Came on Sister-in-Law’s Tits

by maineiac

What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Some college (not currently in college)
What’s your occupation? Laborer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
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)? 20+
How many hookup stories have you here posted before? 0

Came on Sister-in-Law’s Tits

How long ago did this hookup happen? 11 years ago

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? For more than 3 years

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’s has a very similar build/look to the pornstar Brandy Talore. She’s my wife’s younger sister. I had known her for about 7 years prior to this event.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It happened in my living room. My wife was working and I had made plans with some friends. She came over to baby sit. I had been flirting with her for a few years, so she knew I was attracted to her. Prior to showing up, I had talked to her and requested that she wear a tank top for me. She has beautiful 38DD breasts. She showed up with a black tank top on, and her tits were pouring out of it.

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? I had asked her if she would remove her bra. To my surprise she actually did. I got rock hard almost instantly. I walked over to her, pulled up her shirt, straddling her. I proceeded to jerk off while she pressed her tits together. After a few minutes of jerking, rubbing, and titty fucking, I shot a huge load on them.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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? I felt closer to her. We’ve messed around since, but never vaginal sex. It was one of the hottest sexual experiences of my life.

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)

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? Somewhat

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Nobody

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? 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? How naughty it was

What was the WORST thing about this hookup? It doesn’t happen more often

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? Fairly positive

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

Anything else you want to add about this hookup? I still jerk off thinking about this all these years later.

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? N/A

What do you think about the Casual Sex Project? Like it

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