I have this inexplicable tendency to last very long when I first start having sex with a girl. For example I fucked for 2+ hours when I lost my virginity and didn’t cum. After a few days or weeks of fucking, I get to a more normal pace. But this is a story of one of those early sessions in with my college girlfriend.
It was April of my freshman year of college. The previous month I had snapped my ankle skating and was in a cast, yet somehow managed to pull an incredibly sexy, smart, and chill mixed-race acting major, let’s call her Rebecca, in my crippled state. We had hooked up a couple times at this point, but we were still only a week or two in to what would eventually become a committed relationship.
Rebecca and I lived down the hall from each other in the same apartment building, so we tended to spend every minute of every day together in those first weeks, fucking throughout the day between episodes of Rick and Morty. And it was great sex; in fact, she came multiple times each session despite having cum once in the entirety of her previous 2-year relationship. But this one night blew both of us out of the water.
It was an average night, not exceptionally notable. We were watching TV in her bed, her purple LEDs setting an erotic mood. We eventually started making out, and she promptly switched the TV to play a sexy Spotify playlist. We proceeded how we usually did- me giving her her first orgasm with my fingers and tongue. I like to dominate, so I held her down by her throat as I rubbed the head of my sick against her soaking clit and lips. She begged and squirmed until I finally gave her what she craved and pushed into her slowly.
I’m not well indoubt by any means, with a very average 5.5” but her vagina must have just been the perfect size for me to rub her g spot as a pounded her with compassionate furry. She came twice before she pushed me on to my back and positioned herself on top of me. I usually like to be in control so I shy away from cowgirl, but Rebeccas rhythmic riding made me forget about any of that. As she rocked, I slide my right hand around her hips to spank her ass. We had never done anal but had discussed that we were both open to it, and the mood was very hot, so I went for it. I rubbed my middle finger around her tight asshole in circles. Her surprised but more intense moans told me to keep going.
I lubricated my finger with her dripping pussy and slowly pushed my finger into her. She slowed her riding to relax her ass and let my finger in, her breath getting slow and her head rolling back in uncertain pleasure. I pushed down to the knuckle as she resumed her pace, and I don’t know how I didn’t cum when I felt my sick inside her rubbing against my finger in her ass. I started to synchronize her bounces on my cock with my finger pushing in and out. Her weak whimpers were so fucking hot. She told me she was close but I wanted her orgasm to be even more intense. I began rubbing her clit with my left hand, planted my heels (my surgeon probably would not have recommended that), and gave all of my energy to fuck her deep. In under a minute she had collapsed onto my chest, spasming and twitching, struggling to say “I’m cumming” between her screams and moans. I fucked her through her orgasm, feeling like I had complete control over her; she was a puddle of animalistic pleasure and I loved it.
As her orgasm dissipated I eased my finger out of her ass and held her trembling body against my chest. “Holy fuck” is all she could manage between quick breaths. She collected herself, sat up, turned around, and started riding me again.
By the time I finally came, it was 1pm the following day. Who knows how many times she came. She told me after that she didn’t know if she was cumming from her pussy, ass, clit, or all three, but she said it was the strongest orgasm of her life. The next day we laughed in agreement that the last 15+ hours was the best sex of our lives. We are still together and the sex is still fire but we have yet to top what came to be known as the Night of a Thousand Times.
Source: reddit.com/r/gonewildstories/comments/pmdtpf/the_night_of_a_thousand_times_mf