[MFF] The day I [M22] had my first threesome with my girlfriend [F21] and her cousin [F20]

This happened over 15 years ago, and it was the beginning of one of my favorites kinks: threesomes. I can tell I am a big fan of MFF threesomes (still trying to find someone willing to do a MFM, but this has been in the back burner for a while), and had many over my lifetime. This one was the first one.

15 years ago, I (Bob) still lived in my hometown (not from the US). I have been dating this girl since high school. I come from an affluent family and so did she (Gaby); we went to a private, very elite high school and started dating when we were just kids – I was 17 and she was 16. We’ve been dating for a while then, and after I left school I quickly started a job on an IT firm, as I had talent and programming was something natural to me.

We had an incredibly good relationship with her cousin (Janet). We’d hang out all the time, as we were all about the same age and had the same group of friends. Janet had a terrible taste for men. She would always be attracted to lousy boys, and often had her heart broken. Gaby and I would always console, take her out to bars and parties to cheer her up and such. It was no different when she got involved with a married, older guy, and this guy of course also broke her heart. But this time was even hard on her, because she was really into him and it hit her.

We kept trying to cheer her up, but nothing would make her forget the guy. It’s been two months already and she was still under the weather. Gaby and I had planned a weekend getaway at a nearby beach (about an hour drive), about a month prior to her breakup. The day of the trip (Friday), I was at work, and Gaby came online on MSN (yeah, that was still a thing back then), and told me Janet was at her place crying her heart out. She wanted to help her.

I said: “We leave to the beach in a couple of hours; why don’t we bring her along? I can call the Inn we’re going to stay and ask them if they’d happen to have an extra room available”. Gaby says great, and tells me Janet lighted up and got really excited when she made the proposal for her to go along. The girls went to Janet place to pack, and I was tasked with accommodating Janet on our Inn.

I called the Inn, and they were all sold out – but they gave me an option to add a third bed to my room, for just a few more bucks. I said fine, knowingly that Gaby would also be fine because we had shared rooms before.

I went on MSN again and told Gaby the arrangement was done and Janet would stay with us. She was a bit bummed as she wanted to get some sexy time over the weekend. And that conversation followed:

Gaby: But if she stays with us we won’t get any sexy time!

Bob: That can always be arranged… but I wouldn’t mind doing it in front of her, or if she’s okay she can also participate <winky face>.

Disclaimer: I’ve had discussed many, many times having a threesome with Gaby and someone else. She was up to it but wasn’t comfortable doing it with a professional, neither was okay in inviting one of her friends, due to the social burden and she was scared to be proposal to be misjudged by her girlfriends.

I had no idea at the time, but both girls were at the computer talking to me. I still had no idea when the following ensued:

Gaby: Hummm, finally realizing your threesome fantasy? Not sure if you deserve <winky face>.

Later I learned that Janet jiggled and got a little shy when she saw my next message.

Bob: I’ve been a good boyfriend and I do deserve. Also, she’s hot, she’s about our age and we trust her <winky face>.

Gaby (& Janet, but I didn’t know): Janet said she’s been without some sexy time for a while.

Bob: Why don’t you be a good cousin and lend your boyfriend so she can have some?

Gaby: I don’t know… Let me think about it.

And the conversation went to other things, as we needed to coordinate the logistics of having a third wheel on the trip. I focused on work and totally forgot about it, as I was getting off early and had to finish a couple of things.

After lunch, I drove to Gaby’s place and both of the girls were already there, luggage ready to go. Great, that would me spare some time going around town to pick Janet up. And off we went to the beach. We arrived after a quick 1-hour ride, and got settled at the Inn. The room was big, had a king size bed and adjacent to it they took a couch out and put the single bed. Great!

The girls got their bikinis on, and we went to the beach to enjoy the rest of the sunlight, as it was nearing the end of the afternoon already. The afternoon went eventless and the subject of the threesome came up but always in a joking way… Things like “Bob is living his dream, at the beach with two hot, blond, young girls”, and a lot of jiggling ensued.

Both girls were pretty hot blondes; Gaby had natural, D-cups, about 5’5″, nice small ass. Blonde, very white, green eyes. Janet was of a darker blonde, also natural C-cups, about 5’7″, with a bigger ass, tanned, also green eyes and a gorgeous smile. Both slim and curvy, great bodies. I’m 5’6″, dark hair, average built, also white. Gaby was wearing a green and white bikini, and Janet was wearing a red set. Not thongs, but V shaped in the butt and went in. It was a nice view.

It got dark, so we got back to the Inn, and decided to rest a bit before going to dinner, as it was still early and we wanted to enjoy some of the nightlife of the small beach town. We decided to take a nap prior, so we all got into our pajamas and went to bed. The position that the single bed was in relation to the king size made it a bit difficult for us to talk, so Gaby asked Janet to come along to our bed so we could talk better.

Of course I’d not miss the opportunity to be in the middle of this two hot girls in pajamas. So I scooched to the side and made room for Janet to lay down next to me, pushing my way into Gaby. Gaby took the cue and adjusted, so there was I in the middle of this two hot girls. Nice!

Again, the jokes about the threesome ensued. Janet said “Bob, do you realize this is the first time you have two, semi-dressed girls on your bed?” and Gaby said “Don’t tease him, as he’ll get hard and I’m sleepy and don’t want to give him a blowjob in the bathroom to calm him down”. Too late, I was already at full mast. I spooned Gaby so she would notice, and she said “You see Janet, he’s already hard! Look what you’ve caused” and pushed me belly up. It made impossible to hide the fact I was hard… Janet looked and moaned “I miss dick”. I turned to her and spooned her a bit, with my hard cock between her buttocks… she gasped and moaned a bit, and Gaby said “you two perverts, I see what you’re doing!” and pulled me back again to spoon with her. I had mixed feelings at this time, was she jealous? Gaby told me to calm down and that she really needed a nap otherwise the night would be ruined. I announced that I’d need to go to the bathroom to jack off, as I was too hard and it was already starting to hurt. When I got back from the bathroom, both girls were already asleep, so I jumped into the single bed as I didn’t want to disturb them. We sleep for about an hour or so, and then I woke up to the sound of the shower.

Janet was showering with the bathroom door wide open, Gaby was at the bed playing on her phone. I stood up and went to the bed to lay with Gaby, and when I passed by the bathroom door, Janet was naked on the shower, her back to the door, and I could see her incredible butt naked. Gaby said “don’t look too much, you’ll get hard and it’ll delay us to the restaurant”. Janet came out of the bathroom in her undies, a black lacy thong and a black bra, and said “You seen me in bikini earlier and you seen my butt in the shower, nothing new here”. Gaby went on to take a shower and left me there with Janet, while she got dressed and ready. She put on a pair of short shorts, that made her ass look incredible, and went into the bathroom again to do her makeup.

Gaby came out of the shower fully naked, and asked me to choose between two lingerie sets: white or red? Both slutty, thongs. I chose the white one. She ordered me to go to the shower, but to not lock the door, as she’d need to put makeup on and needed access. I obliged and went on to shower. Gaby came into the bathroom a couple of times, but that was it. I got dressed in boxers and shorts, left the bathroom shirtless, and finished dressing in the room. By then both girls were fully dressed and ready to go… And joking and jiggling. I was sure they’ve been planning something, just didn’t know to what length they’d be willing to take things.

We went to the restaurant/bar, and ate. During the night, they kept constantly teasing me about the possibility of a threesome, but that was just that. We kept ordering drinks and it was getting late, and I could tell both girls were getting tipsy. About 1am Gaby says “We should go back to the Inn, I’m tired and I want to hit the beach early tomorrow”. I asked for the check, paid, and we went back to the hotel.

When we got into our room, Gaby asked me to shower first and get ready to bed. I went in, my pajamas in hand, and took a shower. Came out of the bathroom wearing my pajamas, the girls were still fully dressed. They got their pajamas and went into the bathroom, together. And they took forever in there, like a really, really long time. I put on some music and laid down playing with my phone. About an hour goes by, and I’m almost sleeping. I saw the bathroom door open, and Gaby peaked and said “You better be up”. I tell “I’m up, but really sleepy”. Then the door opens wide and both girls come out of the bathroom, just in their underwear (the same set they used earlier), and Gaby says “Let’s see if this wakes you up”. Game was on!

I stood up right then, and Gaby asked me to grab a couple of drinks from the minibar, as they started to sober up. And to up the volume of the music and put a specific music on. I did that, and there I was, two girls, just in their undies, with good music and drinks. I knew what was about to come, but I tried to be as gentle and respectful as possible as no limits were set prior. They started goofing around a bit and we stayed like that for a few minutes. I was already hard, with just the sight, and Gaby started “See Janet, the effect you have on him. I’m sure it’s because of you, because he seen me naked before and is used to it”. I said “I can’t be accused, look at the situation I’m into! Anyone would be hard”.

Then Gaby put on some sexy music, and started to dance with Janet. They were really going at it, grinding and teasing me. Then, Gaby took off her bra, and kept dancing with Janet with her tits bouncing around. Janet grabbed Gaby’s tits and gave it a little lick on her nipple, jokingly. Gaby said “Janet, you should get more comfy” and went for Janet’s bra to open them. And now both girls are just in their thongs, still dancing/goofing around. With that move, I decided to take action and joined them in. Grabbed Gaby tits and started to heavily make out with her, one hand in her tits and another on her butt. Then, I turned to Janet and did the same. Janet immediately reached for my cock, and started stroking over the PJs short. I took my dick out and she started to jerk me off. Gaby joined in and said “We’re doing this, triple kiss”, and off we went to our first triple kiss ever. It was wet and sloppy, and I couldn’t girl which girl was stroking me. I took my PJs completely off and got naked, and Gaby ensued. Then Gaby said “You need to give Janet some attention, she’s been dry for the past 2 or 3 months. I’ll watch”. Then, Janet got on her knees and started sucking my cock.

Her blowjob was definitely better than Gaby’s, she had way more experience and knew very well how to please a man. It was deep, sloppy, and tighter. Felt really good. I pulled her to the bed and started to make out with her. When I put my hand in her pussy, it was already very wet, I could feel that there was a wet patch on her panties. I started to take her panties off, and Gaby helped. We kept making out, my dick grinding on her cunt, when I decided to repay the oral. I look to the side and Gaby is already naked and touching herself. Both girls were freshly shaved, that’s one of the reasons they took so long in the shower, I figured. Her pussy was completely wet, smelled really good too. She put some perfume on it as well (odd). I dove into her pussy and started licking her lips, then her clit. She was moaning out of her mind, and pushing my head hard into her pussy. Then I felt Gaby’s hand on my dick, she adjusted my position so she could suck me. I was now licking Janet’s pussy while Gaby gave me a BJ. Heaven. A few minutes later I felt Janet getting close to climax. I kept going and felt her legs shaking and moaning intensifies, until she pushes me outwards saying “Stop, I’m sensitive”. Gaby took this as a cue and hop on top of me, cowgirl style, and said “Now it’s my turn to cum”. She knew what I liked and she was also determined to make me cum. She rode me cowgirl for a while and I started to feel the urge to cum – “Gaby, I’m about to cum, fuck!!”, I said, and then she started moaning louder and shaking and climaxed with me. I couldn’t take anymore, so I unloaded into her and filled her pussy with my cum, leaving a great creampie.

After all that action, we look at each other faces and couldn’t believe what had just happened. This was the start of a great phase of my relationship with Gaby, but was also the motive we broke up a year later – and I’ll tell all about on how I secretly dated Janet for a few months after we broke up, on another post.

Source: reddit.com/r/gonewildstories/comments/xejthf/mff_the_day_i_m22_had_my_first_threesome_with_my

8 comments

  1. When I saw cousin first thing I thought was sweet home Alabama. Or is it not one of those moments

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