by autosome

Gender: male
Age: 48
Race/ethnicity: British Jewish
Location: London
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: parent
Relationship status: married
Religious affiliation: atheist
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 300+
How many hookup stories have you here posted before? two

Three Separate Hookups in One Day

How long ago did this hookup happen? 20 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 night stand, cheating, fuck buddy

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? This all took place in the space of about eight hours, lunch time, immediately after work and 9pmish

Partner one was a Swiss woman who was a receptionist at a spa.

Partner.two, woman from Birmingham who was a part time fitness instructor and shoe assistant.

Partner three was a London woman how was a PA to a Senior Civil Servant in Taxation.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Partner one I met at her place of work, she wanted help with her English to fill out an application form, after a short while which included flirting and me placing a hand on her thigh to discover she was wearing a suspended belt one of us suggested going into a store room for a quicky, this was the first time we had sex. We snogged/kissed, I did some foreplay with my fingers, removed her knickers and we had standing up sex. I recall her being very short and had soft blond bobbed hair.

Partner two was a part time fitness instructor friend who work in a gym I used. After I left work I walked past her flat on the way to the gym. I rung her door bell to inquire if she was working that evening and would she like to be accompanied to gym. She was partially dressed from having a shower and invited me in while she finished getting ready. I made us both a cup of tea in her kitchen and she sat on a work surface. As she sat, the towel moved and her knickers were on view, she noticed where I was looking and made a joke about it, I recall saying something flirtatious and we started kissing again there was a modicum of foreplay and I entered her while she was still sitting on the work surface. When we finished she showered again and we got a taxi to the gym so she wouldn’t be late to teach her class.

Partner three was a “fuck buddy” and we would at that time have sex two to three times a week. I’d previously arranged to call by that evening after finishing my workout for sex. As we had already set a date for that evening I felt obligated to go around and see her.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Partner one was very pretty with the stereotypical Austrian /Swiss looks, funny Anglo German accent and nice to be around. The sex was good, fun and exhilarating, she was “enthusiastic” and we enjoyed it a lot.

Partner two was very fit and athletic, the sex was good but it felt more that she wanted to go through the motions, I subsequently found out she’d split with a guy she’d just started dating who was married.

Partner three was a long standing “fuck buddy” on our sex evenings, we would start with 69, then missionary and often followed by anal. I’d generally leave in the early hours of the morning.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condom with partner one and two, no protection with partner three.

What were your REASONS for having this hookup? No real reason, sex just seemed to be the natural occurrence.

Were alcohol or drugs involved? If so, how much? No

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? Partner one and I became good friends we slept together a further two times, unfortunately she was being pursued by a male friend of mine and she left the UK to return to Switzerland, I subsequently found out his behaviour would be considered stalking.

Partner two and I remained friends, we didn’t have sex again as we felt it had complicated our friendship.

Partner three I continued being “fuck buddies” with her for another eight months, with a number of other cheats. We eventually fell out badly as we weren’t really compatible.

To whom did you talk about the hookup? How did they react? No one

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

Do you regret this hookup? If so, why? Yes and no, I regret that partner one and I didn’t end up in a relationship, she was a very nice person.

Partner two and three, we spent time together but there was never going to be a deep emotional connection.

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? With hindsight I can see how this appears to be very inappropriate. I’ve always enjoyed sex and try not to miss an opportunity, but I can see that there would have been some quite complicated ramifications if it wasn’t for the fact I’m a very private person.

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

Anything else you want to add about this hookup or anything else? I didn’t consider myself to be in an exclusive relationship with anyone, thus it was easier for me to mentally separate my actions.

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