"Stop pouting we both know you will be happier without all the stress of trying to preform" Keri smiled as she stood in the kitchen. She was wearing simple white boy short panties and a sports bra.
"Does it matter who I choose to sleep with?" She smiled. "Or just that he pleases me like you cant"
"I guess not" i replied not able to look her in the eyes.
"Have you given any more thought to that other issue?" Keri asked lifting my chin and looking in my eyes. She then pushed on my shoulder and guided me to my knees. "Your little pee pee will never be inside anyone ever again" she reminded me as she held my face to her panties. I kissed her thru her panties. Keri turned and walked away. I didn't see her again until she emerged from our room. She was wearing a form fitting dress that barely covered her ass. She walked up to kissed me on the cheek. I watched her as she grabbed her purse and left. I knew she was going to meet Craig.
She had slept with him last week, she came home and confessed the same night. I was crushed but after several fights and even more discussions. Keri confessed that I had never pleased her sexually, but she loved me and didn't want to lose me. I admitted that it turned me on that she had an affair. She suggested that I give up my right to sleep with her. But she also suggested that I wear a chastity cage so I wouldn't be tempted. I went into the bedroom at one point. On the bed sat a plastic chastity cage. Keri had already bought one! There was a note
Paul, i know you will be tempted to touch yourself. Are you sure you are man enough for that? I really believe you should lock yourself up. Love Keri
Man enough? She didn't see me as a man? I sat down and started to cry. I wasnt man enough. She was off getting fucked and god knows what else by Craig. A man that alwasy teased and belittled me. I was sobbing into a pillow. I must of fallen asleep. Because when I woke Keri was home, she sat on the bed rubbing my back. I rolled over.
"Oh baby are you okay?" she asked.
"You dont see me as a man" I whispered.
"Thats what's bothering you, Sweetheart you don't see yourself as a man. You let your wife go fuck a man tonight. You aren't even mad about it, you are upset you aren't a man" she told me. She picked up the chastity cage and held it on finger. I just nodded. And she pulled my pants down. As soon as she touched me though I got hard. She was prepared placing an ice pack on my balls. I just watched as she fiddled with it. There where different size rings and such but she fit it on then handed me the lock. "Do it, surrender to your desires" she told me. I closed the lock.
"Now that you admit you aren't a man" Keri laughed she yanked my pants completely off. My penis tried to get hard in the small cage. As Keri picked up the white boy short panties she had worn earlier and slid them up my legs. She then got ready for bed.
"Craig has a big cock, did i tell you that? She started holding her hands apart about 8 inches. To show me. He took me to dinner and the whole time all I wanted to do was slide under the table and suck his dick" she continued. As I watched her move about the room getting undressed and then putting on her nightgown. "I sucked his cock as he drove back to his house i just couldn't wait any longer. But as soon as he closed his front door he just pushed me down on to his stairs. He fucked from behind right on the stairs. I swear I came half a dozen times before he finished inside me. It was the best sex of my life" Keri finished sliding into bed beside me. "It is so great we can still have this, its so intimate I love that I can share it with you" Keri said as she snuggled against me. I tossed and turned all night as the cage made it uncomfortable and woke me several times.
"Did you sleep well?" Keri asked me in the morning. Even after she saw I was tired getting out of the shower.
"The cage pulls some" i told her.
"Oh poor baby, maybe you should shave like I do" Keri commented as she handed me another pair of panties to wear. They where plain white but smaller then the boy shorts I had worn to bed. These where more like bikini style. I put them on without a word or hesitation.
"Its good that you except your submissive girlie side" Keri giggled. That afternoon I found myself in a hot tub, as I shaved all my pubic hair. Keri even unlocking me, she stood and watched as i shaved. Then quickly locked the cage back on. But she stayed bent down as she had locked the cage. She started to shave her way down my legs. I stood there and let her.
"Such a fucking little bitch" Keri laughed. I didn't move she too, that as compliance and continued shaving my ass as well. Then gave me a pair of pink panties to wear.
Keri met Craig two to three times a week. And replaced all my underwear with cotton panties in pastel colors. Keri would come home and tell me about her love making.
"I got you something for your one month anniversary" Keri told me one day when I came home. Handing me a small box wrapped in pink paper. I opened it inside was a new chastity cage. This one metal and smaller. She didn't wait yanking my pants and panties down she unlocked me and iced my balls. Fitting on the much smaller cage.
"Its very uncomfortable" I informed her.
"You will get used to it" she told me. "Do you regret giving up your rights to Craig?" She asked me massaging my balls with her hand. It hurt as my penis tried to get hard squeezing thru the metal cage.
"To much?" Her hand slid to my ass. Her fingers teased my asshole. She rubbed lube against my ass. I just stood there as her fingers probed my ass.
"Keri, oh my god" I moaned as she pushed against my prostate. Semen leaked from my cage. This continued till Keri was satisfied she had released enough pressure. I pulled my panties back up.
"Thank you" i muttered as my legs where shaking. She didn't say a word just smiled and left me standing there. She repeated "milking me" every two weeks or so. She taught me to remin hairless, not just my leg but my whole body. She also had me do more chores round the house ince she was busy having sex. We had almost fell into a routine until I came home on evening Keri ws supposed to have a date but she was just lying around in her leggings.
"Everything okay?" I asked.
"Craig had to cancel" she said disappointed. "But i decided it time to take whatever is left of your manhood" Keri stood, th bulge in her pants was way to obvious to hide. "Drop your panties" she commmanded she pulld her legggings down eposing a big black strapon cock,
"Stop, you know you want it, now assume the position" she told me. I pulled my pant off and pulled my panties down I got on my hands and knees on the living room floor.
"I'm not going to lie to you, this is going to hurt" she told me. As she used her fingess to lube my hole. She rmoved hr fingers and hld her toy up to my ass. She waited and suddenly my ass gave way. I jumped trying to pull away but that made it worse allowing several more inches to slide in."Dont fight it, relax" Keri told me. As she started to move it in and out. I was sobbing as she picked up the pace. "Let it out, this is what you need" Keri ssured me. Within a few minutes she was fucking me with full forceful strokes. "Oh god this is amazing, I understand now why men feel so powerful. You gave this up? I am going to fuck you everyday" Keri moaned then collapsed laying across my back. Her cock still buried in my ass.
"Babe I took your virginity" she laughed as she pulled out of my ass. I couldnt even move. Keri hugged me. "You came! You lucky girl, orgasm her first time" Keri teased. She smacked my ass and got up. "I'm going to see Craig" she told me. I was still laying on the floor when she walked past me and left. I managed to get up and shower. When I got out i noticed Keri had left a note on the bed. With a key.
"Paul, or is is Paula now. Since youre a woman now i leave it to you. Woman wear sexy panties. ( there was a black lace thong) but you will need to wear a smaller cage. ( i picked up a small pink box inside was a micro cage no more then an inch perhaps) I unlocked the cage. I didn't even try and get hard. I fitted the new cage and locked it. It needed a different key. I slid on the sexy thong. It was uncomfortable against my sore asshole. I went to bed.
"Wake up sleepyhead" Keri said. I opened my eyes to see her healing her panties off. "I bought you a yummy treat" she told me and straddled my head. I could see cum running down her thigh. As she sat on my face. "Girls love a real mans cum" she told me. "Gobble it all up" I licked and sucked the salty weird texture. I wanted to push her off and gag. But I just did as she said.
"Thats right get it all" she encouraged me. "Dont worry I will find you some fresh from the tap soon" she assured me. She didn't get uo until she was satisfied I had gotten it all.
Keri fucked me with her strapon everyday that first week, then once a week after that. She also had stopped using condoms with Craig and had me clean her everytime. I also exclusively wore thongs. I had not known but she had also started telling friends and family about how she was cuckolding me because I wanted to be a woman.
It had been months since she had first slept with Craig. When she told me they where going away for the weekend. The morning she was set to leave her friend Debbe came over. It seemed random but I sooned learned it was very planned.
"So Paula while Keri is away, you and are are going to explore how to be a woman together" Debbe told me. I was shocked not having known she knew. "Now why are you wearing those ugly boy clothes?" She scoffed. Keri came in the room and kissed me on the cheek.
"Listen to EVERYTHING Debbe tells you, she is in charge" Keri told me. Squeezing my ass she turned and left. Keri stood and waited for me to undress down to my frilly pink thong.
"Excellent, I saw pics but glad to see you keep yourself free of any manly hair. Now I am going to teach you how to dress and act like a woman" she told me. She opened a garment bag and pulled out a dress. "Like it? Well we have to give you some breasts first" she told me. She produced a pair of silicone self adhesive breasts that she quickly glued to my chest.
"You are very submissive like Keri said. There isnt anything I couldnt make you do is there?" I still had not said a word to her. She slid the dress on over my head. It was pink and very frilly poofing out at the bottom which barely covered my ass. She wasnt down sitting me down she applied makeup to me, and plucked my eyebrows. Then proceeded to paint my nails. It had been almost 2 hours before she was satisfied and allowed me to see what she had done. She produced a pair of high heels in my size to wear. I stumbled around, but Debbe made me keep trying.
"You are going to be a good wife for a man" Debbe told me. "I know you love big cock though so we have to find you a well hung man" i wasnt gay, i didn't want a man, but i knew I couldn't be with a woman ever again either.
"Craig asked Keri to marry him, did she tell you?" Debbe told me. "She is going to tell him yes this weekend. I was stunned I collapsed to the floor. Tears in my eyes. "Here suck on this" Debbe told me she was holding a thick dildo. Without thinking I just did as she said. I sucked the toy as she held it giving me tips on how to take more and tease him. The whole time thinking of Keri leaving me. My makeup was ruined by the time Debbe let me stop. I spent the rest of the day practicing walking in heels. Debbe dressed me in sexy lingerie to sleep in. In the morning again did my makeup. And dressed me in tiny skin tight shorts. With a lacy bra. Again i spent the day in heels.
"I invited someone over tonight, a man for you" Debbe told me. "You're going to do everything he tells you " she told me.
I was worried all day, it was dark when the front door opened I looked uo to see my friend Steve walk in. I panicked.
"Steve i can explain!" I started
"Save it bitch and suck his cock" Debbe laughed coming up behind me. I looked back at Steve as he pulled his cock out of his pants. My god it was huge I thought. Debbe pushed my shoulders till I knelt before him. I looked up at Steve he smacked his cock across my face. I toom it in my mouth.
"I am so happy for you" that was Keri's voice I looked to see Debbe was facetiming her. I sucked Steve harder as he forced his cock down my throat. Debbe watched until Steve came pumping his load down my throat. He then picked me up and carried me over his shoulder to the bedroom. He was forceful and direct as he basically tore my clothes off. He wasted no time in driving his cock into my waiting ass. He didn't stop until he filled me with his sperm. I fell asleep with my head on his chest.
I woke to Steve's cock hard and in my face again. I sucked him off again.
I started living completely as a woman after that. I lived as a live in maid for Keri and Craig. And soon a nanny as they are expecting their first child. Steve comes by every so often, but so do two friends of Craig's. John and Frank I am expected to entertain them all night if they wish. Keri says I should cash out my retirement and buy breasts for them to play with. I meet with the doctor next week.
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