by Rick

Gender: Male
Age: 39
Race/ethnicity: White English
Current location: England
Highest education received: College degree (eg., BA, BS)
Occupation: Business
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? None

First Partner Met Online

How long ago did this hookup happen? 10 years

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…)? One day stand

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? Dabbling with online sites to meet new people after break up of serious relationship. Needed to push myself to get back out there. Girl was a bit flaky, but pics were attractive, so when it came to being invited to go visit her one saturday, I thought why not.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Suspected bullshit from her during the evening. No mention in advance that her friend was also meeting up with us. Had led me to believe she’s not met many / any people online, but it turned out friend was coming over because she’s been let down, and it sounded like the 2 girls had regularly organised invites to random guys then sprung a group meetup on them when they arrived. Slightly awkward evening, just drinks and bars. Back to her place to stay overnight, but she was pretty hard and cold when we got in, and slept in separate rooms. Next morning not much better, but warmed up a bit and we went for a walk in the sunshine. It was one of those crappy situations where a type of woman has to establish, in their own mind or yours, there’s no chance of a relationship before they can let go and relax and have casual sex.

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? Despite her bullshit and games, she was physically attractive, and I really needed to get back in to this kind of situation to help move on, so i gave her more chances than she deserved. Staying relaxed and flirty and giving her chance to do the same. Think I was having a last coffee before planning to leave, and it’s like she realised if she didn’t respond now, I would leave and we’d both have been left frustrated. I think I complimented her on her nice looking tits or something and said it was a shame I hadn’t got chance to see them properly. Maybe you still could, she said, or something like that. So I made sure she got them out there in the kitchen before I was willing to discuss or agree anything else. And they were beautiful, lovely tanned skin and dark nipples, very suckable. And a lovely nice size, although she was otherwise slim. And all the more erotic because we were both otherwise still dressed.
Made it to bedroom, had full sex. She had a great body, dark hair, slightly exotic looking. Great legs, very nice looking pussy, although it was the least tight I’ve ever experienced.  Usual stuff, oral, fingering, stroking kissing.

Did you have an orgasm? Did your partner(s)? Yes and yes. I made her cum before starting fucking, I did cum during fucking but had to work quite hard because she was the least tight I’d ever experienced. She was aware of it, and acknowledged it indirectly when talking about how wet and relaxed it was after I’d made her cum. I actually wanted to pull out and cum on her tits, or face, or in her mouth, but I didn’t want to hurt her feelings and think her pussy was too loose so I finished that way instead.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condom. I’d already worked out I couldn’t trust her to be honest about how often she’s done this sort of thing.

What were your REASONS for having this hookup? Wanted to start having fun, push myself to meet new people after end of serious relationship.

Were alcohol or drugs involved? If so, how much? Alcohol the night before, nothing during the day of the sex, which was unusual in some ways for me, as things usually have started for me on the night before, not the morning after.

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? Said good bye, tried to be friendly and positive and leave on a good note, even though most of the 24hrs had been pretty crap to be honest.

To whom did you talk about the hookup? How did they react? Nobody.

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

Do you regret this hookup? If so, why? No.

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? Best was actually reminding myself that I could meet and have sex with someone else after serious break-up. Worst was although she was very attractive physically, I didn’t really like her that much as a person and I had mixed feelings about the bullshit and games I’d had to deal with to get to the stage where we still had a chance to have sex.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? A little negative

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