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What’s your gender? Man
How old are you? 53
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: High school diploma
What’s your occupation? Education
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30
How many hookup stories have you here posted before? 0

Older FWB

How long ago did this hookup happen? 2005-2016

What was your relationship status at the time? Engaged/Married (monogamous)

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 23 years my senior and very beautiful European woman. Blond hair, blue eyes and beautiful skin.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I met her outside her home and we started to talk. She invited me over for coffee the next day. After a few months of friendly visits, she gradually became friendlier and friendlier. Watching TV on her bed one day, she asked me if I was happily married. After years of once a month sex, I replied “I guess”. She then pulled me close and tongue kissed me. I was shocked, but very excited. After a few minutes of this, she started rubbing my swollen cock through my pants and then unzipped me. She went right down on me and gave me a fantastic blowjob. I was in shock, as she was 65 at the time, but her fantastic skills quickly melted the age difference. She was still beautiful and looked younger and in a few minutes, I was ready to cum. We hadn’t discussed anything, so I figured I just make a lot of noise and she’d know I was close. When I did, she started moaning, and that set me off. I had a fantastic orgasm and she swallowed it all. I was shaking because it was so exciting it was almost violent and I’d never cheated on my wife before. She just smiled at me and said “You’re delicious”

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? This started a decade long affair. Usually I got to see her 3-4 times a month. Every single visit ended with sex of some kind, usually oral. She was a total freak for swallowing cum and the only woman I’ve ever been with who would orgasm as I was cumming in her mouth. She was without a doubt one of the most sexual women I’ve ever met and the only one who made me cum every time I was with her. She would cum time and time again as I gave her head and wouldn’t stop until she was exhausted. She never minded I was married and I think may have preferred it due to the age difference. She quickly made me her fuck toy. She indulged my foot fetish, which the wife never would. Any fantasy I had was on the menu. She loved for me to jerk off into her mouth. There was no mistaking who was in charge in the bedroom and every incident started the same way – her climbing on top of me, holding my wrists down and kissing me like she was going to devour me. She would suck my tongue almost out of my mouth. Once she went down on me and looked up at me as she rubbed KY on her finger. “Have you ever had your ass fingered?” , she asked. “No” I said. “You’re gonna” she said as she smiled at me. It was the most powerful orgasm I’d ever had. She was also the only woman who’s ever rimmed me and drove me nuts doing it. She was fine with the arrangement for years until a few months ago. She told me she really cared for me and it was getting painful seeing me leave and knowing we’d never be together. Also, her age started to figure in. She was 76 the last time I was with her and a new job really crimped my ability to visit. She insisted we remain close and still are, but she said the sex would stop. We still talk a few times a month and if she ever wants me again, all she’d have to do is say so. I’ve never had a woman have such power over me. She was a fantastic lover.

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? She must have sensed it, because early on she asked if I felt guilty. I said yes and she’d just smile and shake her head – “You Americans. So hooked up on sex…” She told me she had no intention of disrupting my marriage and we were just too friends who were close enough to please each other sexually.

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), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, Submission / Relinquishing power

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? I’ve never told a soul.

Did you get emotionally hurt as a result of this hookup? A little bit

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? Mind blowing sex with a woman old enough to be my mother.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I’d do it again I I could.

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

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

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? Sometimes it’s just what one needs.

What do you think about the Casual Sex Project? Love it.

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