going to look so cute" she kissed my cheek.
I shaved my other pit. I rinsed off and got out of the tub. Julie laid out a bra and panties on the bed for me. I slid them on. Julie had me lay next to her on the bed. Then showed me a video of her riding a cock. I watched as the cock slid in and out of her.
"Isn't his cock amazing" she teased as she rubbed me thru my panties. When the video ended she had another with an even bigger cock.
"It's so big, look at how veiny it is. See how much he comes" she teased till I came in my panties. She removed my panties and pushed them into my mouth.
"Sissies love cum, theirs or other mens" she told me. She slid a tiny thong up my legs. I got up and got dressed as she removed the panties from my mouth. I got dressed but when I put on a bulky shirt she stopped me.
"It's way to warm to wear that" and handed me a tee shirt. I could see my bra thru the shirt if I looked close. Julie went to shower. I hid in the bedroom to avoid the girls.
"What are you doing? " Julie asked. As she got out of the shower. She slid on a dress. Without panties or a bra.
"Since you wear them I don't have to" she told me. She then forced me out of the room. The girls were up. I was very nervous would they notice something. Julie was very plawful often grabbing my ass or pinching a nipple. The girls ignored us as usual.
That night Julie crawled into bed naked. Her hands roamed my body.
"How is my little sissy boi?" She teased rubbing my ass. She pulled the back of my thong down and her finger teased my hole.
"You want me to don't you?" She asked pinching my nipple with her other hand. "There is a box on the top shelf of my closet" she told me smacking my ass as I got up to get it.
"No peeking" she sang out. I found it and bought it to her. I crawled back into bed.
"Do you know what's in here?" She asked. I nodded.
"I thought you might, such a bad girl always in my things. I felt her apply lube to my hole. There where several sex toys in that box. I then felt as she pushed something hard against my ass.
"Relax, let him in baby" she told me. Then a burst of pain shot thru me I jumped as the head of her toy had slid into my ass. She held it still and waited.
"Shh relax get used to his size" Julie whimpered. She slowly started to work it in and out. The pain subsided.
"That's it baby, I knew you would like it" she told me. Soon I heard myself moaning.
"That's it faggot fuck yourself on his cock" Julie praised as I released I was pushing back to meet her thrust.
"OH your little pee pee is leaking all over " Julie laughed. As my panties where soaked in cum.
"I want you to buy a chastity cage and lock your little clit up" she told me. As she now thrust the toy in and out in long fast motion
She didn't stop until she had worked every drop of cum out of me.
The next day I ordered a chastity cage. Julie made sure I got the right one. Saying the one I picked was way to big. She also had me order a bigger dildo and a strapon harness. Along with a series of butt plugs that each got larger.
By the end of the week I was locked in a 2 inch cage and wore a pink thong as I left for work. I was aroused constantly but unable to get hard. When I bent over at work and Antony saw my pink thong. He didn't say a word just pushed me into a store room.
"What the fuck" I started.
"Don't start fag" he said. We had been friends for 10 years. Work together hang out together. But now he was pulling my thong up giving me a wedgie.
"I can explain" I started but he just pulled out his cock.
"I am not gay" I tried to tell him but he just pushed me over some boxes. He grabbed some grease from his tool box and quickly lubed hos cock. Then slid it into my smooth well trained ass. He fucked me right there I didn't even try and stop him. After a few minutes he pulled out and shot his load all over my ass. I fixed my pants as he stepped out I waited a few moments then followed. We didn't speak about it. On the way home I debated telling Julia. But as soon as I saw her I confessed to what had happened.
"Did you like being Anthony's bitch? Was he big? Did you suck his cock? She rattled off before I could answer. She then pulled out a douche.
"You need to clean your faggot pussy she told me" smacking my ass sending me to the bathroom she made me use two douche as an enema.
"You need to carry lube so he doesn't use that grease again." She told me. "When you suck his cock you will be better at telling me how big he is" after a shower she led me to bed. I was still naked as she cuddled me close. Her fingers playing with my ass.
"You want me to fuck you?" She asked biting my neck I tried to crawl onto her lap. She just smiled.
"Go get your play box" she told me. I got up and bought her the box. She picked a medium plug and lubed it. Then handed it to me.
"Put it in" she smiled she had always done it but I took the plug and worked it in till it sucked in and settled. As it did I moaned.
She then stood and put on her strapon over her clothes.
"Take it in your mouth, I will teach you how to suck Antony's cock" she said running her hands through my hair. She walked told me to kiss her cock, then lick it how to add saliva so it would slide down my throat. To cradle and suck his balls. And told me that I should swallow. I couldn't take it in my throat yet but Julia let me stop after 45 minutes. My Jaw and throat where sore.
When I got up the next morning Julia had picked out my clothes. She laid out a pink lace thong with a matching bra. And stay up pink stockings. For me to wear under my work clothes. I put everything on and Julia spirtzed me with her perfume.
"Antony will love it" she told me. Handing me a small tube of lube I could fit in my pocket.
"I know " she smiled sensing my hesitation "but I don't want you to say no, I want you to be his little faggot" she told me. And handed me my lunch. She had used her lunch bag it was pink with flowers on it. I frowned. But took it. As soon as I got to work Antony stopped me sitting in my car.
"About yesterday" he started I just stared at the steering wheel.
"I been going through shit with the wife and you" he tried to explain. He seemed shaken by it all. I don't know why but I reached out towards him without even looking and put my hand on his thigh.
His legs spread alittle. I slid my hand up.
"I am not mad about it" I told him still unable to look at him. He moved my hand up his thigh. I felt his cock through his pants. I rubbed him alittle then he got out of the car.
"Cute stockings " he said as he watched me get out of the car and my angels showed. As we went inside he held the door for me and his hand smacked my ass. We worked till break then he followed me to the bathroom pushing me into a stall. I sat on the toilet and fumbled with his belt and zipper. I pulled out his quickly hardening cock. And took it in my mouth. I did everything Julia had showed me. After 5 minutes Antony grabbed my hair and drove his cock down my throat I couldn't breath I couldn't even gag. He fucked my throat as I tried to relax. Then pumped his cum down into my stomach.
I was a mess snot and tears rolling down my face along with the remains of his cum. I tried to clean up as he left. Again he said nothing about it the rest of the day. Till he met me out by my car.
"Does Julia know?" He asked. I nodded. And handed him the small tube of lube.
"She gave me this in case" I mumbled. He just smiled. And led me to his truck he opened the door door me. Then drove me out to the far side of the job. We where far away from everything back behind a huge dirt pile. He pulled out his cock.
"GET OVER HERE AND RIDE THIS THEN" HE TOLD ME LUBING HIS COCK.
I did as he said sitting on his lap cowgirl style. I rode his cock. He wasn't forcing me I was riding him I thought. He filled my ass with cum. Then drove me back to my car. I drove home. Julia was waiting she had a million questions.
"He was thick, thicker then her strapon. And about 6 inches long I told her. That night she had me shave again. And in the morning purple lingerie bit added a pair of her jeans. Antony treated me differently not letting me lift heavy things. Always walking behind me. He fucked me everyday. Sometimes at work other times after. Julia kept encouraging me to do more. After two weeks i didn't even argue when she shaped my eyebrows and applied a little cover up before I went to work. I had not had any type of sex with Julia in that time. She had been seeing someone but she never said a word about him.
I had not known that Julia had started to tell people that I was gay. Until we went to a party one night. I noticed my friends openly flirted with her.
"Cute outfit" one of her friends Maggie said to me smacking my ass. I panicked knowing I was wearing ladies slacks with the zipper on the side. Another friend of mine led my wife away.
"Don't worry sweety, she just needs to get laid" Maggie told me her hand pulling my thong up higher.
"Shhh everybody knows darling. It's ok" she said as I started to panic. Maggie got me another drink then another. I was getting pretty tipsy. MAggie had un buttoned most of my shirt so my black lace bra was on display. I had not even noticed.
"Julia is back" Maggie said turning me around. The smile on her face made me happy.
"Don't you look scrumptious" she giggled her hand reaching under my bra and pinching my nipples.
"I am full of your friends cum, would you like to find a place to eat it all." She whispered then led me upstairs to a bedroom.
"John and Randy both filled me up" she informed me dropping her skirt she wore no panties. And cum had run down her thigh.
"Is it better then Antony's" she asked me. I didn't answer as a huge glob of cum fell on my tounge. I sucked it all out before she let me stop. Just as I stood the door opened and in walked my boss. He quickly undressed Julia the rest of the way.
"Take off your pants" he told me I did as instructed.
"Now go back to the party " Julia told me as my boss buried his cock into her ass. I hesitated but then did as told I got a lot of cat calls as I went downstairs. Everyone knew for sure I thought. Maggie took me under her wing again bit this time bent me over a table and had fun shoving this up my ass. First a bottle neck but soon people tried all sorts of things. I don't know how long before Julia came and took me home. I ate my bosses cum from her as she drove us home. I got demoted to the tool room after that at work. Often having different guys come down needing their tools cleaned and oiled. I was the jobsite whore. Often wearing a dress to work. And Julia continued to fuck my Boss.
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