The Older Brother Of My Daughter’s Boyfriend



What’s your gender? Woman
How old are you? 42
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Illinois
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Financial Services
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Spiritual, not religious
How religious are you? Not at all
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 12
How many hookup stories have you here posted before? 0

The Older Brother Of My Daughter’s Boyfriend

How long ago did this hookup happen? 3 months ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a month

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? He is 31 and handsome. A well educated strong, sweet, kind black man. He is the older brother of my daughter’s boyfriend. When he was around he was always polite and helpful.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He came over to my house to meet his brother and my daughter. They were driving back from another city and got delayed. He and I went out by the pool to talk and enjoy the pretty weather that day.

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? It all began with a shoulder rub I loved his touch. He then kissed my neck and told me how good I smell and how soft my skin is. I could feel my body reacting to him as my nipples got very firm and I was very wet. I started caressing him as he kissed my neck and my hand found his hardness through his shorts. I lead him to my bedroom where I took of his shirt and shorts. He quickly undressed me as I went to my knees to give him great head! Working him intently, I massaged his balls feeling his first explosion welling up. He moaned loudly and came in my mouth and on my face and chest. I stood and he kissed me and put me on my back on the bed. He climbed on top of me and I could feel his hardness at the opening of my love. I wrapped my legs around him and pushed my hips to get him inside of me. I fucked and milked this prince for almost two hours.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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? He left me desiring more. I do not feel guilty my husband ignores me.

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? 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? I have not told a soul.

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? To be desired by such a handsome and sexy man.

What was the WORST thing about this hookup? That I did not have a whole weekend of him to myself.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really at all.

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

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

Anything else you want to add about this hookup? We are talking via text often and planning another time together.

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? It is a great forum!

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