Straight Male / 48
It's A Lot More Than Crossdressing, It's An Alter Ego
Growing up around several sisters , not to mention a mother, a grandmother and female friends of my family. The odd one out was me. I don't have a clear memory of when I started wearing my sister's panties, or her pants, blouses, dresses. I do know that I went to the fourth grade dresses in my sister's dress, shoes, hair ribbons, panties, camisole. At that time I wore my hair long in a pony tail. I was christened Stephen, when I went to the 4th grade I was Stephanie. My sisters knew, but what was there to tell? The girl bathrooms were all stalls.
A sleepover was held by a girl in class and I was invited. I wore pajamas, but a girl came into the bathroom with me and pulled her pants down and sat on the toilet. With her legs open her pussy was clearly visible. When she got off the toilet she offered it to me without flushing. I lowered my pajamas and very girly panties, poked my penis between my legs. She stood and watched me pee. She watched as my penis grew a bit. She asked if I was a girl. I said yes, stood with my penis sticking out, she touched it with her hand. I pulled up my panties and pajamas. We washed our hands and we went out to the party.
At bedtime she slept with me in one of the beds, playing with my penis. She got close and rubbed my erect penis against her pussy, humping against it. Things didn't end until she had orgasmed and I had ejaculated on her. She kept my secret, inviting me to her home. It was a short jump before my penis had entered her vagina and we had complete sex, ejaculation and all. Front to front, holding her and entering her from behind. My dress and behavior was our cover. The more we had sex the less I wanted to be Stephanie.
After several weeks she told me she missed her period. We had sex anyways, at that time she wanted sex from behind. When it was obvious her period wouldn't come she told her mother. I was 15 and she was still 14 when we got married, I was Stephen again. My mother and sisters wore black in memory of Stephanie.
When we wanted to play, I dressed from head to toe as a woman, we went to women's events, I went as her cousin from Illinois. If my any of my sisters was there they kept the secret. My body frame was easy to disguise. My wife loved panties of every kind, helping my penis outgrow the bounds of the panties I had on was her favorite sport.
At this age the outfits have to be altered or made from scratch. Going to the theatre, dinner, a night out as women gives us both that special feeling. Too bad not all women are as understanding.
A sleepover was held by a girl in class and I was invited. I wore pajamas, but a girl came into the bathroom with me and pulled her pants down and sat on the toilet. With her legs open her pussy was clearly visible. When she got off the toilet she offered it to me without flushing. I lowered my pajamas and very girly panties, poked my penis between my legs. She stood and watched me pee. She watched as my penis grew a bit. She asked if I was a girl. I said yes, stood with my penis sticking out, she touched it with her hand. I pulled up my panties and pajamas. We washed our hands and we went out to the party.
At bedtime she slept with me in one of the beds, playing with my penis. She got close and rubbed my erect penis against her pussy, humping against it. Things didn't end until she had orgasmed and I had ejaculated on her. She kept my secret, inviting me to her home. It was a short jump before my penis had entered her vagina and we had complete sex, ejaculation and all. Front to front, holding her and entering her from behind. My dress and behavior was our cover. The more we had sex the less I wanted to be Stephanie.
After several weeks she told me she missed her period. We had sex anyways, at that time she wanted sex from behind. When it was obvious her period wouldn't come she told her mother. I was 15 and she was still 14 when we got married, I was Stephen again. My mother and sisters wore black in memory of Stephanie.
When we wanted to play, I dressed from head to toe as a woman, we went to women's events, I went as her cousin from Illinois. If my any of my sisters was there they kept the secret. My body frame was easy to disguise. My wife loved panties of every kind, helping my penis outgrow the bounds of the panties I had on was her favorite sport.
At this age the outfits have to be altered or made from scratch. Going to the theatre, dinner, a night out as women gives us both that special feeling. Too bad not all women are as understanding.
- That's Juicy! 11
- Remove It! 2
