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What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? London
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Education
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 18
How many hookup stories have you here posted before? 1

School Teaching Lust

How long ago did this hookup happen? 10 years

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For more than 3 years

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? G was a sexy petite Mediterranean lady in her mid-20s with a slight, Greek-Cypriot ethnicity. We worked together in the same educational establishment but in separate departments for several years just flirting and hanging out for lunch. Even though she was newly engaged, we were clearly into each other as other colleagues joked that we should ‘get a room’ as we had sexual banter regularly. She had a lovely slim body with almost a teen’s build and had kept the figure trim from ballet lessons and morning work-outs. She liked it when I commented on her slim body and Natalie Portman style which really turned me on with her pert ass and slim waist.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At the end of one summer term, we were hanging out and I invited her round to my apartment for lunch as the school was finishing early at mid-day and as professionals were had no other teaching duties. She followed me back in her car and we chilled out in the communal gardens drinking wine near the pool. No other people were about at that time and I started to stroke her hair and softly brush her face idly with me finger as I put my arm around her. We talked about what we would be doing during the long vacation – I said I was flying off to the US for a month and she said it would be fun to go with me and she talked about her fiance negatively for I while which I took as a sign and moved in with a deep kiss that lasted a good minute. She responded and when we finished up she agreed to go up to the apartment.

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? In the lift we were all over each other groping and kissing all the way up to the forth floor. In the flat we slowed down and I pulled her on to me gently and began stoking and kissing the top of her tanned perfectly proportioned and C-sized tits as she straddled me on the couch. She gently said that I was going to far but I could tell she wanted to fuck. As I started to undress her, her phone range and her mood changed completely as her fiance was calling her to meet up. I could tell that she was really uptight about this guy and said that she had to go as he wanted to meet up with her. I took her down to the car and we promised to call and text during the long vacation. We sexted and flirted all through the summer while I was abroad, though she insisted that she contact me first as she couldn’t risk even getting a text from me if she was with her fiance. When we got back to work in the September again, we agreed to meet up later that day after work at the flat as she was free and the fiance was working. We basically started where we left off and I stripped her clothes off and let her rub her wet pussy over my hard cock. She really wanted to mash her tits into my chest and complemented me on the abs and pec muscles I had built up over the summer in the US. I took her onto my bed and began to eat her out slowly with some soft music playing – I worked on her slowly and she leaned back with her eyes closed as I gently found the pressure limits on her clit as I worked her up to her orgasm. After 10 minutes she shuddered and gushed wet over my tongue and fingers and I pulled my face hard into her wet pussy as her orgasm rocked her. She lay back shaking for a while and said it was the best orgasm she ever had and loved receiving oral as she never got any at home as her guy didn’t like it. We talked as she climbed down from her orgasm about previous partners and sexual history. She said her first was a drug addict boyfriend who took her virginity and that she didn’t use condoms as it ruined sex for her fiance. She let me enter her bare back and we fucked like that from 4 pm to 1 am the following morning with her cumming hard from cowgirl riding about 6 times and letting me cum in her bareback. She said that it was great we finally fucked and that I wasn’t a disappointment. She said that next time she would bring some oil so I could fuck her ass as she didn’t trust her fiance to do it without pain and it was her fantasy. In the early morning she left saying that she didn’t want any of her in-laws to turn up and not find her at home. I guess her fiance was away and was happy that she had the evening and most of the night free to fuck. We agreed to meet up for a repeat performance as soon as possible

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We met up a few more times mainly in cars in car parks early in the morning. She seemed to get off more from outdoor sex (even in a car) and I was happy to finger fuck her twice to orgasm in the car an hour before work in a local golf course parking lot that was deserted at that time.She complained that she had a love bite from one of our encounters and had to hide it from her fiance. Once time when we were fucking and I was penetrating her with my cock she joked about how we would be barred from working if we were caught. We slowly drifted apart as her fiance got more suspicious and she only limited out encounters to car sex. We still work with each other and she married her fiance and has been with him for over 10 years.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? No one – though I’m sure a few colleagues realized that we were doing more than flirting.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Fucking a beautiful woman who could easily pass for a teen nymphet – loved fucking her from behind with her pert ass.

What was the WORST thing about this hookup? The sex and encounters dwindling to nothing as she got more committed to her marriage. I got to the stage of offering to hire a van where we could fuck in the back of if she wasn’t comfortable risking coming back to the apartment.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Loved the casual sex and the fact I was fucking another jealous guy’s girl.

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? Convinced myself that the girl was having a final fling before committing to her future husband and that she was from quite a traditional family. I have since got into a fuck-buddy relationship with a great ex-escort I was seeing who is younger and better looking so I’m quite content with the way it ended

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? V positive

What do you think about the Casual Sex Project? Good to share these stories though I think some of the number of conquests are inflated.

You have a hookup story to share? Submit it here!