by Handsome Exec Virginia

Gender: Male
Age: 47
Race/ethnicity: White
Current location: Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Sr VP
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 130+
How many hookup stories have you here posted before? 3

Playground Blowjob

How long ago did this hookup happen? 2 weeks

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One-night stand

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 “Tina” on Craigslist. I was always curious what was there. Being married, I’m seeking some variety but I quickly found out CL is not for me. But I did exchange emails and texts with Tina. We met in a public place for a quick meet and greet. I found her attractive but heavier than I was used to. Due to her work and living arrangements and my schedule and married life we discovered it would not be easy to get together. But we stayed in touch.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One night, while my wife was out of town, I texted her. She eagerly responded and after some back and forth we agreed to meet at a local playground since neither of us wanted to use our respective residences. We met long after everyone was out. We parked and took a walk.

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? Throughout the walk she was looking for a place for us to hook up. First we made out passionately under monkey bars. Then benches. Finally, we found a covered tube (the kind kids play in) and laid down together, kissing. She eventually unzipped my pants, I unhooked her bra and for a while we were just exploring. She then moved down and put my erect penis in her mouth. It was the most incredible blow job I’ve had in a while. She said it was her talent. She kept going until I came into her mouth. She swallowed.

Did you have an orgasm? Did your partner(s)? I did  yes. I didn’t have a chance to give her one. She later revealed she just wanted to blow me.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None.

What were your REASONS for having this hookup? Something different, out of my element. Something random.

Were alcohol or drugs involved? If so, how much? No.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We’ve stayed in touch via text. But she was just looking to give oral so I probably won’t see her again.

To whom did you talk about the hookup? How did they react? No one.

Was this a consensual and/or wanted experience for you? For your partner? Yes.

Do you regret this hookup? If so, why? Not at all.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The “bad boy” in me came out. I’m normally professional, clean cut. This was different. It made me realize that online ads do work, even though several I met online turned out to be not attractive and hence a no-go.

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

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

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