by DJ

Gender: Male
Age: 30
Race/ethnicity: Caucasian
Current location: Connecticut, USA
Highest education received: Some college (not currently in college)
Relationship status: Engaged
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Bisexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Recovering sex addict
How many sexual partners have you had in your life (including oral sex)? 40+
How many hookup stories have you here posted before? 2

First Rough Encounter

How long ago did this hookup happen? 3 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Ongoing fling

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Kelly was a younger girl who worked about an hour away. We met online and immediately hit it off with a lot in common. She was curvy and unkempt. Kind of a dirty hipster but still extremely sexy.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Kelly invited me to hang out with her and her friend at a hotel. She asked me to bring some vanilla vodka and creamsicle vodka. I showed up around 8 with both big bottles. Her and her friend had already begun drinking and were smoking pot as well. After some chatting and sexual tension building between Kelly and I, her friend left. It started almost immediately.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We started kissing frantically and messily. We were both really drunk and high. Kelly became aggressive pretty quickly. I knew that she was into rough sex so I expected it and went with it. She kept resisting though and saying that we should wait until next time and shouldn’t go any further. Every time I stopped because she asked me to, she would attack me again. Eventually I got the hint that she basically wanted me to rape her. So I did. I forced myself on her as she constantly pushed me away. She was feisty and crossed her legs and grabbed my throat but I just kept overpowering her. I could tell she was very turned on. She was soaking wet. After much resisting, my cock finally entered her willing pussy. She moaned with pleasure for a few minutes before remembering she was supposed to not be enjoying it. We kept a lot of eye contact throughout it all, which was a huge turn on for me. We wrestled and fought and fucked and kissed for about three hours. I had built up quite a load and wanted to shoot my load inside her but she could tell when I was about to cum and always pulled away. Eventually, I grabbed her by her hair, forced her to her knees and after smacking her face with my cock and shoving it down her throat for about thirty minutes, I blew a massive load of hot cum all over her face. She was pissed. But got over it quickly. It was quite a workout. We took a shower later and fucked in the shower too. This was much more consensual and she let me cum inside her. We talked for about an hour before the shower and had great conversation as we cuddled in the hotel’s luxurious sheets. It actually felt very romantic. We went back to see each other several times after that and things did start to get a little romantic, but never too serious.

Did you have an orgasm? Did your partner(s)? I had two and she had many.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I refused to use a condom but we did discuss STI history.

What were your REASONS for having this hookup? We met online and wanted rough sex.

Were alcohol or drugs involved? If so, how much? Lots of vodka and pot.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We carried on seeing each other off and on for a while. The whole time, I had a girlfriend and for some of it, she had a boyfriend. We have run into each other since, in public while with our respective significant others and that was very awkward. At least for me. She’s a beautiful person and I wish her the best.

To whom did you talk about the hookup? How did they react? My girlfriend at the time. She was mad, but like all of my indiscretions with her (about twenty), she always eventually forgave me.

Was this a consensual and/or wanted experience for you? For your partner? It was for me. And though she acted like it wasn’t, Kelly continued to want to see me, so it was for her as well.

Do you regret this hookup? If so, why? Not at all.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The intensity of it all and the passion between us. It was electric. I was nervous about “raping” her and being rough, but once I let go of my inhibitions, it was one of the most powerful sexual experiences of my life. The worst aspect is that none of our subsequent encounters were quite so mindblowing. They were great, don’t get me wrong, but the first time was unbelievable.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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