Confessions tagged with 'sissy'.

#5043

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When I was 6 or 7 (male) I watched my mom have sex with my dad in her panties and bra and was just curious after the fact. After that I started smelling and wearing my moms clothes when they were not home or when I would go through the dirty clothes in the bathroom before I showered. One day when my parents were gone I put on my moms panties bra and a long red dress and started moaning and rubbing my ass on a bed post. Well what I didn’t know was that my neighbor, Mr. Johnson (50s)was asked by my dad to just run over and see if everything was okay since they wouldn’t be home for a few more hours or at least that’s what I concluded from this. With the door being open he came and and caught me dressed up. When he finally spoke out he told me he had been watching for a few minutes rub my hairless ass hole and moaning. He asked if I liked dressing up and if he should tell my parents and I said yes I do but to please not tell them or ide of course he in huge trouble.I asked what my parents were doing when I watched them and why mom sounded like that. He asked if we could keep a secret and he’d show me so I agreed. He went to turn off the lights and then I heard him take his clothes off and belt hitting the floor. The bathroom light was on and he climbed on my parents bed with me naked as I laid there in my moms clothes. I could see his long cock and big mushroom head pressed against mine. He asked one more time if I wanted to know what she felt and I said yes sir. He came forward and stuck his tongue in my mouth and began kissing me one hand rubbing my nipples the other on my ass squeezing it. He then worked his way down kissing and licking my nipples then smelling my moms panties over my young penis. He picked up my legs and put them behind my head. He then pulled my moms panties up and stuck his tongue deep in my boy ass . He saw I was in heaven and told me it was okay to moan like how mommy moaned so I did. He went back and forth licking my ass then my balls but never my cock. After what seemed like 20 minutes of heaven he laid on his back and said it was his turn. I rolled over onto my knees and grabbed his huge veiny cock and asked what to do. He told me to start licking his balls and shaft and then to put it in my mouth and suck up and down so I did. For probably 10 minutes I sucked on him. Slowly and passionately until he told me to lay on my back again. As soon as I did he leaned over me with his cock, told my to open wide and to hold his balls and to moan load. As I did I felt his balls contract and then a ton of “white stuff” shoot out into my mouth and on my face. He shot maybe 4 or 5 huge ropes in and on my. He told

Me to swallow it all and to then lick his cock clean so I did. He then rolled me back over and ate my ass for another 30 minutes before he got dressed again and left. That was one of many playtimes we had together before he passed away in a car accident maybe 10 years later

#5029

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I’m 17m chubby and I wish I didn’t have any responsibilities at all. I just wanna leave everything behind so I can become someone’s little sissy slave. I would be the perfect boywife! I can stay at home and clean and cook while he’s out working. I’ll always be ready to present myself whenever he is home. Whatever he wants or needs I will be ready to fulfill for him. A life of leisure and pleasure, sounds so amazing!

#4886

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I'm a trans f (MtF) and my gf is a regular f. My ultimate fantasy is for someone to kidnap us both and then rape & breed her over and over, and raise her offspring to become new sex slaves. I'd even help train her kids. It turns me on so much thinking about it. I want it to become real so bad, but I know we'd spend the rest of our lives as sex slaves if it happened. Maybe that wouldn't be so bad though

#4363

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Ever since I can remember, I loved wearing pretty feminine clothing - panties, slips, dresses, cute stockings and shoes. When I was 13 my uncle caught me in my cousin’s pretty royal blue nylon bra and panties with me using hairbrush in my touché and rubbing my self through my panties. He walked in on me just as I was orgasming in my panties. He just smiled, closed and locked the door behind him and pulled out his penis and said to get on my knees. I was scared and said no. He smiled again and asked if I would like my mother, sisters, aunt and cousins to see me right now. I remember crying as I got on my knees. I sucked my first penis. He also had me masturbate again while looking in the mirror. This started my current life. He helped me become the sissy faggot I am today and love him for it.

#3981

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I've recently got into the idea of dressing like a girl, I'm a 25 yr old male and I consider myself straight, but recently girls with cocks drive me crazy, need some help figuring out if I like cock or not

#3870

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I’m a 15 year old femboy and I have been with older men before but all they wanna do is fuck and that’s it. I’m fine with that and really like it but I want more. I wanna hang out with them and fuck in between that time. I wanna go to the store with them and buy cute cloths then return home with them and they can fuck me in the new cute cloths. Hard to find anyone like that close by tho. I’ll just keep looking I guess.

#3850

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We waited to have sex until we married and then right after my wife gave me the name Lisa. During sex she said that I'm pretty sure you are not in me, what are you a girl? Then I hear my wife say Lisa has a small penis and she can't satisfy me or any woman. Lisa, Lisa, LISA. I wake up and say yes ma'am. I knew my penis was much closer to being my clitoris, because I was very horny and sucking cock relax. I was 12 when I sucked my first cock and my throat was fucked the 3rd time I sucked cock. On my 13th birthday I was wearing a brand new minidress. I was fucked and Michelle said that is what happens to us ladies. My wife had man come to our house and I had to tell him about being a sissy and being totally feminized. I didn't want to be a bitch. She told me she was going to feminized I have to act only as a girl all the time. She said that today was my day and Ms Lisa would be a cumslut afterward. I met 8 men and I was flirting and they all asked to fuck me, I said yes. God I was fucked so good. Now I love men