by

What’s your gender? Man
How old are you? 57
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? Engineer
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? High sex drive
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? 0

Sex With My Dream Woman

How long ago did this hookup happen? 7 year 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 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? I’d been house sharing with this woman for nearly two years prior to this experience. When I first met her I was instantly attracted to her, but I was going out with someone else at the time. There was a chemistry between us from the moment we met. It helped that she was tall, slim and had a perfect figure with 36DD breasts (I found out her size later).
Even though I carried on going out with my girlfriend, I couldn’t help but think about my gorgeous housemate all the time. She was a real dream and I used to think about her all the time but didn’t think I would ever have her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Eventually, I parted from my original girlfriend. One day, my housemate and I were sitting together watching the TV. We had talked about getting together, but she was only looking for a friends-with-benefits relationship. She moved up close to me and I put my arm around her and gently caressed her arm as we watched the program together.
After about 20 minutes of this, I started to gently rub her nipple and she started to breathe heavily. This was a real turn on for both of us.
A few minutes later, she silently got up, grabbed my hand and led me into my bedroom. We both undressed separately and I slid under the covers and waited for her to slip in with me. I started to caress her and she reached down and took hold of my super hard dick. She told me that I was really big which gave my ego a nice lift.
After rubbing my dick for a while she wanted me inside her. She laid back, opened her legs. and parted her labia with her hand. I took my wet dick and rubbed it up and down the slit around her vagina and spread my precum all over her lips, then I slowly slid inside her. She was extremely tight and it took some time to get inside her. Once inside, I was in her vice-like grip. It was awesome to be fucking such a stunning looking woman. It didn’t take me long to cum as I took her in the missionary position. After a short recovery time, I took her from behind and the sight of my dick sliding in and out of her pussy with her beautiful figure underneath me is something I will never forget! After another rest period, she lay flat on her stomach with her legs together and I slid my rock hard dick inside her again. In this position, she was super tight, but the feeling was amazing. I could have carried on all night but she went to sleep afterward.

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? There was no oral sex, but we had sex in various positions.
It wasn’t very intimate as she only wanted an FWB relationship. She was just after the sex.
We had that relationship for a few months and then we parted company.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? No

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 great. I’d just made love to the most stunning looking woman.

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, Attraction to partner(s), Hoping or expecting it would lead to something more

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? I told a close male friend.
He was really impressed as he knew 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? That I’d had sex with a woman who was a real stunner. She looked like a Hollywood actress.

What was the WORST thing about this hookup? She was a bit cold emotionally.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I realized I could have any woman I wanted. I had lacked confidence before I’d met her.

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 also made me realize that I had a long and very girthy dick. I’d not known that before.

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? Casual sex can be fun.

What do you think about the Casual Sex Project? Interesting to read how people meet.

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