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What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? UK
Highest education received: High school diploma
What’s your occupation? web designer
What’s your current relationship status? Engaged/Married (monogamous)
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)? 8
How many hookup stories have you here posted before? 0

10 years later

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Friends-with-benefits

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? Beautiful 40 year old black girl. I worked with her 10 years earlier, and there was an attraction between us. Lots of flirting at the time, but I was married, and had young children and didn’t want an affair. We kissed a few times, but it never went any further, although we both wanted it too.
I moved jobs, and stopped going into london, so didn’t see her for many years, although we kept in touch via Facebook a little bit.
She is very pretty, with an amazing body. Curves in all the right places, with big boobs, and a wonderful smile and a brilliantly fun side. She had a boyfriend at the time, but I don’t think she was very happy in the relationship.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had a business trip into London, and hadn’t seen her for ages. So I mentioned to her I would be in town, and asked if she fancied meeting up for a late lunch. She agreed, and we made plans.
I was very nervous about meeting her again, and didn’t sleep well at all the night before!

We met up, and we had a hug, and instantly fell back into the old ways of chatting. Lots of laughing and smiles. We had a nice meal, and then went onto a wine bar. We went though our second bottle of wine and were sitting on a sofa. Quite close. We started to snuggle into each other a little bit, and I asked her if I could kiss her. She said yes, and the kiss lasted about 10mins. A full on snog. lots of tongues and very intimate.

I told her I missed her kisses, and we spent a lot of time sitting on the sofa in the bar holding each other, and kissing some more.

I checked the train times on my phone, and found that there were massive delays. So i would have to leave soon. I didn’t want to… so I said to her that I would get a hotel in town and stay the night, if she would join me. She readily agreed, so we left the bar and got some food/drink from a shop, whilst I booked a nearby hotel.

We went up to the room, and had some food and a bit more to drink, and lay on the bed.

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? I kissed her more and felt her beautiful body all over. We stripped each others clothes off, and started to grab and feel each other all over. I had long wondered what her pussy would be like, and it was perfectly shaved and felt very wet.

I kissed and sucked her breasts, and fingered her gently. She spread her legs wide and I kissed and licked her all the way down to her pussy.
I licked and sucked on her pussy for a long time, fingering her too, and bringing her to orgasm. My cock was very hard and wanted some attention, but I just couldn’t get enough of licking her pussy and sucking on her juices.

I eventually came up for air, and we cuddled and kissed a bit more, but the effects of the alcohol began to kick in and we both fell asleep.

In the morning, I awoke before her, and I started to stroke the side of her body and kiss her back. She woke up to this and i ran my hands over her body once more, whilst my cock strained hard against her back.
I slide a finger inside her again and discovered that she was once again wet, and I couldn’t resist going down on that wonderful pussy once more. I rolled her on her back and got down between her legs and licked and sucked on her perfect pussy for a long time.

She had an orgasm again, and pushed my head away from her. She pushed me back until I was in a seated position in front of her, and she reached down and started massaging my very hard cock.
She leaned forward and sucked me off for a while, and it felt amazing to feel her mouth around me.

I wasn’t close to coming and after a while she stopped blowing me and complimented me on my cock. Both its size and its taste. I asked her if she thought it would fit inside her, and she said she would like to find out!

She lay on her back and i kissed my way up her body, then raised my self up on my arms and pushed my cock towards her pussy lips. I rubbed it around her clit and along her slit, getting it nice and wet, and then eased it inside her. Her pussy was so tight, it felt amazing. I stroked it in and out a few minutes and the sensations soon got a hold of me. The hours of foreplay, and 10 years of attraction culminated in me pulling out of her just before I came, and fired off a huge load of spunk all over her belly and breasts. It was an intense orgasm that I had long dreamt of having with her.

We cleaned up a bit, and took a shower together, where there was much more kissing, and caressing but no more sex.

We got dressed after a while, checked out of the hotel, and grabbed some breakfast in a Cafe. We talked for a while and then said goodbye. Each going back to our own lives.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? I felt a little bad, because it was the first time I had cheated on my wife. But I also felt amazing good about the hook up, as it was something I had long wanted and dreamt about, and I knew she would be discreet and not pushy about wanting anything more.

It really was two friends sharing an intimate moment as a one off.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Everyone else was/is doing it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

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? Nobody

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? 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? Getting to explore her body for the first time. She being black and me white, it was very exciting for me to see the contrast in our skin tones as we made out. Going down on her was absolutely divine. She looked amazing, and tasted delicious.

What was the WORST thing about this hookup? That we had to checkout of the hotel when we did. I would have liked to have stayed longer, and fucked her again, but we both had places we had to be as it was a working day.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was the first time I had ever had casual sex, and it was really positive. I would be very happy to do it again, and would be a lot more relaxed about it next time.

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? We have met for drinks and meals a few times since, but have never repeated the sex. We agreed that it was a one-off. She didn’t feel very good about becoming my regular bit on the side, so it’s unlikely to be repeated ever again.

What do you think about the Casual Sex Project? Its a brilliant resource and I find the stories very interesting, and often arousing.

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