Your comment to Ray about how you would have had fun together at High School got me thinking back to my masturbation antics at high school. I wasn’t interested in learning at school, and in my final two years, aged sixteen and seventeen, I had a minimal number of chosen classes. My final year only had three classes, so much of the day was spare time.
A favorite pastime was to go into the girls’ toilets and spend ages masturbating in a stall, as girls came and went in the stalls on either side of me. I could see their shoes on the floor right beside me, not more than two-to-three feet away, and would listen to their piss pouring into the water as I furiously worked my shaft. They had no idea.
On one occasion in class, we were in the audio-visual room watching a film in the dark. I sat alone in the back row right behind the girls and masturbated like crazy. It was the only time I ever masturbated in class, and to this day I wonder if I ejaculated onto the back of any of the girls’ dresses. I remember it was a powerful orgasm, so it’s entirely possible I did.
I would often masturbate in the library as well. It had a mezzanine floor that went around the four walls of the library, with a big open square space in the middle that you could look down into toward the ground floor. I would do it up there when I had that floor to myself, or if anyone else up there was on the opposite side and couldn’t see what I was doing below chest level. Sometimes if I had the floor to myself I would get 100% naked and lay back in a beanbag masturbating. I would always cum quickly because the risk of being caught was high and so it was very exciting. If I heard someone climbing the stairs, I had mere seconds to get dressed.
The one thing I really wanted to do, but never got the chance, was to sneak into the girls’ changing rooms in the gym whilst they were out on the sports field. At the start of physical education class they would change out of their uniform and into their sports clothes, so their uniforms, dresses, skirts, etc, were left unattended for forty-five minutes or so. Some of the girls would also wear sports bras during sports, so I knew their bras were likely left with their dresses, skirts, tops, etc. The entrance to the changing rooms was a high-profile location so I never made it in, which is a shame. Girl’s clothing has a powerfully intoxicating scent. If I had managed to put on one of the girls’ complete uniforms including underwear, it would have led to an explosive orgasm.
I did however manage to get to wear one of the girls’ dresses. She had left it in her locker in a hallway, but partly hanging out beneath the door. I managed to pull it through the gap, and it became my dress from then on. I wish I still had it, but I can’t remember what became of its fate. I only know it served me well for a time, and took on a strong mixed stench of the girl’s natural scent and my dry cum from many orgasms.
RESPONSE BY XP (VIA FETLIFE & LS666 BLOG)
Thanks for sharing Jennifer. I certainly would have loved to have enjoyed that girl’s skirt after you had anointed it with all your cum. My high school days seem so lame in comparison. I wish I knew what I know now — and had made it very different — but that’s the power of hindsight, right?
UPDATE BY JENNIFER1972 (VIA FETLIFE)
Yes, in hindsight I wish I had done more. Thankfully I had the foresight at least to recognize that being in a place with several hundred thirteen to seventeen year old girls was a place for masturbating. It meant I got to grow up with actual memories of cumming in the girl’s toilets. In terms of hindsight I wish I had fully dressed in the girl’s uniform in the toilets and had fun with piss and shit, but that hadn’t occurred to me at the time.
If I were a kid today, I would transition and go to school as a girl with a cock. I suppose I would tell people I’m transgender, but in reality it would be for the purpose of living a life of shemale perversity.
A bit earlier at around age eleven I had a friend and he would sometimes grab me from behind and dry hump me from behind. I don’t think he understood what he was doing, not having learned about sex, but I could feel his hard cock through our clothing. In hindsight, if I knew what I would later come to know, I would have intentionally wore girl’s clothes “just for fun” and when he started dry humping I would have pulled my dress up and asked him to take his cock out.
RESPONSE BY XP (VIA FETLIFE & LS666 BLOG)
Yes, at that age, I had a school friend like that. I really fancied him a lot. We’d sit in class with our legs pressed against each other (under the desk). I loved the way he smelt. He’d always “vibrate his leg next to mine” and give me a hard-on. When we’d play-fight at his house, I’d get an erection, but was too scared to press it against his. It’s one of my regrets that I didn’t get to actually follow through and fuck him.
What We Did At High School
Your comment to Ray about how you would have had fun together at High School got me thinking back to my masturbation antics at high school. I wasn’t interested in learning at school, and in my final two years, aged sixteen and seventeen, I had a minimal number of chosen classes. My final year only had three classes, so much of the day was spare time.
A favorite pastime was to go into the girls’ toilets and spend ages masturbating in a stall, as girls came and went in the stalls on either side of me. I could see their shoes on the floor right beside me, not more than two-to-three feet away, and would listen to their piss pouring into the water as I furiously worked my shaft. They had no idea.
On one occasion in class, we were in the audio-visual room watching a film in the dark. I sat alone in the back row right behind the girls and masturbated like crazy. It was the only time I ever masturbated in class, and to this day I wonder if I ejaculated onto the back of any of the girls’ dresses. I remember it was a powerful orgasm, so it’s entirely possible I did.
I would often masturbate in the library as well. It had a mezzanine floor that went around the four walls of the library, with a big open square space in the middle that you could look down into toward the ground floor. I would do it up there when I had that floor to myself, or if anyone else up there was on the opposite side and couldn’t see what I was doing below chest level. Sometimes if I had the floor to myself I would get 100% naked and lay back in a beanbag masturbating. I would always cum quickly because the risk of being caught was high and so it was very exciting. If I heard someone climbing the stairs, I had mere seconds to get dressed.
The one thing I really wanted to do, but never got the chance, was to sneak into the girls’ changing rooms in the gym whilst they were out on the sports field. At the start of physical education class they would change out of their uniform and into their sports clothes, so their uniforms, dresses, skirts, etc, were left unattended for forty-five minutes or so. Some of the girls would also wear sports bras during sports, so I knew their bras were likely left with their dresses, skirts, tops, etc. The entrance to the changing rooms was a high-profile location so I never made it in, which is a shame. Girl’s clothing has a powerfully intoxicating scent. If I had managed to put on one of the girls’ complete uniforms including underwear, it would have led to an explosive orgasm.
I did however manage to get to wear one of the girls’ dresses. She had left it in her locker in a hallway, but partly hanging out beneath the door. I managed to pull it through the gap, and it became my dress from then on. I wish I still had it, but I can’t remember what became of its fate. I only know it served me well for a time, and took on a strong mixed stench of the girl’s natural scent and my dry cum from many orgasms.
RESPONSE BY XP (VIA FETLIFE & LS666 BLOG)
Thanks for sharing Jennifer. I certainly would have loved to have enjoyed that girl’s skirt after you had anointed it with all your cum. My high school days seem so lame in comparison. I wish I knew what I know now — and had made it very different — but that’s the power of hindsight, right?
UPDATE BY JENNIFER1972 (VIA FETLIFE)
Yes, in hindsight I wish I had done more. Thankfully I had the foresight at least to recognize that being in a place with several hundred thirteen to seventeen year old girls was a place for masturbating. It meant I got to grow up with actual memories of cumming in the girl’s toilets. In terms of hindsight I wish I had fully dressed in the girl’s uniform in the toilets and had fun with piss and shit, but that hadn’t occurred to me at the time.
If I were a kid today, I would transition and go to school as a girl with a cock. I suppose I would tell people I’m transgender, but in reality it would be for the purpose of living a life of shemale perversity.
A bit earlier at around age eleven I had a friend and he would sometimes grab me from behind and dry hump me from behind. I don’t think he understood what he was doing, not having learned about sex, but I could feel his hard cock through our clothing. In hindsight, if I knew what I would later come to know, I would have intentionally wore girl’s clothes “just for fun” and when he started dry humping I would have pulled my dress up and asked him to take his cock out.
RESPONSE BY XP (VIA FETLIFE & LS666 BLOG)
Yes, at that age, I had a school friend like that. I really fancied him a lot. We’d sit in class with our legs pressed against each other (under the desk). I loved the way he smelt. He’d always “vibrate his leg next to mine” and give me a hard-on. When we’d play-fight at his house, I’d get an erection, but was too scared to press it against his. It’s one of my regrets that I didn’t get to actually follow through and fuck him.