Hot Sex with a Cougar



What’s your gender? Man
How old are you? 28
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England
What’s your occupation? Warehouse Op
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
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)? 32
How many hookup stories have you here posted before? 1

Hot Sex with a Cougar

How long ago did this hookup happen? 8 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? She was 31 and I was 20; she had a stunning toned body. We knew each other through work for about a year. We finally hit it off at a work Christmas party, we did lots of kissing and dancing together and she invited me back to hers. I thought that she was fit, but didn’t think she would be interested because of the age difference.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? A Christmas party at work was our first hookup. There was no planning involved; we were just dancing near each other, and then we started dancing with each other and ended up kissing.

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 back to hers and started kissing and fondling each other on the sofa before she took my pants off and started licking my cock and playing with my balls. Then she started sucking my cock, trying to fit it all into her mouth. I ended up shooting my load in her mouth and she swallowed it. We then went upstairs and I stripped her naked and pushed her into the bed and started kissing her all over, then began licking her wet pussy, getting my tongue into a rhythm over her clit. She was screaming and scratching my back, telling me to keep going before she orgasmed. I was hard again now, so I made her turn over until her arse was in the air so that I could slowly slide my cock into her soaking pussy and fuck her from behind.  I exploded deep inside her. She was very good sexually and she loved taking my cock. Not much talking was done – just passion in 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 fell asleep together and woke up in the morning, only for us to shag again. She got on top and said, “Let me control you now.”  I shot my load inside her again. I was just thinking it was a bit fun and didn’t want anything serious and she wanted that too. We see each other still, but not for anything sexual now.

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

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? I don’t know / I’m not sure

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

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? People from work who were jealous that I had managed to pull her.

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

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? Great sex with an older woman.

What was the WORST thing about this hookup? That we never had anal.

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? No

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? Nothing

What do you think about the Casual Sex Project? N/A

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