Best Threesome Stories
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Best Threesome Stories
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Elizabeth Bacharach
Elizabeth Bacharach is the Assistant Editor at Women’s Health where she writes and edits content about mental and physical health, food and nutrition, sexual health, and lifestyle trends across WomensHealthMag.com and the print magazine.
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One's company, two's a crowd, and three's a party.
Here, nine women reveal their jaw-dropping threesome confessions that prove three is anything but crowded.
1. "It was one guy and two girls. They were a married couple, and I was best friends with them both . We had talked about it happening several times before, but never actually did it. The night it happened we were all drinking with several friends and somehow just wound up in the bedroom. Myself and the other girl were wearing onesies and he undressed us and then started kissing us. He started having sex with me first and then her. I was a little hesitant to initiate things since they were married and I didn't want to upset her. At one point I went down on her while he had sex with me doggy style, and then she went down on me while he did the same to her. She got on top of him and I sat on his face. It actually flowed pretty well and nothing was weird the next day." — Lucy, 28
2. "A guy friend of mine had the great idea for us to visit a swinger's club. He'd been before and I was curious, so I went with it. Initially we had sex in a private room, just to get it out of the way. (It was our first time having sex together). After that, we checked out other couples in private rooms. We found a couple who allowed us to watch. My friend was so turned on and I was really into it so I asked, 'Can I play?' The other guy was completely into it. So as his female companion was going down on him I joined in. The girl was kind of cute and I asked her if she'd be ok if I touched her. She was into it and I went for it! She continued with her guy and I began focusing on her. I fondled her breasts, but they weren't too big so I lost interest and went lower. At this point it was go big or go home, so I just dove in head first and began licking her vagina. The next thing I know, my friend was banging me from behind. He's a bit on the small side so he was really thrusting and my teeth ended up hitting the girl's vagina. It was awkward but made for an interesting start of our night. " — Kendal, 27
3. "I was backpacking alone for a few weeks when I was 21 and started off my journey in Lisbon, Portugal. The first night at my hostel I made friends with three Australian guys. Their tans and hot accents drew me in immediately. That night I made a connection with two of them named John* and Steve*. We drank a ton of one-euro beers and free sangria and decided to all go on a wild pub crawl. At the last bar, John and I started making out. Then five minutes later, he turned me around where I saw Steve, and then Steve and I started making out. By then we all knew what was about to happen and we hurried back to the hostel. The whole time, all I was thinking was, 'This is perfect, two hot Aussies that I will probably never see again, let's do this!' We got back to the hostel, went right to the girl's bathroom and started in the shower, where I bent over and John took me from behind while Steve was in front of me. All soaking wet, we moved to a bench in the middle of the room, and John and Phil took turns switching from both sides as I laid on the bench. We completely destroyed the bathroom, water everywhere, clothes everywhere soaking wet, and the bench moved to the opposite side of the room . I woke up the next morning with a sense of accomplishment, but at the same time, I was very okay to never see the them again. But of course, a few weeks later in Lagos, I was waiting for my bus to take me to Madrid and I ran into John and Phil with two of their friends. Note to self: when you backpack, you realize how small the world is. Thankfully it was not an awkward encounter. I haven't seen them since, and hope not to. I had a memorable first night in Portugal and now it's just a great story to add to the books." — Mackenzie, 23
4. "Can I talk about a FOURSOME? It was my current boyfriend and I and one other couple. They're pretty much known to be sex genies at parties (they have participated in multiple other threesomes/foursomes), and they can somehow convince ANYONE to go along with it. I remember it being pretty hot at first, especially since our boyfriends were so into it and willing to do anything we asked. The best part was them trading off going down on me because the variety was absolutely great and not boring. Everything was all fine and dandy until I heard the other girl giving my boyfriend a blow job. It really got to me. So I tried tapping her shoulder so she and I could trade off. She wasn't having it. I sat there pouty for a good thirty seconds until they caught on. This was my first multiple-partner sexual experience and it hasn't been my last. So I am all for it when you're not in a serious relationship with anyone involved." — Bri, 22
5 . "I was talking to a guy on Tinder, we exchanged numbers and started talking. I arranged to go over to his place — 'Netflix and chill' style — and his equally attractive housemate just happened to join us watching the movie. We all had a laugh and a couple of drinks and then we all ended up in one of their rooms. They each took turns taking my clothes off, while I undressed both of them in turn. They took turns having sex with me while I gave the other a blow job. It was pretty hot. I stayed with the one I was originally talking to afterwards and had some extra fun with him afterwards too…" — Leah, 22
6. "I had a threesome with my best girl friend and the guy I lost my virginity to. It was the 4th of July and this guy had been asking me about it forever. So my friend and I were just like, 'What the hell! He should come over.' So we had a threesome in my bed, and it was so hot that he was dripping sweat all over the both of us. I made fun of him the whole time to take my edge off, and I definitely could not watch them have sex. It wasn't on my bucket list, but now it is definitely off!" — Abigail, 21
7. "I was studying abroad in Ireland and I was out at a bar one Saturday night. I had a lot to drink to the point where I stole a bottle of vodka from the bar and started to walk around with it. I was convinced that the bartender just gave it to me but the bouncer did not entertain this theory. After I begged the bouncer to allow me to stay, a really cute Irish boy began talking to me and we were hitting it off. His other really cute guy friend came over and also began to flirt. Considering the only person I went out with that night was a lesbian, I had them both to myself. I asked them both to come back to my apartment. On the walk, I asked if they wanted to hook up with me. They agreed and we got started immediately. I made out with both of them. They were not paying any attention to each other: one was inside of me while I gave the other a BJ. It was totally uncomfortable and strained my neck. They switched as I stayed in the same position. When I had had enough of the hard work that I was taking part in, I told them to stop because I needed to go to the bathroom. When I came back to my bedroom, they were both gone. Relieved, I slept like a baby. Never again." — Kayla, 26
8. "It was my roommate's boyfriend's birthday. We took him out to dinner, totally casual. There was no talk of anything sexual happening that night. We went back to our place for more drinks. So we were all feeling pretty good when my roommate started making out with her boyfriend. Then me. Then it was me and her boyfriend. Things got crazy and we moved to the bedroom. Now at this point we were having a full-blown threesome in her bed. We all suddenly stopped when we heard banging at the front door. It was my date that I forgot about. We convinced him to leave. Her boyfriend threw up and then it was on to round two: lube was being brought in, lingerie was being brought in, things were getting weird. I woke up the next morning and couldn't look anyone in the eyes. Later that day her boyfriend called and formally thanked us. Safe to say it was one for the books." — Julia, 23
9. "I once had an all-female threesome. We were friends staying at my house and all of us had boyfriends at the time. We got drunk in the hot tub and starting playing truth or dare. After a couple daiquiris and shots of vodka we were all naked. Next thing I knew we were all in the shower together making out. We had then made a pact to never tell our boyfriends and that we would never share what happened outside of this room . We then went to the pull out mattress and started. After about 30 minutes and a few orgasms we all decided that enough had been enough and parted our own ways and went to bed. It was the most passionate of the threesomes I've done so far!" — Cat, 21
These confessions have been edited for length and clarity.
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"Now they're dating, and I'm still alone."
Sometimes, threesomes are the greatest gifts on earth . Other times, they lead to awkwardness, jealousy, and the end of otherwise-happy relationships and friendships.
Unfortunately, the latter is what happened to the people who took part in a recent viral Reddit thread . It asked the question: "Redditors that have had a threesome and regretted it, what was the unexpected fallout?" In less than 24 hours, the post had accumulated 10,000 comments—and damn, some of the stories are seriously cringeworthy.
Some people said the viral thread made them reassess their threesome plans: "Due to this thread, my girlfriend and I have talked and decided that since 95% of these result in a romantic break up or a friendship ending, it's not worth the risk," one person wrote. Reader, if you recently penciled in your first three-way, consider yourself warned.
Here are some of the best stories from people who regretted having a threesome.
"On the day itself, the moment she touched his penis, she recoiled."
From rambtop : "My girlfriend at the time brought in a friend of hers to try for the first time (for both of us). It was real fun for all of us, or so I thought. We met up at a hotel during the day, it was all preplanned and went without a hitch. Later at night, my gf asked me to call her. She sounded furious. I had no idea where it was coming from. Apparently I had given more attention to the friend than her. I told her that I didn’t do something like that consciously because I was too into it. This apparently set her off even more. Something about me subconsciously finding her friend more attractive. It was a full blown breakdown and she was feeling really insecure. I told her let’s make this better. What would make it better? She suggested another session but with a guy friend of mine instead of her friend. I agreed. On the day itself, the moment she touched his penis she recoiled. She started crying. She started saying that she doesn’t want to do this, it feels like cheating and she’s feeling guilty. My friend hightailed out of there, leaving me to console her. We agreed never to try anything like that again. Turns out she was into voyeurism but hated it when anyone tried getting involved. She just wanted to fuck me (or her partner in general) and have others watch and get off. She thought she wanted more, but the first threesome experience with her friend made her realise that she really really didn’t."
From Tacomancer42 : "I had a threesome with my girlfriend and best friend. She left me for him. They have been married for over 10 years."
"Now they are dating, and I'm still alone."
From PinkAcrobelle : "I had really strong feeling for this guy, and we he been flirting for a while. It was going well, and one night I was over at his house with another female friend of ours. We got drunk, one thing led to another, and we had a threesome.
"Now they are dating and I’m still alone."
"The whole thing was a scheme for my girlfriend to break up with me."
From hokeyWB : "I was asked by my girlfriend to have a threesome with her and her best friend... a friend I had known for a long time and who had actually introduced us.
"A couple of minutes into it I realised that my girlfriend was not remotely interested and had pulled back... which made it awkward because I was not remotely interested in my friend sexually... I only agreed to it because my girlfriend asked and she had been a little distant lately... I thought it might help rekindle the relationship.
"I carried on and did my best to make my friend happy... and then all of a sudden my girlfriend stood up and said "Looks like you two are good, I will leave you to it".
"I stopped what I was doing and asked WTF was going on, and eventually they explained that the whole thing was a scheme for my girlfriend to break up with me and "pass me over" to her best friend who apparently had a crush on me.
"Needless to say this did not go down well, and I ended up losing both of them from my life."
"She couldn't get the image of me having sex with her friend out of her head."
From Buffal0_Meat : "I mean, i guess it wasnt necessarily unexpected, but it just ruined my relationship with my girlfriend at the time. We had a threesome with a female friend of hers, and she couldnt get the image of me having sex with her friend out of her head. She said that she couldnt shake the feeling that if I truly loved her, i wouldnt have been able to sleep with someone else.
"Worst part of it was my gf was essentially my dream girl, and the girl we added to the mix wasnt nearly as spectacular as she was. So i traded a longterm relationship with my dreamgirl for one night of a threesome, and i would NEVER have made that trade with hindsight.
"That said, waking up in the morning with a hot naked girl on each side of me was pretty incredible."
"I gave him head. Like, really good head."
From D0rkasaurusRex : "I had an unplanned threesome with a close friend and her boyfriend. He's well endowed and apparently she couldn't handle giving him oral, but I didn't know that and while we were fooling around I gave him head. Like, really good head. Like so good he wouldn't stop talking about how good it was and asking why she doesn't give good head like I do. It made her insecure and put a strain on our friendship as a result. Even after they broke up, my friendship with her wasn't the same."
"If we do this again, can we get somebody I'm attracted to?"
From Windbelow161 : "I don’t know if I regretted it per se, but I was the third wheel. After the sexcapade we passed out and later on that night her boyfriend went to the bathroom. She then cuddled up to me and said ‘that was really fun and all but if we do this again can we get somebody I am attracted too’. Then her boyfriend walked back in and she realized that I wasn’t him, I could literally feel the room fill up with awkwardness."
"The girl ripped my bra off, and I was really mad about it."
From marilmad : "The girl ripped my bra off and I was really mad about it since it was a 70$ bra that unclicks from the front and I really liked it. Tried to brush it off but couldn’t focus on anything else.
"Then we start having fun and her dude makes out with me and she breaks down and stops everything, starts crying and runs out the room. Her guy followed her, I was just like 'Fuck this shit.' Got dressed and left by the other door.
"Note to all couples wanting to have threesomes: you don’t HAVE to have a threesome sometimes it just needs to remain a fantasy or you need to be with the right person."
"The boyfriend began giving me very intense dirty looks."
From ursoparrudo : "Male here. I was invited into a three-way by two other guys who were dating each other sort of casually. During sex, it became clear that one of the guys was really into me, and I naturally responded to him since he was giving me the most attention, while his BF was basically ignoring me. As it progressed, the boyfriend began giving me very intense dirty looks, so I called a halt by saying thanks, but I’m going to head home now. They broke up right after and one pursued me while the other spent the next several years badmouthing me and glaring at me anytime he saw me, which was frequently since I managed the only gay bar in our relatively small town. The experience led me to develop a new personal rule: no threeways. Only groups of 4 or more (preferably 5 or more). It has served me well."
"Turns out she liked him, and they started dating."
From Porporseu : "I was young, bi, and had a deal with my then boyfriend that I could explore sex with others as long as they were women and he could somehow join us. First two times went ok. Third he proposes a girl whom he found interesting, and I liked her too. It was amazing, and I kinda started to have strong feelings for her. She told me we would be together if I left my boyfriend. I did. Turns out she liked him and they started dating. 10/10 would not try that again."
"He had sex with her again while I was at work."
From Megnuggets : "He had sex with her again while I was at work. Then texted me later to tell me. Not to apologize or anything. Just to
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