by HandsomeExec

What’s your gender? Man
How old are you? 47
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia, USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Senior VP
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
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)? 138
How many hookup stories have you here posted before? 7

The reclusive ex-model

How long ago did this hookup happen? 2 Weeks

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

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? This is a little strange but it ended up being an unreal sexual experience. Through an online forum I learned of this ex-model who lives in the middle of nowhere and has been in touch with handsome executive types like me to have sex with. I thought it was too good to be true until I reached out to “Kathy” and introduced myself. We exchanged emails and even Skyped until I felt comfortable with her needs. She lives alone for family reasons in the middle of nowhere in a Southern state. From our video chats I could tell she was gorgeous with a face fit for a magazine cover, well educated and a lot of fun. A few weeks later I told her I would be coming by her area on the way to a business meeting. We agreed to connect — she invited me to dinner at her place.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was hard to find her secluded house. I arrived at dusk and so I was met by her silhouette — a dreamy, nearly 6-foot-tall, slender beauty with legs to die for. We exchanged pleasantries and enjoyed a candelit dinner of salmon. She explained that she’s originally from NYC and is here for family reasons. With no car she relies on the Internet to meet men and shop for the stylish clothes she used to model. She told me she was a fashion runway and print model for a few years and showed me her work. I can see why she was sought after. Even now in her 30s she looked very striking — the kind of head-turner you might see walking in Manhattan. Beautiful face, nice-sized bust and those killer legs and ass. During dinner I became aroused at what to expect. After dinner she welcomed me to the couch and we cuddled and shared wine. She sang for me — she’s recorded some music — and we talked some more. Eventually I leaned in to kiss her — and it was off to the races.

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 made out for some time, and I slowly undressed her incredible, model-like body. First, the perky breasts, the flat stomach and eventually I pulled down her mini skirt to reveal a shaved pussy but also a world-class ass you only see in magazines (without Photoshop). She went down on me for a bit but declined for me to do the same as she was finishing her period. She led me to her mirrored bedroom where we practiced a number of positions. I will never forget, while she was riding me, feeling her awesome ass, stroking her perfectly toned body, and seeing that angelic face showing expressions of pleasure as my large cock dug deep inside her. I finally came while doggy style. That beautiful butt was too much to bear!

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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 hung out a bit and I had to hit the road for my meetings. We talked a bit and she almost apologized to say that she can’t meet men so she has some trusted friends to bring men to her. She said she has had “many, many” partners.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), To cheer myself up, Making new friends

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? No one.

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? The fact that I slept with a former model who sought me out.

What was the WORST thing about this hookup? I am married, so there’s that.

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? To me casual sex isn’t about emotions. It’s about physical need and variety

What do you think about the Casual Sex Project? Great work!

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

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