While Her Family Slept



What’s your gender? Man
How old are you? 55+
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Alaska
Highest education received: Some college (not currently in college)
What’s your occupation? tech
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Famished
How many sexual partners have you had in your life (including oral sex)? 60+
How many hookup stories have you here posted before? several

While Her Family Slept

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? Friends-with-benefits

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 is a taller than average Filipina woman. She is about 5’4″, 135 lbs, and very pretty. She has silky smooth skin and long hair. She is the wife of my best friend, he set us up years ago and she and I have been fucking for 13 years now. At first, he liked to arrange it, but then he just let us do our own thing. He hasn’t had sex with her in many years other than when he shaves her clean and licks her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We planned a trip to the city. I rented an Airbnb her. Her husband and their kids were coming, and I was the driver. I had my own room in the house. We had a good day, traveling around and shopping. We settled in for the evening in the nice little place we rented. We had some beers and everyone was ready for bed. Being around her always makes me so horny though, and I couldn’t sleep. I went to my room after everyone else had gone to bed. I lay there checking some photos of her on my phone and jacking off. Just then, she texted me. her husband loves to drink hard and I am more moderate. He had crashed, so she asked me what I was doing. I told her to come to my room when she could. As I waited, I slowly rubbed my cock thinking about her. Every once in a while, she would ask me if I had cum. I told her no every time because i was saving it for her. It seemed like forever, but maybe 40 minutes later I heard the door of my room open. I was laying there naked on top of the bed hard as a rock.

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? She laid next to me and we kissed. I felt her up and stripped her naked. Her pussy was really wet and ready, but I rubbed her clit and made sure she was hotter than hot. We started making love. First, we laid on our sides facing each other and kissing, then we spooned and I poked her from behind. It felt so good and really a thrill knowing her family was all in the same house. She was in my arms with my cock thrusting deep into her. Whatever I directed her to do, she complied. At one point, I let her go down and suck me for a while. She sucked me so good. She didn’t want to do it for very long, but I pushed her to keep doing it until I was satisfied. Then, I set her on her back and raised her leg so I could slide in from the side. I also rubbed her clit with my fingers. I pushed deep into her and she started to tense. I moved quickly on top and thrust hard as she boiled over and came really hard. Her pussy squeezed me enough to bring me over and I blew my huge load into her wet pussy. It was amazing and felt so perfect. We lay together and kissed for a while before she got herself dressed and went back to her husband.

How sexually satisfying was this hookup? Very

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? well it was a wonderful day of course. the next day was a repeat but in the middle of our fucking she got worried and went back to her room, for a while, and then texted me again and i was jacking off as i waited her return, when she came back after our interruption we continued and again i filled her pussy with more of my happy sperm.
she is the best thing to happen to me because i really love that she is available for my sexual needs and her husband has basically handed her to me to keep her satisfied sexually as he is resigned to fucking her and i am her only cock.

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), Emotional intimacy, closeness, connection, Power / Dominance

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

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? You readers…you’ve read this far, right?

How would you best summarize people’s reactions about this hookup? Other

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? It was so very hot and sexy

What was the WORST thing about this hookup? I wanted to last longer

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? My mind is set, and I love casual sex.

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? Although we had been fucking for 13 years, our experiences are always different. Different locations, different risk levels, but always a thrill. I miss the days her husband liked to watch us fuck because that has its own level of thrill, but its is still nice when we do things together. She is like my second wife. I love it.

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? I think it is for some people and not others. I like to feel connected to a person when I have sex with them. Some ladies feel the energy very quickly and others it grows slowly.

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

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