Bi-Sexual Male / 33
Back Then
I was and still am a slight built guy. Thin, with waist indented from my hips and chest, had long hair for many years, I was very short and only weighed about 135 at 15 years old. I was with some older boys for the afternoon, running around in a car. We ended up near some woods, and it was there that they laid me down and made me have sex. I had to suck each of them to hardness (1 came in my mouth the first time) then they all took turns fucking me. There were 5 of them and they took some pictures of me. I was forced to be their fuck dates whenever they picked me up. Sometimes it was individually, sometimes the whole group, sometimes one or two of them with other guys that weren't part of the original 5. That first time I got fucked 9 times, and three times got it in my mouth to swallow.
Eventually I told this 40 year old guy I did pool work for. He said he'd give me $20 if I sucked him off. So I did it. The next day he fucked me for $ 50. From him and some of his friends, I was soon making a couple hundred dollars a week, sometimes more. Then one married guy who's family was out of town had me over to his place. He laid out underwear, and a mini-skirt with white blouse, blue satin panties with matching bra and thigh high stockings. They belonged to his daughter, whom I knew from school. I used some lipstick and a little makeup and while he fucked me and I was sucking him he kept calling me by his daughters name. I didn't care, and I repeated this often for him, with my own girl clothes and undies many times. He paid a lot more. Then I would charge more for crossdressing and making up for men. Though I was still getting my ass pried open by the older guys at school, eventually most of them went to college and there was only 2 or 3 who didn't have wives or girlfriends and kept using me as their sexual outlet. So mostly, if was paying customers. In the three years I did it, I only had 4 guys who wanted me to fuck them. That was my first time having sex being the top. I did love it, but loved the money I got for being a gurly bottom.
In college, I met a great girl, 2 years older than me, and she and I started having sex. She's the only sex I've had since meeting her. We are married with 2 kids and she's as slim and pretty and firm as the day we met. She has no idea how a Jr. in college could have bought his own house. No one knows except my old customers. She has no idea that I was a crossdresser whore for horny boys and men.
Eventually I told this 40 year old guy I did pool work for. He said he'd give me $20 if I sucked him off. So I did it. The next day he fucked me for $ 50. From him and some of his friends, I was soon making a couple hundred dollars a week, sometimes more. Then one married guy who's family was out of town had me over to his place. He laid out underwear, and a mini-skirt with white blouse, blue satin panties with matching bra and thigh high stockings. They belonged to his daughter, whom I knew from school. I used some lipstick and a little makeup and while he fucked me and I was sucking him he kept calling me by his daughters name. I didn't care, and I repeated this often for him, with my own girl clothes and undies many times. He paid a lot more. Then I would charge more for crossdressing and making up for men. Though I was still getting my ass pried open by the older guys at school, eventually most of them went to college and there was only 2 or 3 who didn't have wives or girlfriends and kept using me as their sexual outlet. So mostly, if was paying customers. In the three years I did it, I only had 4 guys who wanted me to fuck them. That was my first time having sex being the top. I did love it, but loved the money I got for being a gurly bottom.
In college, I met a great girl, 2 years older than me, and she and I started having sex. She's the only sex I've had since meeting her. We are married with 2 kids and she's as slim and pretty and firm as the day we met. She has no idea how a Jr. in college could have bought his own house. No one knows except my old customers. She has no idea that I was a crossdresser whore for horny boys and men.
- That's Juicy! 19
- Remove It! 10
