The first date of a summer fling [FM] [Mild CNC]

This summer I [M30] met a girl. She [F26] wrote to me on a bdsm site I frequent (think fetlife) and we hit it off almost immediately. She was gorgeous in her pictures, as well funny, bantering, smart and very, very kinky. Our primary mutual kink was cnc/rapeplay (her being a brat), but we talked about several other kinks we were interested in, including anal, sleep sex, fear play, etc. Since her main kink was to be used like a toy for her partner’s pleasure, she outright said that if we ended up sleeping together I would have carte blanche to do whatever I wanted with her (within reason, obviously).

As you might imagine, I was quite excited to meet her. However, since I was in the middle of moving from one city to another (she lived about an hour outside the city I was moving to), it took a few weeks until we managed to find a date that suited us both. We finally decided to meet up after work on a Friday night. Since this was our first time meeting and she would have to catch the train home at about 10 pm, I suggested just going to a nearby bar for a few drinks to see if we would hit it off. She instead suggested we go play pool, and while I am a pretty poor pool player, I was obviously not gonna decline.

So Friday comes around, and after a bit of confusion about the exact meeting spot, I finally find her. She is about 5’5″, with straight light brown hair that reached about halfway down her back, full lips and beautiful green eyes. Curvy, with big natural boobs and a really amazing ass. As soon as I see her I knew I gotta have her, and as soon as I saw her ass I knew that’s where I wanted to cum the first time. We make some small talk as we walk to the billiards place, get some drinks and our pool kit. I do much better at the pool than I had expected, primarily because she managed to pocket the 8-ball not once, not twice, not thrice, but *four times* during the course of the evening, despite claiming beforehand that she was quite adept at the game. After the fourth time I felt so bad for her that I almost didn’t wanna put her through a second ass-fucking. Almost.

After a few hours I go to the bathroom, and while there I check the time and realize that she would need to leave within like 5 minutes to make her last train. When I get out of the bathroom she’s on her phone waiting for me to get back, with no indication that she’s thinking of leaving. In fact, she immediately racks the balls for another round of pool. Since she was checking her phone I figure that she’s aware of the time and skipping her train intentionally – which ends up being true as she asks me shortly after if she can stay over at my place. (And call me an asshole, but I certainly was not gonna remind her that she needed to get going.)

We play for another hour or so before heading back. On the half-hour subway ride we are both really tired, her especially so, almost nodding off on my shoulder. At this point I’m thinking I’m too tired to have sex and will just initiate it in the morning instead. We get home and get ready for bed, which for me means brushing my teeth and for her means lying on my bed absent-mindedly check insta. As I get back from the bathroom and see her lying there, all disheveled and sexy, I’m suddenly a lot less tired. I go to the bed and climb on top of her, and give her the first kiss of the night. She immediately perks up, pushing herself upwards and hungrily meeting my lips. We make out as my hands travel over her body, groping her tits and roughly undressing her. She moans and half-heartedly fights back a bit as I pull her jeans off and see her beautiful, clean-shaven pussy.

I pull my pants down and take my cock out of my underwear and line it up, pushing slowly against her wetness. Her face is flush, she’s panting like crazy, and aside from keeping a hand on one of my wrists she is barely even pretending to keep up the bratty attitude anymore. As I enter her fully I can’t control myself any longer, and I start railing her with abandon. I hold her arms down on each side of her, leaning heavily down on her but giving her just enough space to allow her big beautiful breasts to bounce in front of me with every stroke. Despite her having made it quite clear beforehand that she wanted me to be rough and callous, I cannot help but blurt out “Fuck me you’re so hot”, because she really was the most perfect little fuck doll in that moment.

I feel myself getting closer to orgasm, but while it certainly would have felt amazing to fill up her pussy I had made a decision hours before and I was planning on sticking to it. I slow down and pull out. She looks up at me, slightly confused. I look into her pretty green eyes and tell her, “I’m going to fuck you in the ass.” Her confusion is immediately replaced by apprehension, and she puts her hands against my chest and uttered a half-moaned “No!”. “Yes, I am” was all I said, as I lift her legs up over her head and place my dick against her asshole. Her eyes widened, and she winced and moaned as I began to push, but I didn’t stop until my full length was buried in her ass. Her breathing was so fast, both from the pain and the excitement, that I stopped for a moment to let her catch her breath, and to just look at the beautiful sight in front of me. She looked up at me with anticipation, and I smiled down at her. Then I grabbed her firmly and started pounding her as hard as I can. And holy shit did it feel good. I feel the sweat dripping from my brow as her scream-moans easily drown out my own moaning. I absent-mindedly wonder whether we might wake up my roommate, who is otherwise a very heaver sleeper. After a few minutes her mixed cries of pain have been completely replaced with moans of pleasure, and I feel her nails biting into my arms as she seemingly tries to pull me even deeper inside of her. Finally, I just can’t hold back anymore, and I kiss her on the lips as I explode inside of her. I lie on top of her for a while, just feeling her heartbeat and listening to her breathing, before I go back to the bathroom to clean up. When I get back, she is almost asleep already, so we just kiss and say goodnight before turning the lights out.

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I was planning on including our second date (which is a shorter story, but more kinky) here as well, but this ended up being a lot longer than I thought so I might just post it as a separate post instead. Hope you enjoyed it, cause I certainly did.

Source: reddit.com/r/gonewildstories/comments/ymutmq/the_first_date_of_a_summer_fling_fm_mild_cnc