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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? England, Midlands
Highest education received: High school diploma
What’s your occupation? Warehouse
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? N/A
How many sexual partners have you had in your life (including oral sex)? 38
How many hookup stories have you here posted before? 3

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How long ago did this hookup happen? 3 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For 1 to 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? My partner was a lady I knew from work; I will call Mariana. We had been good friends at work for a while, and we had hooked up before at a work Christmas party 3 months before this encounter.

She is from Eastern Europe and is 45 years old with reddish-brown hair. She’s quite short, not much over 5ft, and is ever so slightly plump. She has very pretty blue eyes, a nice round arse, and absolutely huge tits. She also, like all other Eastern European women, has a very sexy accent.

And as I said, we’d hooked up 3 months before at the work Christmas party. Since then, things had been slightly awkward as she felt guilty about cheating on her husband who she’d been with for over 20 years. I had noticed she was doing herself up more at work and had gone from being considered a dowdy looking middle-aged woman to the lads into a bit of a milf.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Things began with her mentioning several times throughout the week that her husband and 2 daughters were away for 2 weeks visiting family back home. She was staying behind because she couldn’t get the time off, or that’s what she told her husband anyway.

On Friday, she offered to give me a lift home as we live about a 15-minute walk away from each other. She hadn’t offered a lift since the Christmas party, so I wasn’t too surprised when instead of taking me to my place that she invited me to hers for a drink as we both had the weekend off.

I knew what was on the cards and accepted what was about to happen. Maybe I shouldn’t have as she was and is still married, but I had greatly enjoyed my previous hook up with Mariana and wanted to see if things could match up to Christmas.

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? We got to her’s, and she rushed me indoors as she didn’t want her neighbors seeing me I think. I didn’t push anything, so we sat down and had a coffee. Then, she started telling me that she hadn’t been able to get our previous hookup out of her mind. Her husband had fucked her a few times since, but he had just rolled onto her, pumped away for a few minutes, and then rolled off. It now disgusted her.

We went upstairs, and I let her strip off. I laid her down, opened her legs, and ate her pussy put for a while. Like our previous time, she was not used to someone actually trying to pleasure her, and her moaning and panting was a big turn on. She came twice in quick succession, and the second was my cue to get undressed. I stripped off my work uniform whilst she laid on the bed naked and panting.

When I was naked, she slipped off the bed and knelt in front of me. She commented that my dick was much longer and thicker than her husband’s, and she had tried to imagine me fucking her when he was. I am pretty average lengthwise, but my dick is very thick. She gave me a blowjob and massaged my balls with her hand. After a few minutes of this, I couldn’t wait anymore, so I gently got her up, gave her a long deep kiss, and then spread-eagled her on the bed.

Not long after I’d started, she was on the verge of cumming again. I think the wrongness of fucking someone nearly 20 years younger than her in the bed she shared with her husband had her super horny. Soon, she was cumming, and it’s like something inside her was unlocked. She became less passive and wanted to change positions more often, especially ones she’d never tried before. She came again, and then soon after, I shot my load inside her.

We laid naked together, and then she went to get a drink and wiggled her naked self off the bed. I gave her juicy arse a hard slap, which shocked her, but I could tell she enjoyed it. By the time she was back, I was good to go again, so I grabbed her, put her on her hands and knees, and went in doggy style. Every now and then, I’d give her arse a hard slap, and she’d moan. We fucked like that for what seemed like ages before we both had huge, shuddering orgasms together.

She asked me if I wanted to stay over for a night or 2, to which I eagerly said yes. So for the next 2 days, we basically fucked each other’s brains out. I must have fucked her in every room but her kids’ bedrooms. We even banged away in her back garden late one night. I think by that point she was completely shameless and didn’t care if any of her neighbours knew.

In the mornings, she’d go make breakfast, bring it back up, and blow me whilst I was eating my toast. The best breakfast in bed I’ve ever had. Then, we’d go out and do what we needed to before returning to spend the last part of the day fucking.

On the last night, we did anal. She’d never done it before and had always denied her husband’s request, but she wanted to try it with me, even though she said she was a little scared that my thicker cock would hurt. I was as gentle as I could be, and she seemed to like it. Though, she said she was a bit sore afterward.

She was a very good lover. She was inexperienced despite being married but enjoyed trying new positions and new things. I think she enjoyed someone seeing her as a sexual person and not just a housewife.

On Sunday evening, I finally made my way home after bending Mariana over her kitchen table and fucking her one more time. I was basically spent by this point and needed a rest.

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 ended things, but she asked me if I would be interested in having a longer fling. We finished work at 12:30 in the afternoon and her kids finished school at 3, so she said we could come back to her’s and fuck for an hour or so beforehand. I agreed, and so our fling became an affair.

We never got caught, to my knowledge, but I’m sure at least some of her neighbors knew. But, they were all middle-aged housewives, so they were probably just jealous of Mariana having a younger lover. The closest we came to getting caught was when one of her kids finished school early and was knocking on the door whilst I was knocking the back out of her mom. Mariana had to rush down in a dressing gown, pretending she had been about to shower. She sent her daughter off to get some stuff from the local shop and then rushed me out. After I’d quickly finished her off, of course.

We knew we had a time limit. She eventually started feeling guilty, and I began seeing another girl from work casually. So, we ended it. I still think about her though and hope that one day she leaves her husband for someone she actually likes and can treat and fuck her the way she deserves.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, To feel more desirable

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? As far as I know, no one knows about it. I certainly didn’t tell anyone.

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The fact that she wanted more of me after we’d fucked at Christmas. I loved the thought that she’d been thinking of me when masturbating or the odd occasion her husband was plowing her.

What was the WORST thing about this hookup? I did feel bad about fucking a married woman because I know she would have felt bad about it eventually.

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? Very positive

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

Anything else you want to add about this hookup? I saw Mariana recently shopping with her husband. She was as friendly as ever, and he was as rude and unpleasant as ever, but I did smile to myself when I thought back to his wife telling me how much bigger and better my cock is as she came all over it.

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? I think people need to be more open and accepting of sex in general.

What do you think about the Casual Sex Project? Good and interesting stories.

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