About myself.
I thought about doing some stories of myself crossdressing but thought Id do my whole life from the start. I remember being around *********** going into my parents room finding my dads dirty magazine collection under his side of the bed. I remember how exciting it was to discover them. Later on they would try harder to hide them from me, so finding them was even more exciting to me.I remember seeing the women and how fascinating they were. Their bodies, seeing their pubic hair to their breasts. Noticing that mom was like the women in the magazines I would try to see her nude. I remember the first times seeing her getting undressed or getting flashes of her when she would have a robe on.Her breasts were huge to me, they were definantly hangers, round and plump. Her nipples were light in color and large.Her pussy had light brown hairs and hairy but well kept.She had nice short muscular legs and was in good shape in my younger years. She had me at 21 yrs of age. She had long wavy blond hair. My dad liked her hair to be long so she kept it that way.
Catching them having sex when I was real young was rare. I remember seeing them on the couch watching tv one day and my dad had his hand cupped under her breasts. She was wearing a white t-shirt and no bra.At the time I was going thru a stage where I wanted to be like my dad so when I seen him cup her breasts I did the same with the other breast. My moms face had a look of shock and she quickly told me no.Other occasions when I had a nightmare or wasnt feeling good I would go to their bed and see them both sleeping in the nude. One day I couldnt find them in the house and walked back to the bedroom. The door was closed, so I got down on all fours and looked under the bed. My dad was laying naked looking at a dirty magazine and my mom was fully nude on all fours crawling across the bed. Her big boobs were hanging down. I remember her skin was so white and soft looking. I was scared they would catch me so I backed away and didnt go back. Thinking back I wished Id stay and watched.A few more later we moved acoss the state for my dads new job as a cop. We moved into a real house not a mobile home which we had previously had.My room was across the hall from theirs. I remember waking up one night and hearing my mom moaning loudly. She sounded like she was in pain. I didnt know what was going on? I remember it scaring me so bad I called out for my mom. They quickly stopped and mom came into my room wearing nothing but a robe. It was a short robe so I could see her bare ass and her boobs were almost popping out. My dad on the other I could tell he wasnt amused and asked her what was the matter with me.She tucked me in and I didnt hear anything else from them that night. I remember a few occasions catching them during the day. One time after we came back from a flea market. I was in my room playing and I suddenly heard her moaning. This time I didnt yell out knowing my dad got mad when I did this.So I sat and listened all the way thru.Another occasion I was outside in the yard playing. It was summer time and we had the windows open so I could hear everything. I finally got kind of used to them having sex and started to peep in on them. Catching them having sex as I came home from a friends house. The door was always open so I could easily tiptoe up to the door. My dad didnt really last too long when they fucked so there wasnt a good show to watch.Around 8 or 9 I started to snoop in their room when they wasnt home.I would go thru my moms underwear drawer and look at her lingerie. She had garter belts and thigh highs, nighties, see thru panties. It seem so natural to try them on. I liked the way it felt and I would pretend to be her when wearing it. Later on a k** moved in a couple of houses down from us. He was a year younger than me and we would play together. One day I told him my dad had some dirty magazine and he wanted to see them. We got them and took them to our basement. We looked at them page by page. One magazine had couples having sex, we told each other we needed to get the girl down the road so we could do what we seen in the magazine to her. But she wasnt home so we were out of luck. Then he had an idea we could do this to each other. At the time we didnt know what homosexuality was. One of us would pretend to be the girl and the other the guy. I quickly thought of my moms lingerie and ran upstairs and fetched a nightie and some heels.We went back to the basement where we unfolded a cot and I took first turn being the woman. I spread my legs like a woman while he sucked my hairless dick. He sucked my nipples and pretended to fuck me. It was then his turn and he wore the outfit. I didnt like being the man and after a few minutes wanted to trade back. We di this on a few occasions. He would spend the night with me and we would sleep to gether naked. We discovered a back massager in a box in the basement.We would put it on our cocks and get off even thou we were too young for ejaculation.One time my dad put up a tent in the yard fr us to play with. We took advantage of it and fooled around in the tent.That day he mounted me and tried to stick his cock into my asshole. He tried and tried but couldnt get it to go in.I always liked the way it felt being with a guy. Of course as all k**s grow up we find out that messing with another guy is wrong so we over time stopped. But I did keep cross dressing.I would get home from school and go to my moms room.She wouldnt be home for a few hours. So I would put outfits together, like garter belt, hose, heels , and even put on a dress. Her mirror behind the door I would look at myself in trying to get the pose right. One day I came across a rubber dildo. It looked like it fit over a vibrator because it was hollow inside. I decided to stick it in my ass. It hurt at first but soon felt pretty good.As time went by I had new ideas and about how to play with myself, like using a pillow for the guy.
Later becoming a teen I would dress for myself, posing in the mirror and pretending to have sex with a man.At that time also my father was diagnosed with heart failure. So my mom and his sex life was all but gone. I know for a fact years later she cheated on him with her boss, a doctor she worked for. Somedays she would wear scrubs to work and on occasions she would wear a nurses dress with white thigh highs. I really thought this was strange she would wear this to work but finding out later on about the affair made complete sense of it. I remember the night my dad died her showed up at the hospital and my mom ran to him , hugging him. I remember thinking who the hell is this guy?
After his death for the first year I could pretty much do what I wanted.With one parent working all the time I had free reign of the house.Plus my mom knowing I was growing up got me a subscription to Playboy and I could rent adult movies from the video store.During the summer watching the movies got me horny so I crossdressed alot. Plus I started shaving my body alot of times.Shaving my pubes making myself slick down below was a turn on.I often fantasied about sex with an older man.I was never turned on by a guy the same age as myself.I always liked the men who were in their late 40's to 50's. But I never had the guts to find a man for sex.Plus the 80's the internet was a distant dream. So you had to do aot of foot work to meet a guy, like in a gay bar.
I became 16 yrs old and started driving , plus started dating girls like a boy should. Dated a girl who was a freak in bed, she was a wild creature.We had sex alot when my mom wasnt home. I believe we had sex in every room in the house. She liked porn, made her very horny.She was pretty hot also. She had long curly blond hair and even blond pubes.She had big puffy nipples which was hot as hell for me.I would try to stick her whole nipple in my mouth when I would suck them.There was one occasion she had me meet her at a pool hall, we played a couple of games and then another guy she knew showed up. I was asking myself why she invited him? I immediatly got jealous , creeped out, and left the two. Years later I figured out why, we would watch a porno I had. It had a scene where Ginger Lynn got tagged by two guys.She would get real hot watching this and I believe she was trying to get a threesome.I dont believe it would have happened with me involved because I was very jealous of other guys messing with my girl.
After a year my mom started dating again. Her friend from her high school days would come over and they would get ready and go out. They would stay out late and sometimes would not come home till the next day. She dated a few white guys which all turned out to be ******. Then one evening Walt came home with her. Walt was black and I remember him from when my dad was a cop.My mom started having sex with Walt for a while and a couple of other black guys. If there was anybody else I didnt see it. She did one time go on a vaction to Hawaii, Mexico.But I have no idea who she had sex with.She told me while in Hawaii , Don Ho flirted with her, sitting at her table on a few occasions.My mom would go to Greenville S.C. sometimes to hear music at clubs. She told me Little Royal , brother of Little Richard hit on her. If they had sex I didnt know about it.But knowing my mom its more than likely.After I graduated I went into the service and that for a few years and came home. I lived with my mom again in a condo. She had began dating a rich white guy at that time and later marrying him.
After a few years at home I finally got my own apartment. I knew immediatly I was gonna have some fun.I crossdressed alot but never found a guy to have sex with. I had ordered lingerie and some sex toys so I started training mself to take a big cock.I seen many girls, having sex with them. I enjoyed sex with a woman but I wanted sex with a man also. Years later I got married which was a disaster being over in 3 years.After becoming divorced the internet was new and Yahoo IM was a new tool for meeting people.I sen all the different rooms and found my local room for gay and bi curious.I met my first guy which was a horrible expirience. The guy was nothing that I wanted and I quickly wrote him off.I found another guy who was a top, was a college professor and was from Australia.I finally met him at my place for sex one Saturday. He showed up I was wearing nothing but a robe.I was fully shaved and very nervous.When he arrived I was talking to a black guy I had talked to many other times. He was wanting some also and I invited him over also.The white guy knew the black guy and went to pick him up since the black guy didnt have a car.When they got back we all went into my bedroom and they got undressed. I sucked both their cocks at the same time.Next the started taking turns fucking me as I sucked on their cock.After that my asshole was gaping from the pounding.It took a few day for it to get back to normal.Later I met the white guy for sex and also the black guy.I liked it but to me something was missing. I needed to be dressed as a woman.
From that point on I saved money and started buying lingerie, makeup and wigs.Everything I would need to become a woman. I knew the style hair I wanted, lingerie and a name. I started calling myself Tracy, after porn legend Tracy Lords.I met my first guy dressed as a woman. It was ok, the guy was a little strange. He didnt want to fuck me but he did want me to suck his cock and watch me masterbate.Each time I dressed I got a little better at makeup.Soon I had pictures of myself in my Yahoo profile that fooled some guys.I remember a couple that wanted me for a 3some.The next guy was an older man, just what I wanted. He was late 40's early 50's . He got me into kissing.Plus sex with him was intense a big turn on for me.I met a black guy, I believe he worked for local newspaper.He wasnt extremly hung but had a descent cock.I have a video of that meeting and will post one day. I met the older guy on several other occasions, he was my favorite.I met a young black guy who was very hung and had tattos and piercing.He came over and fucked me like Ive never been fucked before.I can see why women like them, he was very deep and forceful.Years have gone by now, I still would love to dress but Ive aged and not much time for it.I do miss it and would be the only way I would have sex with a guy again.
Catching them having sex when I was real young was rare. I remember seeing them on the couch watching tv one day and my dad had his hand cupped under her breasts. She was wearing a white t-shirt and no bra.At the time I was going thru a stage where I wanted to be like my dad so when I seen him cup her breasts I did the same with the other breast. My moms face had a look of shock and she quickly told me no.Other occasions when I had a nightmare or wasnt feeling good I would go to their bed and see them both sleeping in the nude. One day I couldnt find them in the house and walked back to the bedroom. The door was closed, so I got down on all fours and looked under the bed. My dad was laying naked looking at a dirty magazine and my mom was fully nude on all fours crawling across the bed. Her big boobs were hanging down. I remember her skin was so white and soft looking. I was scared they would catch me so I backed away and didnt go back. Thinking back I wished Id stay and watched.A few more later we moved acoss the state for my dads new job as a cop. We moved into a real house not a mobile home which we had previously had.My room was across the hall from theirs. I remember waking up one night and hearing my mom moaning loudly. She sounded like she was in pain. I didnt know what was going on? I remember it scaring me so bad I called out for my mom. They quickly stopped and mom came into my room wearing nothing but a robe. It was a short robe so I could see her bare ass and her boobs were almost popping out. My dad on the other I could tell he wasnt amused and asked her what was the matter with me.She tucked me in and I didnt hear anything else from them that night. I remember a few occasions catching them during the day. One time after we came back from a flea market. I was in my room playing and I suddenly heard her moaning. This time I didnt yell out knowing my dad got mad when I did this.So I sat and listened all the way thru.Another occasion I was outside in the yard playing. It was summer time and we had the windows open so I could hear everything. I finally got kind of used to them having sex and started to peep in on them. Catching them having sex as I came home from a friends house. The door was always open so I could easily tiptoe up to the door. My dad didnt really last too long when they fucked so there wasnt a good show to watch.Around 8 or 9 I started to snoop in their room when they wasnt home.I would go thru my moms underwear drawer and look at her lingerie. She had garter belts and thigh highs, nighties, see thru panties. It seem so natural to try them on. I liked the way it felt and I would pretend to be her when wearing it. Later on a k** moved in a couple of houses down from us. He was a year younger than me and we would play together. One day I told him my dad had some dirty magazine and he wanted to see them. We got them and took them to our basement. We looked at them page by page. One magazine had couples having sex, we told each other we needed to get the girl down the road so we could do what we seen in the magazine to her. But she wasnt home so we were out of luck. Then he had an idea we could do this to each other. At the time we didnt know what homosexuality was. One of us would pretend to be the girl and the other the guy. I quickly thought of my moms lingerie and ran upstairs and fetched a nightie and some heels.We went back to the basement where we unfolded a cot and I took first turn being the woman. I spread my legs like a woman while he sucked my hairless dick. He sucked my nipples and pretended to fuck me. It was then his turn and he wore the outfit. I didnt like being the man and after a few minutes wanted to trade back. We di this on a few occasions. He would spend the night with me and we would sleep to gether naked. We discovered a back massager in a box in the basement.We would put it on our cocks and get off even thou we were too young for ejaculation.One time my dad put up a tent in the yard fr us to play with. We took advantage of it and fooled around in the tent.That day he mounted me and tried to stick his cock into my asshole. He tried and tried but couldnt get it to go in.I always liked the way it felt being with a guy. Of course as all k**s grow up we find out that messing with another guy is wrong so we over time stopped. But I did keep cross dressing.I would get home from school and go to my moms room.She wouldnt be home for a few hours. So I would put outfits together, like garter belt, hose, heels , and even put on a dress. Her mirror behind the door I would look at myself in trying to get the pose right. One day I came across a rubber dildo. It looked like it fit over a vibrator because it was hollow inside. I decided to stick it in my ass. It hurt at first but soon felt pretty good.As time went by I had new ideas and about how to play with myself, like using a pillow for the guy.
Later becoming a teen I would dress for myself, posing in the mirror and pretending to have sex with a man.At that time also my father was diagnosed with heart failure. So my mom and his sex life was all but gone. I know for a fact years later she cheated on him with her boss, a doctor she worked for. Somedays she would wear scrubs to work and on occasions she would wear a nurses dress with white thigh highs. I really thought this was strange she would wear this to work but finding out later on about the affair made complete sense of it. I remember the night my dad died her showed up at the hospital and my mom ran to him , hugging him. I remember thinking who the hell is this guy?
After his death for the first year I could pretty much do what I wanted.With one parent working all the time I had free reign of the house.Plus my mom knowing I was growing up got me a subscription to Playboy and I could rent adult movies from the video store.During the summer watching the movies got me horny so I crossdressed alot. Plus I started shaving my body alot of times.Shaving my pubes making myself slick down below was a turn on.I often fantasied about sex with an older man.I was never turned on by a guy the same age as myself.I always liked the men who were in their late 40's to 50's. But I never had the guts to find a man for sex.Plus the 80's the internet was a distant dream. So you had to do aot of foot work to meet a guy, like in a gay bar.
I became 16 yrs old and started driving , plus started dating girls like a boy should. Dated a girl who was a freak in bed, she was a wild creature.We had sex alot when my mom wasnt home. I believe we had sex in every room in the house. She liked porn, made her very horny.She was pretty hot also. She had long curly blond hair and even blond pubes.She had big puffy nipples which was hot as hell for me.I would try to stick her whole nipple in my mouth when I would suck them.There was one occasion she had me meet her at a pool hall, we played a couple of games and then another guy she knew showed up. I was asking myself why she invited him? I immediatly got jealous , creeped out, and left the two. Years later I figured out why, we would watch a porno I had. It had a scene where Ginger Lynn got tagged by two guys.She would get real hot watching this and I believe she was trying to get a threesome.I dont believe it would have happened with me involved because I was very jealous of other guys messing with my girl.
After a year my mom started dating again. Her friend from her high school days would come over and they would get ready and go out. They would stay out late and sometimes would not come home till the next day. She dated a few white guys which all turned out to be ******. Then one evening Walt came home with her. Walt was black and I remember him from when my dad was a cop.My mom started having sex with Walt for a while and a couple of other black guys. If there was anybody else I didnt see it. She did one time go on a vaction to Hawaii, Mexico.But I have no idea who she had sex with.She told me while in Hawaii , Don Ho flirted with her, sitting at her table on a few occasions.My mom would go to Greenville S.C. sometimes to hear music at clubs. She told me Little Royal , brother of Little Richard hit on her. If they had sex I didnt know about it.But knowing my mom its more than likely.After I graduated I went into the service and that for a few years and came home. I lived with my mom again in a condo. She had began dating a rich white guy at that time and later marrying him.
After a few years at home I finally got my own apartment. I knew immediatly I was gonna have some fun.I crossdressed alot but never found a guy to have sex with. I had ordered lingerie and some sex toys so I started training mself to take a big cock.I seen many girls, having sex with them. I enjoyed sex with a woman but I wanted sex with a man also. Years later I got married which was a disaster being over in 3 years.After becoming divorced the internet was new and Yahoo IM was a new tool for meeting people.I sen all the different rooms and found my local room for gay and bi curious.I met my first guy which was a horrible expirience. The guy was nothing that I wanted and I quickly wrote him off.I found another guy who was a top, was a college professor and was from Australia.I finally met him at my place for sex one Saturday. He showed up I was wearing nothing but a robe.I was fully shaved and very nervous.When he arrived I was talking to a black guy I had talked to many other times. He was wanting some also and I invited him over also.The white guy knew the black guy and went to pick him up since the black guy didnt have a car.When they got back we all went into my bedroom and they got undressed. I sucked both their cocks at the same time.Next the started taking turns fucking me as I sucked on their cock.After that my asshole was gaping from the pounding.It took a few day for it to get back to normal.Later I met the white guy for sex and also the black guy.I liked it but to me something was missing. I needed to be dressed as a woman.
From that point on I saved money and started buying lingerie, makeup and wigs.Everything I would need to become a woman. I knew the style hair I wanted, lingerie and a name. I started calling myself Tracy, after porn legend Tracy Lords.I met my first guy dressed as a woman. It was ok, the guy was a little strange. He didnt want to fuck me but he did want me to suck his cock and watch me masterbate.Each time I dressed I got a little better at makeup.Soon I had pictures of myself in my Yahoo profile that fooled some guys.I remember a couple that wanted me for a 3some.The next guy was an older man, just what I wanted. He was late 40's early 50's . He got me into kissing.Plus sex with him was intense a big turn on for me.I met a black guy, I believe he worked for local newspaper.He wasnt extremly hung but had a descent cock.I have a video of that meeting and will post one day. I met the older guy on several other occasions, he was my favorite.I met a young black guy who was very hung and had tattos and piercing.He came over and fucked me like Ive never been fucked before.I can see why women like them, he was very deep and forceful.Years have gone by now, I still would love to dress but Ive aged and not much time for it.I do miss it and would be the only way I would have sex with a guy again.
12年前
