I went to a private boarding school for one year when I was in high school. It was an all girls school and there were all sorts of naughty shenanigans that were gotten up to behind the backs of the admin there. There was of course a boys school down the road and lots of intermixing between the two schools, much of it after hours and in secret. The school almost made it easy, there were these vine covered trellises that were all over the outside of the dormitory building and they were used like ladders for boys coming and going after the lights were out.

I saw a couple of the boys from the neighboring school and needless to say they both made several nighttime visits to me via the trellises. The girls were two to a room, but my roommate slept like a rock and I didn’t really worry about her because of it, I’d be fucking a guy in my bed only a few feet away from her and she’d be snoring away, clueless about all of it. One night my favorite boyfriend crept up and I opened the window and he didn’t know there’s be a roommate in there sleeping and I said don’t worry about her, she won’t hear a thing, so we just went on as if alone and no problems.

We started kissing and touching and while he gave a few worried glances across to my sleeping roommate, she never once woke up in all the times I entertained right there under her nose. I got on the floor in front of him and started to suck on his cock, he was facing the window and his form was bathed in moonlight, he really had a fantastic body and I adored his thick, young, hard cock. I thin pushed him on his back in bed and I straddled him and started to ride him, my teenage form also bathed n the moonlight streaming in through the window. I was so flexible then, I could get into all sorts of positions.

His cock stretched me open and I loved grinding on him, it was kind of exciting that there was another person in the room, it added to the element of getting caught and risk, I tried to be quiet, I could be loud when I came if I had the privacy, but I held back so not to risk waking her up. My boyfriend worked his thumbs over my nipples as I rode him and I could feel his cock deep inside me as I moved up and down on top of him inching closer and closer to orgasm as I fucked him . I went over that edge and came, biting my lip to keep from crying out and my orgasm triggered his and he filled me up with that cum in my pussy. We lay there catching out breath for a few moments before he crept back down the trellis unseen. I did have my fun at that boarding school and some fond memories of escapades like that one.