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? Bisexual recovering sex addict
How many sexual partners have you had in your life (including oral sex)? 45+
How many hookup stories have you here posted before? 6

First Time With a Great Fuck Buddy

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…)? Fuck buddies

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? Cara and I met on adult friend finder. So it was always clear what we both wanted. She was chubby but curvy, with great big tits and long brown hair. We chatted a bit and finally decided to meet for drinks that same night.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At the bar, we had great conversation and I was very attracted to her. I could tell she was attracted to me. We each had one drink and when the waiter asked if we wanted another we both said no. We were ready to go. So we left the bar in search of somewhere to actually have sex since both of us had living situations that prohibited our promiscuous behavior.

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? She suggested a park nearby, so we drove there. It was around 10 PM. We figured the park would be empty. It wasn’t. After a little debate, we decided to go for it anyway. We started in the car, kissing and touching. But the car wasn’t cutting it, since I wanted to go down on her, so she grabbed a towel and we laid it down on the lawn, with another couple doing the same thing not far from us. I proceeded to remove her clothes and started licking her wet pussy and massaging her g spot with my fingers. She came and I could feel wetness pouring out of her. She sucked my cock for a few minutes before I entered her. I didn’t have condoms. She didn’t care. I thrusted inside her in missionary for a while, then knelt down and lifted her legs to my shoulders. I could feel her pussy getting wetter and wetter. But it was dark so I couldn’t see but I could hear and feel something wet shooting all over me. She was squirting on me. Good thing we had a towel. I turned her over and fucked her hard from behind. She came again and then got up to her car and said “I have something I wanna use”. I had no idea what this was about. But she came back with a bag of toys and pulled out from it, a rather intimidating strap on. She knew I was bi, as that’s one of the things we’d talked about. So she said she wanted to fuck me and I obliged. She bent me over and started licking my asshole. I’d never had anyone do this before and it felt incredible. She lubed me up and gently slid the toy inside me. This felt amazing, if slightly painful. Ok. Unbearably painful. But holy shit did it feel good anyway. She continued to fuck me hard until I couldn’t take it anymore and needed to stop. It was just too intense. So I told her I wanted to fuck her some more and entered her willing pussy and pounded her until I shot a huge load all over her tits. By this time it had started to rain. We were muddy, sweaty, covered in semen and still horny. So we went at it again, starting with straight fucking, then she began to finger my ass while I fucked her. This felt amazing and I eventually came again, this time inside her. She wanted me to. Then she told me to eat my cum out of her pussy. So I obliged. I did whatever Cara told me. She would go on to become a psuedo-dominatrix for me. We eventually left the park around 2 a.m., both exhausted and messy. It was great.

Did you have an orgasm? Did your partner(s)? Yes. Several for each of us.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None. We discussed STIs and had both been tested recently.

What were your REASONS for having this hookup? We were horny and attracted to each other. We eventually realized that we’re both sex addicts and that didn’t bring us closer, it kind of pushed us apart.

Were alcohol or drugs involved? If so, how much? One beer each.

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 talked about how great we were in bed and how much chemistry we had. So we agreed to see each other again. We would go on to become consistent fuck buddies and I plan to write more about our escapades in the future.

To whom did you talk about the hookup? How did they react? My now fiancé and my friend.

Was this a consensual and/or wanted experience for you? For your partner? Yes for both.

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? That I like to experiment and try new things.

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

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

Anything else you want to add about this hookup or anything else? If you’re wondering about that other couple?… We outlasted them by a few hours.

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