Philly Favorite

by Me here

What’s your gender? Man
How old are you? 50
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: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Law
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
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

Philly Favorite

How long ago did this hookup happen? 3 mos

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? She was small– but toned. Small breasts and a small ass– married with children. We never saw each other before.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She owned a small local food place– great coffee and baked goods. She answered some questions about the products and we kept speaking. I told her she was incredibly desirable and arousing.

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 talked and as we sat at the table, she offered to show me the local honey she sold– the apiary. I followed. As she spoke, I ran a hand through her hair slowly. She just became silent and whispered, “Don’t stop.” I touched her neck and then cupped her breasts– she responded and simply bent over.

I unbuttoned her shorts and she pulled them down– I unzipped and took her. She was soaked — and she came fast and hard on my cock. I lifted her to the table and tongue fucked her. Her scent made me crazy.

I turned her again and took her ass– hard as I slapped her cheeks. I came on her back and ass and shirt.

She said, “Wow,” and we turned and left.

I don’t know her name and never went back.

How sexually satisfying was this hookup? Somewhat

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? Bewildered. Aroused. Guilty.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), To feel more desirable, To feel more confident, Power / Dominance

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? Somewhat

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

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? I don’t know / I’m not sure

Do you regret this hookup? Somewhat

Why do you regret this hookup? Breach of trust

What was the BEST thing about this hookup? Fulfilling

What was the WORST thing about this hookup? Empty

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

All things considered, how POSITIVE was this experience? A little positive

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

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