First Time Threesome Stories
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First Time Threesome Stories
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The night where lines were finally crossed.
On Allison’s birthday, she gets to live out her MMF fantasy.
Pillow talk about other man becomes reality.
Flirting leads to an erotic night for hubby and wife.
My girlfriend Sophia pushes the boundaries.
Friends of a friend share their benefits with Will.
Just a short re-cap of my first threesome.
Wife knows his fantasies, wants to make them cum true.
My first threesome, while working as an escort.
Middle aged Asian woman has first MMF experience.
The story of my husband and his first threesome.
Plans for our first threesome hit a critical point.
First time, first threesome on a nude beach!
Anna and I plan for our first threesome with my husband.
My first threesome when I was in college.
A recounting of a life experience, my first MFM 3some.
Christmas shopping with a lesbian friend lead couple to fun.
Sophisticated sexy black woman tells about her first FFM sex.
Our early days and exploration with a panty fetish theme.
Jess returns for a threesome with Aurora and Adrian.
Threesome with an older, wealthy couple.
Mike decides they are ready for a 3rd.
Her first threesome with a man and a woman.
A true story about my first threesome.
A couple bring another man into their bed for the first time.
Claire has her first threesome with Blake and Clive.
A couple shows an old friend the ropes.
My initiation to anal sex and more continues.
The first sexual encounter outside the norm.
Sex in separate rooms turns into a threeway.
A chance encounter leads to an irresistible invitation.
After 16 years, 2 lovers reignite hot passion & add a third.
Wife gives her husband a hot threesome with his cousin.
My wife and I fulfill our fantasy of having another woman.
The first time I shared a girlfriend with another man.
Two men and one woman. Can I handle them?
A woman experiences her threesome fantasy .
I invited my friend over for some fun with my wife.
Debbie is desperate to become a cheerleader.
Sometimes a boy's best friend is his mother's best friend.
She gets it on with Christy & Peter.
My first Ménage à Trois, with friend and stranger.
My roommate's girlfriend includes me.
Ellie's asking price soars after clients rave reviews.
Wife joins me in the men's locker room.
Firearms training leads to much more.
My wife and I invite a friend to join us for sex.
Wife has first threesome around campfire.
Ray meets John and Emily and they click.
David receives the gift of two busty escorts.
He comes home to find his girlfriend with another woman.
Couple get some surprises in their first threesome.
My first education into a threesome.
Young married couple experience their first threesome.
I go to a motel with my boss to meet his friend.
A successful businessman and his introduction to threesomes.
A couple has there first group sex encounter.
Angela introduces Clay to a friend.
Horny teens explore their sexuality and each other.
Couple meets in San Fran for a threesome to be remembered.
Joking suggestion to the boyfriend becomes a reality.
Woman experiencing her first trio encounter.
He surprises her with their fantasy -and she tells about it!
It is hot with me & her & her sister in the front row.
My husband and his best friend please me.
Mom, son and girlfriend have a lovely time.
Two BBW co-workers and I get to know each other better.
Beautiful mature wife has fun with their first threesome.
Couple realise they both share a fantasy for a threesome.
She has many new experiences with young couple.
An unwelcome guest changes his life.
You add another man to fulfill a mutual fantasy.
A first time threesome for a young couple.
Her first threesome, from her husband's perspective.
A story of a woman's first threesome.
Jack's wife surprises him with a birthday he'll never forget.
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Jessie's new sister-in-law wanted Jessie to enjoy herself.
Two sexy firemen, a mystery lover, & embracing the unknown.
Watching her have sex with another man.
He wants to watch her give another man a blowjob.
Tamara & friend Sara share a stud, more Mason & Neal.
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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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by
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December 28, 2014
Age when it happend: 17 Where it happened: their house Langauge: English Sex: Male Rating: 7
Category: Straight
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I had this friend named Rachel. Her parents were gone for a week. I went over to her house to watch tv. I got out of my car and walked to the front door. I rang the doorbell and she let me in. She led me to a room with a tv and I started watching tv. I heard water running and looked behind me. There was her twin sister taking a shower. The door was open and I got a really good look at her. She had about 34-C breasts and her pussy was beautiful. She had just the right amount of pubic hair. I couldn’t stop staring. I heard a “What are you doing?” from behind me. Rachel had come into the room and saw me staring at her sister. I was so embarrassed. She then looked at my hard dick and smiled. She said it was ok and then started to undress. I asked her what she was doing. She said,”I’m taking a shower. Want to join me?” I was really uncomfortable but then she took off her clothes and revealed her 36-C boobs. She then walked over and reached down my pants and grabbed a hold of my hard dick. She asked again and I said ok. I undressed and followed her. Her sister, Amanda, was still in the shower. We walked in and she turned and smiled. Heather pushed me up against the wall and started sucking on my 8-inck cock. I was so surprised and in such pleasure. She got me about halfway from cuming. She then stopped and Amanda took over. I was feeling really good. She stopped before I cummed and they said they both wanted the cum running down their throats. they both got under my dick and waited. It came rushing out in no time. We sat there for 5 minutes and my dick was getting limp again. They asked if I wanted to masturbate while they had sex with each other. I said ok and started whacking off. They were touching each other all over. Heather started on Amanda’s boobs first. Then she started licking her pussy. Amanda then did the same back. I was close to cumming again and they stopped and came over to me. They said they wanted a dick in their pussies. I started with Amanda first. She was so beautiful. Her pussy was real nice and it felt great to have my dick in it. I then went to heather. Finally, we were done with that and I asked if I could touch their boobs. They said ok and I started in on them. I licked their nipples and started biting them. I grabbed their boobs and sucked away on those. Their boobs were real soft and wonderful. I then licked their pussies for a while. They exploded their pussy juices all over me. It felt so good. We sat their in the shower for a while. Then they got out and I went home. I went over to their house everyday that week. We did it day after day. My stories over and I’m starting to cum from it, too.
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