What’s your gender? Man
How old are you? 54
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: Some college (not currently in college)
What’s your occupation? Lecturer
What’s your current relationship status? Single
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)? 8
How many hookup stories have you here posted before? 0

Desperate Sex After a Stressful Separation

How long ago did this hookup happen? 6 years

What was your relationship status at the time? Just seperated

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? I met her online on a well-known dating website. We met up at her house after chatting online for a short while. She was 39 years old and I was 48 at the time. She had an attractive face and was tall, a few extra pounds, blonde but had the largest most juicy looking breasts I have ever seen – they were 38DDs!!!! Yummy yummy!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She sent me a message saying “Hi” on the website I talked about before. We chatted and flirted a bit, then I asked her why she was attracted to me hoping that could lead onto sexual things. When she said that I had very sexy eyes I knew that she wanted me, so I asked her if she wanted to meet up – so I ended up getting her phone number and address! One hour later I was at her front door!

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? She took me up to her flat, and we sat on her couch chatting in general mostly flirting and discussing how quickly we had ended up together! This went on for about half an hour as we were getting to know each other. Eventually whilst we were chatting she slowly started rubbing her hand gently up and down my thigh. I was getting very excited by this stage because of the anticipation of having sex with her. I was extremely wet with precum by this time.
After we finished our coffees she took me into her bedroom and we stripped naked together. And we started kissing and caressing each other at first. She was very passionate and I was very excited as I’d not had sex for a very long time. The funny thing was; even though I was very excited I couldn’t get fully hard. This was because of a very stressful mostly sex free last 3 or four years of marriage. Anyway, we passionately embraced and I started to caress her breasts which really turned her on, then slowly I moved my hand down to her plump labia. She had a very nice pussy and my fingers played with it until I eventually gave her oral sex. I got her to cum with my tongue after about 20 minutes. Then I lay her back on the bed and entered inside her and we fucked with me on top. After a few minutes I came inside her. It was so good! We didn’t take any precautions so we were skin on skin.
When I was waiting to get hard again I started playing with her nipples by sucking on one and rolling the other between finger and thumb. She was loving that and amazingly after about 10 or 15 minutes of that she had an orgasm! She is the only girl who has ever orgasmed just by touching her breasts!
Once I got hard again (or 3/4 hard as it really was) we had sex again, this time in the doggy position. It was great watching her huge breasts jiggle as I thrusted inside her. After this she sucked my cock for a while and we had sex again. We did this all night and I must have fucked her about 6 or 7 times, but my cock started to let me down towards the end, by getting a little limper each time we tried. We slept after our last sex session that ended round about 5 in the morning.
When we woke we had sex again then had breakfast together.
What a night!

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 both knew it was a one night stand but we continued to sext each other every now and then.

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, Revenge / Getting even

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? Just to a personal male friend. He understood what I had done and was happy I’d done it.

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? It reinvigorated me after a very dry sexual desert period.

What was the WORST thing about this hookup? I’ve lost her contact details!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I think it has. I’m more likely to do it in the future as a result.

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? It was a great ego boost to have fucked a girl 9 years younger than me.

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’d rather not have had to do it really as I tried to work in my marriage. This next statement might sound a contradiction: casual sex is killing society, but I enjoyed my one night stand.

What do you think about the Casual Sex Project? Its a good idea. I’ve enjoyed reading some of the stories too!

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

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