What’s your gender? Man
How old are you? 44
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 35
How many hookup stories have you here posted before? None

First MFM

How long ago did this hookup happen? 2 years

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than 6 months

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? Kevin and Karen were my age, both good looking and basically the average couple next door. I had met Karen online and had met her once before at her home. She was on a casual dating site and mentioned she was looking for a threesome with her husband. There was no intercourse during that meeting (I didn’t have a condom) but there was some very intimate touching and kissing.

I had never met Kevin prior to this night. I felt comfortable with Karen and was looking forward to meeting Kevin but felt a little intimidated not knowing what to expect from him.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Karen and I planned a date for when they were available and I did not have anyone home (kids were gone for a weekend and my significant other lived in another town). We both expressed the desire to meet again, with her husband this time, so it was definitely a planned encounter.

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? Karen and Kevin arrived at my home that evening after I already had a couple of drinks. I was nervous and wanted to cut the tension a bit. Karen gave me a hug and Kevin shook my hand over introductions. I was glad to find that he actually seemed a lot like me and I no longer felt as intimidated. I offered drinks and they both declined. I quickly drank another beer as we stood in my kitchen over small talk when Kevin said: “If we don’t get to this it will never happen”. With that, he walked to the living room while his wife followed. They both sat on a couch and I sat down next to Karen. She gave her husband a quick kiss then turned to me putting her hand on my knee and kissed me. When she turned to kiss him I could see she had her hand on his crotch. While they kissed I began to touch Karen’s breasts through her shirt and she let out a little moan. She began rubbing both of our crotches as she took turns kissing us and pretty soon her blouse was partly unbuttoned. I slid my hand inside her bra and cupped her breast while I rubbed her nipple. After a while Karen got on her knees and Kevin stood up pulling his cock out. He was average sized but slightly curved and was hard. Karen looked at my shorts and unbuttoned them taking out my already hard cock and started to suck it while she looked up at me. She reached out and began stroking Kevin’s cock. When she took him in her mouth she stroked me and went back and forth. Eventually, she had both of our rock hard dicks in her face and went back and forth taking them deep in her throat. When Karen stood up looking eager to please I asked if they wanted to move somewhere more comfortable. We moved upstairs to my bedroom and when we got there I started to unbutton the rest of Karen’s top exposing a lacy black bra. I kissed Karen down her neck to her chest and then dropped to my knees to unbutton her shorts. I kissed her stomach and rubbed the inside of her thigh as Kevin had already undressed and began kissing her. When I stood up she removed my shirt and took off my shorts. While she stood in between us taking turns kissing us, I unbuttoned her bra and began to suck on her hard nipples. She again dropped to her knees and began sucking off both of us. After a while, Kevin said, “Your house, you get her first.” With that, I laid Karen back on my bed and kissed her as I began to rub her through her lace panties. She was already soaked so I slowly pulled her panties off exposing her entire beautiful naked body. I grabbed a condom from the nightstand and pulled it on. Then climbing back on top of her, she willingly spread her legs as I slowly penetrated until the whole length of my cock was deep inside her. She lay sideways across the bed and Kevin went to the other side as I began slowly fucking her. She reached back to grab Kevin’s cock and he put it in her mouth. After fucking like this for about 5 minutes I needed to change positions or I was going to cum watching someone get fucked and suck a cock for the first time. Karen got on her knees and I took her from behind while she continued to suck Kevin. We fell into a great rhythm and as the pace got quicker I fucked her as hard as I could. Watching Kevin grab her hair and shove his cock down her throat while she creamed over the long shaft of my cock sliding in and out was too much and I started to cum like never before. When I pulled out she quickly turned around and Kevin sunk his cock into her and began fucking her doggy and slapping her ass. I laid down on the bed and began playing with Karen’s breast’s while kissing her. It didn’t take long to get hard again so I got on my knees and began to feed Karen my cock. Kevin enjoyed slapping her ass and watching her devour my cock. We took turns with Karen like this and we both came several times over the night.

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? When we were finally done fucking we laid there for a long time chatting like nothing carnal had just taken place. We eventually all got dressed. Karen gave me a long deep kiss at my front door as they left for the night. The next day I felt great and craved having this experience again.

I had the opportunity to see Karen several more times. On one occasion we fucked in the back seat of my car because I had a full house after we went out for drinks. The neighbors could clearly see the car out of their kitchen window and I think they were having a party at their house. On another occasio,n Karen came over and we sent pictures to Kevin of her on her knees sucking my cock before I fucked her in my bed.

We still haven’t had another threesome but chat on occasion. Hopefully, it will work out again someday…

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

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting

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? 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 spoke to one female friend about it. She seemed startled that I would ever do anything like this. I was hoping she might find it interesting but she said she could never be with two men.

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? Everything was amazing. Watching and participating and satisfying a woman this way was much better than I even anticipated it would be.

What was the WORST thing about this hookup? Nothing I would say was the worst. I do wish Karen was willing to receive oral as I really wanted to go down on her. I did feel a little guilt about my current relationship but this is nothing that I could experience with my girlfriend at the time who is now my wife.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I feel much more confident sexually. I have been comfortable with casual sex in the past but this has really opened up my mind to different possibilities.

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

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

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 wish my wife was open to sharing our own sexuality this way. It is hard for me to stay monogamous even though I do love my spouse. I’d much rather be open and play with her.

What do you think about the Casual Sex Project? Excellent form. I enjoy the stories.

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