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What’s your gender? Man
How old are you? 29
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? Banking
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)? Around 270
How many hookup stories have you here posted before? A few

Summer Loving

How long ago did this hookup happen? About 18 months ago

What was your relationship status at the time? Single

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

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? She was a work colleague. She was a tall, slim, brunette, a few years younger than me. She gave the impression of being a little goofy and innocent, but she certainly wasn’t really. We’d got to know each other quite well, and our relationship was probably equal parts friendly and flirty, even though she had a boyfriend she’d been with for three years and was living with.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day we ran into each other in the kitchen after almost everybody else had gone home. We got talking and she told me that she was bored of her boyfriend but couldn’t bring herself to leave him yet. One thing led to another and we ended up kissing and saying how much we wanted each other and agreed to arrange a time to do it. A couple of days later I got a text from her saying her boyfriend was out that Saturday night and asking if she could come over. Every time we ran into each other before that there was a spark between us because we knew what was going to happen and nobody else had any idea.

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? It was a warm evening and she arrived wearing a purple summer dress and looking fantastic. She was clearly a little nervous, so I took her to the kitchen and poured her a glass of wine and we drank and made small talk. Once she’d relaxed a bit, I put my glass down, moved in and started kissing her. Putting my hands up her dress, I pulled down her panties and grabbed her arse. She took my shirt off, then unzipped my jeans, slipped her hand inside my boxers and started stroking my cock. I pulled off her dress to leave her standing there completely naked in my kitchen, and started working her clit with my fingers, until she stopped me so she could drop to her knees, pull down my jeans and boxers and take my cock in her mouth. She was really good, and I encouraged her to keep going until I came in her mouth. She swallowed and got to her feet, flushed and smiling. I told her it was her turn now and told her to lie on the kitchen table and spread her legs, then I got my head in between them and went down on her, teasing her clit and building the pleasure until she was gasping and begging me to make her come, which I did. By this point, I was hard again, so I got to my feet and told her I was going to get a condom, but she told me there was no need as she was on the pill, so I just slipped my cock inside her as she lay there, and as I did so she let out a long moan. I had her put her feet up on my shoulders as I thrust into her. She was still very wet from when I went down on her, so I had to fuck her hard to be able to feel it. She looked me in the eyes and moaned as my hips smacked against her and her petite breasts jiggled, and it didn’t take long for me to come inside her.

Afterwards, we lay on my bed naked and watched some TV and drank some more wine until we were ready to go again. She played with my cock and I fingered her clit, and then she climbed on top of me and slipped my cock inside her again. I told her I wanted to make her come again, and kept fingering her clit, but eventually she told me to stop as she said it was still too sensitive from earlier, so I just lay back, feasted my eyes on her gorgeous body and enjoyed having her ride me more and more vigorously until I came inside her. Because of the heat, she was completely glistening with sweat by the time we were done.

After some more TV and wine, I started getting hard again just looking at her. She smiled and told me that she was done for the night but said that it looked like I wasn’t. Then she rolled close to me and gave me a hand-job until I came for a fourth time. After that, she said she needed to go so that she could get home and have a shower before her boyfriend got home. I went with her to the kitchen and she retrieved her clothes from the floor and got dressed. Then we shared a long kiss before she left.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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 hooked up regularly for some time afterwards. We no longer work together and we live further apart than we used to, but we still occasionally hook up now when we get the chance. She still hasn’t broken up with her boyfriend, and she’s hinted that I’m no longer the only guy she’s cheated on him with She also began ‘experimenting’ with a female friend, and on a couple of occasions I’ve had threesomes with the two of them.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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? 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? Nobody, it had to stay our secret and that made it even hotter.

Did you 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? Amazing chemistry, fantastic sex – and I came four times!

What was the WORST thing about this hookup? Nothing.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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