by Do I Really Gotta?

Gender: Male
Age: 42
Race/ethnicity: White
Current location: TX
Highest education received: College degree (eg., BA, BS)
Occupation: Engineer
Relationship status: Married
Religious affiliation: Unitarian?
How religious are you? Somewhat
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? My open marriage is now closed, and I’m not happy about it.
How many sexual partners have you had in your life (including oral sex)? 30-ish
How many hookup stories have you here posted before? 6

First Time With a Married Chick

How long ago did this hookup happen? 1993

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? She was visibly pregnant. Average height, pregnancy tits, cute little butt. Brunette. I can’t remember her name. We met at a party thrown by my best friend and “D” (from my previous post). I thought she was cute and spent most of the night hitting on her. “D” also mentioned that she “heard” i was hung like a horse.
She was unhappy in her marriage, and pissed that he knocked her up one night while she slept. He had cheated on her and she wanted revenge.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Because the pregnancy was unwanted, she was drinking at the party we were at. We spent some time together in the hot tub with a bunch of friends earlier in the evening, I think she noticed my boner while sitting near her in the water. (Did I mention she had nice tits?)
She followed us back to my friends apartment (she lived somewhere in the complex).

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? My friends went to bed (“D”‘s kids were long since past out) and we spent some time kissing on the love seat listening to some tunes.
She stuck her hand in my bathing suit (she had already went home and changed into street clothes) and grabbed my cock. I lifted her shirt and began to suck her titties after fumbling with her bra. She asked me if I was gonna fuck her or not. I got the hint and took off her pants and underwear. I only had time to glimpse her snatch before she was grabbing my dick and trying to stick it in. I pulled back for a minute and finger banged her for a few minutes then asked her if she was sure she wanted to cheat. “What do you think?” was all the response I needed. I got a condom out of my wallet and put if on and proceeded to fuck the hell out of her on the love seat with the lights on. When she started to get noisy, I grabbed a pillow and put it over her face. This only turned her on more. I worried the kids might wake up and walk in on us, but no one did.

Did you have an orgasm? Did your partner(s)? I did. Pretty sure she did, but how can a guy be sure?

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I wore a condom and she was already preggers.

What were your REASONS for having this hookup? I’m a flirt, she was willing.

Were alcohol or drugs involved? If so, how much? Some alcohol, a little weed.

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? I offered to walk her home, but she wouldn’t let me.
We kissed again before we went our separate ways. I thanked her for the fantastic fuck, she giggled and began the walk of shame back to her apartment.
I never saw her again.

To whom did you talk about the hookup? How did they react? My friends and a few others in the complex knew what was going on. My friends were all for me getting some strange, and thankful I didn’t break the furniture haha.

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

Do you regret this hookup? If so, why? Only thing I could possibly regret was that she was drinking and smoking while pregnant. Like I somehow enabled it.

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? Best: Unplanned sex with a glowing mommy-to-be and no strings attached.
Worst: I can’t remember her name and I don’t know what happened to her afterward.

This encounter only strengthened my love for casual sex.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup or anything else? At the time I really didn’t care about her drinking and smoking, now it really bothers me. That poor child.

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