Prologue: I didn’t plan for this to be so long, it was just going to be a comment for askredditafterdark, but I figured y’all might enjoy it too. Let me know if you did. Here we go:
I was roughly 17 at the time and a mostly normal kid. Maybe spent slightly too much time with my girlfriend at the time. Her dad was ex-marine, but I had a weighty set of balls on me. Literally, because she had been teasing me from like 7PM-12:30AM. Worth mentioning is that me and her had been active for about 7 or 8 months at this point and had sex rooted in BDSM- and we kind of knew each other pretty well at this point. Therefore, I could tell it was about time to get down and started to initiate by the good old cuddle-poke. Surprisingly to me, she says she is too sleepy tonight. I initially accepted this and left her alone, no big deal.. But I was left with a nut too powerful to handle alone. However, I concede that what I did next was morally grey. I mean, she was into forced stuff but never had I done something that could betray that trust like this, but I was feeling extra dominant.
I went home and sat around for about an hour playing video games or something, horny as hell. I start thinking more and more about her body and what I wanted to do, I call her. No answer, obviously she was asleep. But I decided enough was enough anyways and sneaked out- drove about ten minutes to her house, and went in through her basement. Asking for forgiveness being easier than permission right? I went straight into her room and climbed into bed with her slowly. Got under the covers and started feeling her up. She was definitely asleep, but not for long. I rub her thighs and make my way towards her pussy. I also began to lightly tease her nipples which I knew she loved. She shifted a little, but I think it was her body’s natural response, since she still laid still.
I could feel her starting to get wet while asleep, it turned me on wondering what she might be dreaming of. At one point, I had gotten my finger under her panties and had been slowly beginning to rub her clit. Her first signs of consciousness was heavier breathing. Her eyelashes began to flutter as I intensified. She woke up and started looking around with such an exhilarating look of fear, I stopped rubbing her clit for a moment and brought up my hand to her mouth; I softly shushed her as I continued playing with her nipples. She nodded, and my hand returned to her pussy. Eventually I pushed my cock into her mouth and had her suck on it for a moment, but ultimately ended up railing her with her legs in the air. Of course, I then got her off as well. I am *somewhat* of a gentleman.
We talked about it afterwards, both that night and in the following days. The main takeaway: What I did was risky, both on the levels of her parent discovering her boyfriend sneaking into her bedroom while she was asleep, as well as risky on a relationship and a moral level- but turns out she was really into it and later told me she had masturbated to the thought of it a couple of times. She let me know that she liked seeing that side of me because I’m so sweet to her most of the time. (I’m usually a pretty soft dom, but sometimes that urge too strong to resist. See above.) It was probably wrong of me to do, but it turned out to be one of the kinkiest things I’ve got to experience so far.. Needless to say, I think about that night sometimes as well.
Source: reddit.com/r/sexystories/comments/dye9ot/nonfictionrelucmf_short_story_about_the_time_i
Great story. You told us a lot in just a few paragraphs. Thanks for sharing.