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What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? New York City
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (open)
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 22
How many hookup stories have you here posted before? 0

A Cuckold Enjoys Watching His Wife Have an MFM Threesome

How long ago did this hookup happen? A month ago.

What was your relationship status at the time? Engaged/Married (open)

How would you best classify this hookup? Group sex

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? My wife, Erica, whom I’ve been with for 8 years, who is 5’8″, skinny and a brunette. Our friends, Matt and Dave (everyone’s names have been changed for the story). Matt is about 6’1″, with a full head of brown hair, the build of a swimmer, and an above average endowment. Dave is 5’11”, of average build, with brown hair, and an average endowment. I’m 5’11”, my wife would describe me as attractive, I have an average build and a slightly below average endowment.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Erica and I had talked about having an open relationship for several years. Often we discuss fantasies in the bedroom as a way of spicing things up. She had told me of some of her hotter casual hookups, such as hot sex she had with attractive guys before we met, and a couple threesomes she had with two guys in college. While I had had my fair share of sexual escapades, she had more experience in the bedroom than me. In a way, it made me jealous, but also very turned on.

After a while of discussing our fantasies, I brought up the idea of cuckolding with Erica. She seemed sheepish to the idea at first, almost reluctant, but when we talked about fantasies while having sex, I could tell she was turned on by it with how wet she would get when we talked about me watching her. We purchased a chastity cage and she would keep me locked up for short periods, such as a few hours before she got home, or at times when she went out for an evening with friends – she would keep the keys to the device while I remained locked up. After a while, we finally made the plunge and signed up for a couple of swinging websites.

After trying to meet people online for a while, we had a couple busts with guys with a couple flakes, but then she met Matt. Matt was a good looking guy in his late 20s, who was athletic, attractive and well hung. While my wife has always maintained that “size doesn’t matter” with me and that she enjoys me fucking her, my 4.5″ cock was small by comparison to Matt, who was at least 7″ and much thicker than me, a fact that we all noticed in the bedroom. Things clicked with Matt and we had him over 3-4 times a month to fuck Erica. She would have sex with him while I remained locked in chastity. Sometimes she’d let me go down on her or kiss her feet and toes before Matt came over, but once he was over, she was all his. Often times, she would either let Matt cum in her mouth, or even in her pussy. In 8 years of being with her, Erica has let me cum in her mouth twice and she didn’t seem to like it. With Matt, however, he had a bit of a dominant side and she seemed eager to please.

One night, Erica and Matt were sexting and she brought up the idea of having a threesome. That’s where Dave came into the picture. She discussed the idea of wanting to have a threesome with two guys and Matt mentioned that he had a friend Dave who would likely be up for this. Erica and Matt planned to have a threesome later that week on the weekend. All week, we talked about how hot it would be to watch her have a threesome. I had never had a threesome and wanted to have one one day, but embracing my new role as a cuck, was turned on by the idea of watching her.

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? The weekend finally came and we set up our meeting for Saturday evening. Erica had me help pick out a dress and toenail color that day. It was summer, so she ultimately picked a black sundress, blue toenail polish, and bright red flats. It was a fairly tame outfit, but she looked so attractive. We were talking about what awaited us later that night and she sat on my face and had me get her off.

Then the time came, Matt and Dave arrived. After a few minutes of small talk with Dave, we all moved to the bedroom. She immediately got undressed and undid Matt and Dave’s shorts. She instructed me to get naked as well so they could see me locked in chastity, and sit in the corner. Dave seemed a little surprised by this, but Matt reassured him that we all agreed to my role and that it was a lifestyle that Erica and I were into.

Erica, laying between the two, started by trading turns jacking one of them off while going down on the other. At full erection, Erica couldn’t completely deepthroat Matt or Dave. Dave was not as big as Matt, but he had at least an inch on my cock. After getting them hard, she got on all fours. Matt entered her from behind doggy style, while she continued to blow Dave. After a few minutes, they traded places. With lots of lube, Dave began to finger her asshole while he fucked her doggy style. Turned on, Dave asked her if it’d be ok if he fucked her ass. She happily obliged.

Dave entered her ass slowly, but surely. After a couple minutes, he was fully in her ass and thrusting into her. As Dave fucked her ass, she had trouble focusing on Matt as well. That’s when Matt proposed the idea of double penetration. This was completely new to her. While Erica had had threesomes in college with a couple guys, she didn’t get into anal until many years later. She seemed hesitant to Matt’s request at first, but he assured her they would take it slow. Erica then climbed up on Matt, grabbed his cock and slid it into her. Meanwhile, Dave moved back behind her and slowly entered her ass. After a minute or so of everyone getting adjusted, they found a rhythm. While she was turned on, she mentioned that taking both of their cocks was making her sore and she didn’t know how long she had left. After a couple minutes Dave pulled out of her ass and came on her back. At that point, she suggested to Matt that her pussy was sore and started going down on him. He came quickly in her mouth and she swallowed.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? Matt and Dave didn’t stick around for too long and actually left shortly after. She thanked them for the wonderful evening with them and had me thank them too for giving me such pleasure. Something we discovered while hooking up with Matt before was my desire for humiliation and thanking him was just one way of acting that out.

She seemed pretty drained after the evening and went to bed fairly early. The next morning we laid in bed together kissing and talking about the last night and what turned her on. She unlocked me from chastity and began jerking me off. I told her that liked being locked up while she had mind-blowing sex, and she said she liked it too. I came after just a few minutes of her jerking me off.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant, Discussed STI testing history

What were your motives for this hookup? Emotional intimacy, closeness, connection, Submission / Relinquishing power

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? We have not discussed this with anyone who didn’t participate that evening.

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? Being submissive to my wife and two other men, while also getting to watch my wife enjoy a sexual experience, including some things she had never done before.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? My wife and I are as close as ever, and fully enjoying cuckolding, or our half-open relationship. I look forward to more encounters like this in the future.

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 am ok with casual sex. I wish society as a whole was more open with casual sex and it was more acceptable for people to accept open relationships.

What do you think about the Casual Sex Project? It’s a fascinating chance to look at other people’s sexual experiences and what they enjoy or may not enjoy.

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