I[M] win a bet with my fuckbuddy’s [F]riend

This happened about two years ago. At the time I was casually fucking a girl who I had been off and on with many times over the years. She had a friend, Maria, who I had been lusting after since puberty. Maria was quite well known in school for her promiscuity, and my fuckbuddy had confirmed for me the rumors that Maria sometimes had threesomes with her best friend Julia. FB was also well aware of how attracted I was to Maria. Although I knew she liked to mess around with a lot of guys, I am quite timid about approaching women, so I never made a move.

I am 6'0", 170 lbs, very average physique. Apparently I have a nice ass and a very distinguished face, but other than that I'm by no means model-handsome.

Maria, on the other hand, is a textbook babe. Thick, curly brunette hair, thick, dark eyebrows (I'm a sucker for the semitic look), curvy waist, long legs, big perky boobs and an ass that makes you wonder if you couldn't get away with just one quick spontaneous squeeze. She's very flirtatious, and has a slightly deep, very slightly gravelly voice. Facially, she looks a bit like Riley Reid, but with slightly rounder features.

One day Maria and FB both came over to my house to smoke a little pot. Maria started trying to juggle some of my equipment (not a euphemism, I'm a juggler) and my eyes were instantly glued to her chest. Although Maria didn't notice, FB did, and she flashed me a smirk. Later, Maria went home, FB stayed and we got down to some fucking. Afterwards, she brought up how I'd been ogling Maria earlier, and we had a laugh about it. Out of nowhere, FB says: "You know, you and Maria would probably have great sexual chemistry…". My jaw almost dropped, but I replied: "Do you think she'd be interested in that?", to which FB replied without hesitating "I know she would."

I'm now overjoyed at the prospect of getting to fuck the girl I've been fantasizing about for over a decade, and FB says she'll mention it to Maria. Remember, I'm shy. Couple days later I get a text from Maria and we quickly start talking about fucking, soon we set up a date to go out for a few drinks at the corner tap.

So the big day comes. Remember Julia, Maria's best friend/sexual sidekick? Maria tells me Julia wants to come with, if that's OK with me. Of course my imagination instantly starts racing, and I agree.

Julia is quite a bit shorter than Maria, with little perky boobs and thick thighs that lead up to an even more jaw-dropping ass than Maria's. She has shoulder length auburn hair, and big pouty lips. She's less outgoing than Maria, but giggles at everything.

We meet at my house before walking to the bar. Both girls are wearing pretty modest outfits, but Maria's top is low cut enough to attract glances, and they're both wearing tight blue jeans. We play a few games of pool, get a little tipsy, and head back to the bar to have a couple shots. Maria and I have been flirting pretty mildly, but the booze is starting to do its thing and the conversation becomes a bit more sexual. Maria starts to ask me about my sex with FB. They've been friends since they were kids, but FB is much less openly sexual than Maria. Earlier, at Maria's request, I had texted a photo of FB sucking my dick (with FB's permission of course), and now Julia wants to see it. I text FB to make sure it's okay and she says go nuts. I show Julia the photo and she's visibly aroused. The girls then crowd around my phone and we all watch a video of FB blowing me that I had taken about a week ago. Everyone's getting hot and bothered so we go outside for a smoke. As the flirting intensifies, I put my hand on Maria's ass; she loves it. We decide to play one last game of pool and then head out, and feeling exhilarated from groping Maria, I suggest a wager. Maria sees exactly where I'm going with this but coyly asks what stakes I suggest. We agree that the loser will go down on the winner, obviously a win-win for everybody. Although I truly expected to "lose" and end up tasting her pussy, to everyone's surprise, I win! I have nothing against blowjobs, so I leave the place grinning from ear to ear. As we're walking back to my place, I get the one piece of disappointing news the evening has in store- Julia has a boyfriend, and will therefore not be joining in our fun. I'm naturally disappointed, but it's hard to be crestfallen when you've just spent the evening getting drunk with two super-hotties like Maria and Julia.

So now we're back at my house. We go to my room and smoke a bowl, and immediately the subject of our wager from earlier comes up. Maria starts teasing me about how timid I am, and says that she'll never have to pay up because I'm too shy to make her, etc… Filled with liquid courage, I hesitate for a moment, and then pull out my dick. It's still quite soft when I pull it out, but seeing the two girls stare at it rapidly brings it to full stiffness. Both girls laugh about how quickly it grew, and we all fall silent for just a moment. Maria is sitting on my bed, looking up at me, and Julia is on the other side of the room. She's still smiling and giggling, so I guess she felt pretty comfortable. I turn back to Maria, and say the first stupid thing that pops into my head: "Your move". She smirks, and then with a nonchalant shrug, pops my dick into her mouth.

It was amazing. This girl had sucked a lot of dick and it showed. After a few preliminary strokes with her lips, she took my cock out of her mouth and spit on it, then started rubbing her spit all over it with her hands, getting it nice and wet.

"Oh wow, this is huge", she said, before putting it back in her mouth and resuming a steady rhythmic bobbing motion. I looked over at Julia and we made eye contact. She was flushed, and neither of us said anything, but she continued to watch intently.

I turned my attention back to Maria, who was enthusiastically sucking away. She started taking my dick out of her mouth and stroking it so that she could talk dirty to me: "Oh yeah, you like that don't you baby? I told you I was good at this." Her voice had a slightly petulant whine to it that made her sound like a perfect innocent schoolgirl- she was a total pro. "Do you want me to put these balls in my mouth? I'll get them all wet for you". I kept glancing back over at Julia, and saw that she had stuck her hand down the front of her jeans and was softly moaning. This was nirvana. I stared at Julia while Maria worked my cock, and she looked right back at me while she played with herself. "I'm gonna come in your mouth Maria", I said, while looking Julia in the eyes. Julia immediately shuddered and started furiously frigging her clit, while Maria started stroking my wet cock with her hand and flicking her tongue back and forth across the underside of the tip. Julia started moaning louder and I could tell she was about to come. Watching her legs shake put me over the edge and I groaned "I'm coming!". Julia immediately came as I filled Maria's eager mouth with my cum. I was still staring at Julia, but Maria moaned loudly as she sucked it all into her mouth. Maria stood up (we were all still fully clothed) stuck out her tongue to show me my cum, then swallowed it and showed me her empty mouth. She grinned at me and I collapsed onto the bed. We didn't end up fucking that night as we were all pretty out of it by then, but I did fuck Maria later, although unfortunately it only happened once. I never did anything with Julia, but I think about that night all the time.

Hope you enjoyed the story. If the flow of it seemed weird, that's because it's my first time attempting to write one of these. I welcome any suggestions. I do have a couple other experiences I'd like to share, but I don't know when I'll get around to it. Thanks r/gonewild for all the awesome stories!

Source: reddit.com/r/gonewildstories/comments/423ov9/im_win_a_bet_with_my_fuckbuddys_friend