Gay

Best friend

Well I was very feminine as a teenager small frame hairless and long hair my ears pierced and eyebrows done thin and arched feminine. Well I was picked on alot. But my best friend didn’t care what other people said about me. He knew that I wore makeup and lipstick and ect dressed as Paula. I just turn 15 and my mom asked me what I wanted for my birthday gift. I told her that I wanted to get a full set of square tip nails done and painted and toes painted and my cut and styled very feminine. Well she said that be great. After I had everything done she took me and bought me a complete new female wardrobe. She said that I looked so beautiful as Paula. Well on way home we …

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Our Weird Cousin Max

I’m John, 19 years old. Our family live in a very large farm house in Wyoming with 4 families living together. I have 4 other male cousins around 15 to 17 and just recently my father’s younger sister’s family came to live with us. She got a kid named Max and he is 10 years old. But unlike us farm boys Max is as white as the summer clouds and as fat as our pet pig Peggie. Since they lived in the city Max was having a hard time adjusting to the conservative family living. At first he was shy and does’nt want to talk to any the boys… until one day. After working at the farm we decided to run to the river and take a quick dip before it gets dark. Our cousin …

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Crossdresser husband adult book store

I got up early one day and took a hot bubble bath then I got dressed in purple corset seamed suntan thigh stockings and hooked them to the garter straps on the corset. Glued on my silcone breast. Did my long lasting smudge-proof non-transferable makeup and lipstick. Putting in my heavy long dangling earrings. Well I picked out black micro mini dress skin tight and really didn’t cover my ass. Well I put on my 5 inch strapping stilettos heels. When my wife came in. She said dam you are dressed very hot and slutty. I said yes I am she asked me if I was going somewhere so early to meet someone. I told her no that I was extremely horny and wanting and needing cock. I told her that I was actually going …

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I was trained since I was young

All the black older kids would tell me I was cute. I looked like a lil girl. And they caress my sissy legs wearing small shorts. I was 12 , blue eyes, blonde hair, I looked like a sissy femboy already. My older sister fucked all the kids on the street, and I think because of that all the kids would say that I am a sissy femboy. The kids and I would hang out in this abanaded house……. The older black guys would start caressing my hairless legs and put their hand on my butt. I didn’t think Nothing of it. They would get me to sit on their lap, wearing my small shorts…….I was small. I had to sit on all the kids lap. The black kids would rub their dicks on my …

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Blackmailed BJ’s from stepdad

I found out my stepdad’s secret and used it against him. When I was 16 my mom remarried this asshole she met at a shithole dive bar. His name was Chuck and I hated him from the second I met him. So much that when they told me they were getting married after only “dating” (I say it like that because in actuality, it was just sex, they didn’t love each other) for 4 months, I screamed at my mom. When they asked I wanted to take his last name as well, I punched him in the nose and sent him to the hospital. I hated this man! The main reason why I hated him wasn’t because he was a bad guy, just that he was taking my mom away from me. Mom and I …

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I sucked my best friends dick

We were both around 13 at the time and we both thought we were straight Me and my best friend, we’ll call him Nathan (that’s not actually his name) had sleepovers at my house all the time. One time he stayed at my house 5 times in a row. One night when he was at my house, he told me that he had an erection and wanted to relieve himself (we told each other literally everything), do I said to use the bathroom. He came back about 5 minutes later because he couldn’t cum because he wasn’t watching porn and his phone was on charge. I told him “Use my phone” but it was also nearly dead. Eventually he decided to block my eye sight with a pillow and jerk off to porn in my …

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Fucking my gay bottom uncle in the shower

Basically this is a story of how my uncle came in on me showering and wanted me to fuck him So this was 2 years ago a month after I turned 18 My uncle and his husband came to our house for a visit they stayed for a week Now my uncle is my mother’s twin brother he’s 38 and he’s heavily feminine His husband is more the rugged man type Now we’ve always had a normal relationship since I was a kid we’d play PS together he got me into soccer and coding He’s also my designated drinking buddy 😂😂 But anyway back on topic They came over and we had our usual greetings we chilled cought up a bit chatted about what was happening in the PL and shit like that (I’m South …

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Crossdresser husband

Ron and I had affair over 5 years till his job transfered him and our wives new about it. Well my wife and I were talking an she told me that since Ron and his wife moved away not only did I lose my lover that she lost here partner in crime going out together finding fuck dates. I said yes true. I was surprised when she said you know that you have been with Ron for 5 years and Paula full time 24/7 an since they moved away that I not going to stop seeing an fucking other men. I said I know that. She also said that she had gotten rid of all my male clothes so I was going to stay as Paula. Well it had been a couple of weeks since …

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Peek-A-Boo pt2

“Excuse me sir, my name is Tommy and my grandmother over there, wanted me to tell you that she thinks you have a cute penis.” He said, smiling. I woke up around 9. It was Saturday, and I had nothing planned. I did however, have a morning erection, which I took in my hand and gave it a few strokes. I quickly decided that it was a great day to play peekaboo, so I increased my stroking, and quickly shot to load onto my stomach. I had a few things to do around the house, and wasn’t able to get out until around 11. I was wearing my peekaboo shorts, which are very short, have large leg openings, and an elastic waistband. And of course, no underwear. The perfect pants for exposing yourself to unsuspecting …

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Halloween night and becoming a lover part 2

So after mom told me about it she said that I should go up and take a bath .I said ok I went to the bathroom room and ran tub and was getting undressed when mom came in an gave me a douche to use. Telling me that I needed to use it. WellIdidangotin thetub which mom added bubble bath to. Well she came in sat down beside me and said that she loved my hair like it was and that I should keep my nails on since it cost to get a full set of square tip finger nails done and painted and toes painted she said that it was going to take a few weeks for my eyebrows to get back way were before having them waxed thin and arched feminine. Well we …

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I am fantasizing about being a woman

I often wonder what it’s like to be a woman. I fantasize about it a lot. This isn’t so much a story rather than my own fantasy. Unlike the other stuff I’ve posted here, this is actually true. A little dive into my mind I guess. I was an only child raised by a single mother. I was always a loner and didn’t have many friends and my mom and I were kind of close. I didn’t so much fantasize about having sex with her but I was curious about seeing her naked. I would spy on her in her room as she dressed or when she’d shower. I would try to sneak peaks at her as she slept. The few times my dad was in the picture I would spy on them while they …

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Halloween night and becoming a lover

For days my best friend an I had been planning to dress up for Halloween. So with my mom help I dressed as a hot sexy woman since I was hairless an small framed and I mean I went all out eyebrows done feminine and ears pierced and even fake silcone breast and high heels nails done and painted ect. Well my friend dressed as a hobo. Well when he first got to my house an saw me he said that I was very sexy and beautiful. Well both of us being 15 we didn’t trick or treat just doing mischief stuff. Well he threw a egg at a car going over the bridge it was a cop. Well we took off and hid in old camper on my grandmother property. I sat down on …

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My dad

I am small smooth an hairless have been since birth. Well my parents where very open minded. From a young age I remember my mom dressing me up as a girl even having my ears pierced and eyebrows done feminine. One day mom and I went and got our nails done and painted and we had long talk she told me that she was dying and nothing could be done. She said I know you are only 14 but I need you to take care of your dad. Well we talked more about it and she wanted me to start dressing as Paula 24/7. I said ok but was hurt by going to lose her. Well mom health was going fast over the next few months. My dad and I was getting closer then one …

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My GF’s Dog take the revenge

I am a very stubborn man i am 24 lives with my Gf . i am a very dominating kindda man or atleast i used to be. I always liked to dominate my gf or treat her like shit and i know she did not deserves that.she has a dog i always enjoy teasing that dog because i know i was a bad men then who hurt other for his pleasure Once i come to room after taking shower and saw my underwear gone under the bed i go under the bed to take it but when i tried to get back i was stuck i start to call my GF but she was in kitchen i guess , Then her Dog came and my ass was point at him.First the DOG lick my ass …

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Bath house

Well first of all I am completely shaven smooth my entire body except for my eyebrows which are very thin and arched feminine and my eyelashes and long hair on my head. So one day I decided to go to a bath house since I had nothing to do an see what it was and how it was. Well I drove to one I found online. I payed my money and went in and got completely nude and went to the pool after I did an locked up my stuff. Well I did a couple of slow laps was just hanging out in water on the side of the pool for a few minutes. It was pretty dead there. I was thinking about getting out of the pool when two older men came up on …

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Wrestling With Homosexuality

I joined the wrestling team and found out I was into boys as well. When I was 16 and I was starting my junior year in high school I needed something to stay in shape during the winter. Both my uncles were wrestling legends at my high school and urged me to give it a try. I reluctantly went with the idea and gave it a try. Of course the stigma around wrestling is that it’s just a bunch of gay guys in spandex grabbing each other. It wasn’t anything like that.. until it was. I was a couple of weeks into it and I was actually enjoying it. A lot of conditioning and strength building, and with the help of my uncles, I was getting better at it. The kid I had to wrestle …

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I’m straight but damn his mouth felt good.

I’d always known I was straight, but had to question it after my friend sucked my cock and it felt so damn good. From about 11-12 yrs old I’d been sneaking out my dad’s playboys and on lucky occasions found some of his skin magazines he had put in the trash so I wouldn’t have to sneak back. And my favorite pass time had become jerking off. Sometimes if it was busy around the house I go out into some nearby woods where I’d hid a magazine in a dry place and I’d jerk off. I hadn’t told anyone about it until one day my best friend who’d seen me going in the woods alone followed me from a distance. When I finally heard him it was too late. I was sitting on a big …

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My older brother’s friend…

My older brothers friend used to play with me So in the summer when i was 8, i went out front to see what my two older brothers were up to. They were both just shooting the basketball. Then i noticed their friends car parked on the street and him sitting in there. I walked over to the car and just hopped in the passenger seat. I shut the door and look over and he’s got his 15yo cock out stroking it. I’m sure my eyes almost popped out my head, but he quickly told me to please stay… so i did. He was then just staring at me while he kept stroking his cock. I didn’t know what to do, and then he asked me if i would just touch it a little. I …

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curious cousins alone in the dark with a sexual past ?

Late night blowjob from cousin while high af Me being a 20 year old straight male Cousin being a 18 year old gay male What could happen between curious cousins alone in the dark with a sexual past ??? ( BACKSTORY ) We have done sexual things to each other when we were young as 11 years old but stopped after a year or two. Growing up we kept In touch as cousins and met each other at family gatherings or weekends when he would visit my aunts house when I go over. 20 years old now and these past few weeks when he would come over at my aunts he would sleep on his own air mattress in my room on weekends. Recently started talking about things we did as kids and on why …

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The 5 inch sub

Did stuff today that I never thought I would do So this is an experience that happened back in 96 or 97 I would have been 24 years old Just recently got a job working at Subway not many employees 3 girls and 3 guys that worked part time and weekends manager worked day shifts and me to work the weekdays Sunday to Thursday 5pm To close My first day one of the guys says to me go and look at the board with the schedule have a look at the picture underneath it. So I walk to the back and see a Polaroid picture there look closely at it and in the picture is a white guy naked spread eagle a little heavy set his penis was soft 3inch walnut size nuts no hair …

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