This post is sponsored by The T Bar.


What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
Highest education received: High school diploma
What’s your occupation? Manager
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
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)? Over 50
How many hookup stories have you here posted before? 1

Banking Bang

How long ago did this hookup happen? 14 years

What was your relationship status at the time? Dating casually

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

How long did you know the person before this hookup? For less than 6 months

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? Karen was early 40s with dyed blonde hair. She was very fun and flirty. She was slightly overweight, very sexy and busty.

We met on the first day of training in a new job. The training was a series of residential courses where you stayed away a few nights at a time in hotels. We didn’t know each other before the trainings. Karen lived in Wales and I was in the Northwest – the training was at a 4* hotel in Leeds.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hook up began with a friendship that still lasts today. Karen and I spotted each other as the new recruits at breakfast in the hotel on day one of the course. We hit it off immediately, same sense of humour, same sense of mischief and fun.

We were booked on one course a month for the first six months of our new role. Karen was married and had been for a long time and had a 17 year old son so I think that’s how we got on so well as I was only 22 at the time. I had been dating a girl for about a year.

We got closer as the 6 months progressed. At each course, we’d kind of separate ourselves from others on the course. We’d disappear to each other’s rooms just to chat or watch TV – nothing sexual. We’d occasionally go out for a movie in the evenings etc but again, in the safe knowledge that nothing would happen.

On the 4th month, we had a hotel room next to each other. My gf at the time said she would come and stay with me one night. My girlfriend arrived about tea time, we went out around Leeds and ended up having sex in my hotel room. We were a bit load as we were a bit pissed. My gf disappeared before breakfast and I had breakfast with Karen. During our conversation she was teasing me about my gf coming for a hook up and let slip that she’d heard some of the things we got up to. I was embarrassed but we were both laughing about it. She’s not heard everything, a bit of moaning etc.

On our last course, our usual friendship carried on. We were in her room watching TV both laid on the hotel bed. We’d had room service and were slightly tipsy. We’d been laughing all night, we’d sniffed lines of hot chocolate as a joke and We were laughing our heads off at something but then the mood changed awkwardly. We were laid on our sides staring at each other but the stare lasted slightly too long in the context of the conversation. Anyway, whatever passed between us at that moment ended our night. Karen said she should go to sleep because we had a text in the morning and our night ended there.

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? After the awkward moment in the hotel, the last couple of days were a bit funny between us. The course ended on the Wednesday and on Thursday I text her asking if I’d pissed her off somehow. She said she’d ring me to talk soon.

When she phoned. We got talking about the awkward moment in the hotel and she said she had thought about kissing me and that she’d felt bad immediately. I told her she was one of my best mates and in the past I’d thought of kissing her (I am a bloke after all) but that we shouldn’t let it spoil our great friendship.

On the Friday, the texts we were sending each other got a bit flirty as the day progressed. Nothing too explicit but you could tell the thoughts she’d had in the hotel hadn’t gone. Friday night at 10pm she phoned asking if I had had a drink and if I hadn’t did I fancy driving to Chester to meet her. I laughed at the randomness of the call and asked what we would do when we meet and without hesitation she said ‘fuck’

She’d booked a hotel in Chester. I met her in the hotel bar and we went straight to the room. When I shut the door she said she would not be able to get ‘this’ out of her head until we’ve done it at least once. We kissed each other as we went to the bed and then we fucked each other frantically for about 10 minutes still fully clothed. She was so wet. At one point I was rubbing her clit and put some fingers in her, when I pulled them out there was a little pool of pussy in the palm of my hand. I came first, a massive orgasm and Karen stopped riding me. I told her to carry on as I was still rock hard, she commented her husband would be spent after coming and I felt bad but only for a second.

We did it four times that night. We only got naked after the third time. Karen came twice and I came all 4 times before falling asleep. During the night at some point Karen woke me and gave me an amazing blowhob. She pulled the skin right back and licked my end slowly till I came and then deep throated me as I was coming. She then sat on my face and rode my tongue till she came. Again, she was very wet and I had juices all over my face and neck, she kissed and licked my face after climbing off me and we fell asleep again.

In the morning, we woke up without any awkwardness. I asked Karen how she felt about the husband etc and she said she hadn’t thought about that. we had a shower together. During the shower, I soaped up my hands and was washing her all over and put my thumb up her arse which she recoiled at and said she would never do anal. We still fucked in the shower. We ended up in missionary position in the bath, I came but Karen didn’t.

We had a hotel breakfast. Karen whispered that she could feel my cum in her knickers which turned me on massively. Checkout was at 11 so we went back to the room. She asked if we could mess around with her arse and I said yes. This was a bit trial and error as neither of us had done anything there before. The first time I entered, she felt like she needed the loo but after a quick break we took it slower and within a few minutes she felt like cumming. I reached round and rubbed her clit and she came violently. She said it was one of her best ever orgasms. I came in her arse as she flopped on the bed.

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 checked out, went our separate ways and admitted we would never repeat this that it was just an itch we both needed to scratch. For a good few years, our friendship went too. She later told me she felt awkward about keeping in contact. Years later we became FB friends and I read she was getting married. I asked her what had happened to her previous husband and she said they’d split up a couple of years after our night but he was the person she was on for marrying again. They’d had a few years apart which helped them and they realised how much they loved each other. We are still FB friends, we don’t text and have never met up since that night.

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

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? Somewhat

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

To whom did you talk about the hookup? How did they react? I told my girlfriend about a month after as I felt guilty. She rightfully dumped me

How would you best summarize people’s reactions about this hookup? Relatively negative

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The amazing sex I had with a person who was one of my best friends at the time

What was the WORST thing about this hookup? That it cost me her close friendship

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

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

What do you think about the Casual Sex Project? Love it, I’d happily be interviewed

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