Friend’s Mom

by S

What’s your gender? Man
How old are you? 37
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Broken Arrow
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Banking
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Open minded
How many sexual partners have you had in your life (including oral sex)? ? Quite a few
How many hookup stories have you here posted before? 0

Friend’s Mom

How long ago did this hookup happen? 7 years

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For 1 to 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 was my friends mom. She had a bit of a reputation for dating younger men, although also had a reputation for never giving any of his friends the time of day. She was about 50 looked 30 tops, fitness instuctor, and has a TON of cash as well. It was basically the one night stand equivalent of winning the lotto.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It began in a bar on new years eve. I had met her several times before because we partied at her house quite often. She had a huge back patio with the out door kitchen, two level pool, super nice house, it was a fun place. We had talked a couple of times but I had never felt any vibes. The night in question, it was actually a bit of a suprise to see her. I was at the bar with her son and the rest of our friends when she and several of her girlfriends showed. She and her friends mostly stayed on the other side of the bar at their own table while my friends and I played darts and took shots. At one point in the evening she had come over to say something to my friend at which point we saw each other and said hi. When she headed back to her table I stopped her and asked her to introduce me to her girlfriends. She said sure come with me and so we went to her table and I met her friends. We all talked for about 30 Minutes at which point I decided that I wasn’t really interested in any of her friends so I was going to go back and continue drinking with my friends. After I have been back with my friends for about 10 minutes she came over and asked if I would dance with her. We went back over near her table and by halfway through the second song she asked me if I would be able to drive her truck to her house. We snuck out so that my friends nor any of our other friends would know what we were up to. We practicality ran to her truck. We manage to behave ourselves all the way to her house but that didn’t last long once we got inside.

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? As soon as we made it inside of her house we started to kiss . We proceeded to take each others cloths off and once we were naked we took turns going down on each other. Her body was incredible I licked probably just about every inch.She was completely shaved and very wet. I licked, kissed, and sucked her pussy until she had her first orgasm. She was pretty enthusiastic about sucking me, shes definitely top 5. I had to tell her to stop sucking me so that I didn’t cum. We kissed a little more while I let myself calm down. At this point I directed her to a couch in her living room. I sat her on it and got in between her legs. I rubbed my cock on her pussy , then slowly started pushing in to her. She felt amazing. So tight and so wet. I was able to slide my whole dick in in one slow, long stroke. When I was all the way in I held myself there while we made out. As our kiss broke she said “you are so deep! God it feels so good. Please fuck me and make me cum” I started sliding in and out of her faster and faster until i was pounding her pussy. I must say I was impressed by how well she could take my cock. Pretty soon her moans got really loud and she yelled that she was cumming. She pulled her pussy off of my cock and she gushed all over me, the couch and herself. I suggested the bedroom. We got in her bed and we fucked untill I came inside of her. The craziest part of the whole thing happened the next day. Before I left, she took me up to her son’s High School bedroom, pushed me back on his bed and rode me until we both came.

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? We spent the first half of the next day hanging out and having sex. I knew it would have to be a one time thing. Neither of us ever wanted my friend /her son to find out. I couldn’t even tell my friends about the baddest ass hookup ever. I tell the story to some people now and I still make sure to never say her name.

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? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? Didnt tell a soul for a long time, never have told any of my friends in that group what happened.

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

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? The entire thing was amazing. She was hot, good in bed, and had sex with me in her sons old room. Jackpot.

What was the WORST thing about this hookup? Not being able to tell my friends. I would listen to them talk about how hot she was and what they would do to her, and just laugh to my self.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not at all. Ive always been an open, sexual person.

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? When I look back, Im still amazed that it actually happened

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? In the times of my life when I have been single, I have slept around a lot. Dont even know how many girls that I have been with. As long as everyone involved treats everyone with respect, its good clean fun.

What do you think about the Casual Sex Project? I love reading others stories. This is a really cool site.be

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