How a games night ended with me cuming on two of my best friends

This story happened a few years back during my third year of university. I’m going to switch up names and some minor details for anonymity, and a warning it might be a little long, but I think it’s worth telling so here I go…

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My roommate, Ben, asked me to join a co-ed rec volleyball team at the start of the year. Ben was into a girl named Melissa who wanted to play, and needed a wingman. I ended up joining and about half-way through the year Ben and Melissa started dating (wohoo!). I should mention that I have a long-distance girlfriend at the time who went to a different school.

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There were three other girls that joined the team and to put it bluntly, they were all incredibly sexy. To give you an idea, Jessica was a cute brunette that looked a lot like Alison Brie. Next was Chloe, who might have had the nicest legs and ass on the entire campus, and she was not afraid to flaunt it at games. She’d show up wearing some of the skimpiest and tightest shorts that honestly made it hard to focus on the ball. And lastly, Anna. Anna was incredibly sporty, had beautiful bronze skin, curly dark brown hair, and was by far the biggest flirt of the three. I had a very secret but large crush on Anna.

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To give an honest picture of myself (and without trying to sound too egotistical), I would definitely put myself on the more shy/innocent side of things (for both normal life and sex life). I am a pretty good looking guy. I am fairly tall (about 6’2) and am more on the athletic build than body-builder type frame. At the time I did a lot of squats/running and ab work, so I had (and still like to somewhat believe I have) pretty defined abs and legs…

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During the year, and especially after Ben and Melissa started dating, the six of us all became great friends and would probably hangout (party/study/watch movies together) close to three/four times a week. They really were all my best friends on campus.

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It’s a bit hard to describe, but knowing I had a girlfriend, the three single girls (jessica, chloe, anna) loved to fuck around with me by openly teasing and flirting. It became a bit of a game for them… they would basically try and see who could rile me up the most. It may seem a little cruel but I secretly loved it ... which they all probably knew. Basically, it started off with small comments like telling me that they wished I was single or saying that I was cute or hot... and as the year went on they got a little more loose-lipped and it gradually built up to more blatant stuff like saying I had a really nice ass and asking to grab it or Anna lifting up my shirt to ‘get a glimpse’ and start feeling my abs and telling me how nice they were…

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Like i said, it slowly built up and at one point Anna straight up said something like, “ugh if you were single I would totally fuck you tonight.” Even after one of them would say something like that, the three of them would all just start to laugh (while my innocent self would just I sit there basically in shock) and we would move on to the next conversation. It was bizarre and it drove me crazy.

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The height of the teasing came towards the end of the year when we were getting drinks and out of nowhere Chloe says directly to me, “how big is your dick Elias? Is it big?” and Anna chimed in with “yeah is it nice, I bet it's nice isn’t it?”

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Being very un-single and loyal, I would do my best to laugh it off and try not to react. Which was hard....

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...right at the end of the year my girlfriend and I broke up.

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After the break up, the volleyball crew all continued to get together as normal and the teasing/flirting never stopped. But here's the thing. None of them ever actually gave me any real opening to fuck. I really started to believe this was all just a cruel teasing game they'd agreed to play on me.

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On one of the final nights before the end of year, we all got together for games and drinking games at Anna and Jessica’s. Ben and Melissa had gotten really wasted and left for the bar, so it was just myself, Jessica, Anna, and Chloe. I should note that it wasn’t unusual for the four of us to hangout alone together so I didn't really have my hopes up that anything sexual would actually happen other than the usual teasing.

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After a bit of catch-up and complaining about school, Chloe suggested we play beer pong. This is where everything started to change.

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The game was Anna and I vs Jessica and Chloe. Anna and I won the first game and Jessica/Chloe didn't make a single cup. Everyone familiar with beer pong should know that when you lose without sinking a cup you are meant to strip down and run outside naked. Well, Jessica/Chloe both pleaded ignorance on the rule, so we ended up creating our own little compromise. They would play a 1 vs 1 game of flip cup and the loser would have to strip off a piece of clothes for the rest of the night. Chloe loses the flip cup and she takes off… her socks!

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We all booed as well.

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We played beer pong again and Anna and I won again. We didn’t sweep this time, but Anna suggested we add the 1v1 flip cup and strip rule for the rest of the night. The girls all agreed and I pretended to be hesitant before Anna shot back at me with a “oh shut up we all know you want to play.” She was right and I was in.

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Chloe lost again to Jessica in flip cup, but this time she decided to take off her pants. She slowly reveals a pink g-string and her absolutely perfect ass. It wasn’t exactly a secret amongst the group that Chloe had a nice ass because right away Anna ran over laughing and yelling out “look at that thinnngg” and started to jokingly smack both of her ass cheeks. I have to say, as soon as she took off her pants I could feel the blood rushing to my dick and did everything I could to hold back getting what would be a very obvious boner.

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We played another game of beer pong, Anna and I won again (the girls weren't very good) and this time Jessica loses at flip cup. Jessica was already wearing a pretty revealing shirt so she ripped it off to give a great view of her cleavage in a white bra. I was loving it.

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Anna was just in a dress, so my plan was to throw the next round of beer pong and hopefully win the flip cup so she would be forced to strip to her underwear. But as we are playing we get a call from Ben that Melissa had gotten way too drunk at the bar and that he was on his way back in a taxi to pick up Chloe (Chloe and Melissa were roommates) because he needed help from Chloe to take care of her/get her into bed etc…

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So Chloe quickly got her pants back on (thanks for nothing Ben!) and we said our goodbyes. As she's leaving she points at Jessica and Anna and says something like “you better beat him and get him naked” and Jessica replied with, "oh we will!"

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So now it was just Anna, Jessica, and myself. I got a little cocky (no pun intended) and agreed we play Me vs Jessica and Anna. Because I was obviously much better at beer pong we agreed that they only had to sink 3 cups and I still needed to sink 6.

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Right away I lost the first game. Jessica demanded I lose my shirt, so off it went. At this point we were all starting to get pretty tipsy so you could feel that things were starting to get a lot more sexual. I was still in my shorts and underwear and had two layers to go, but when Jessica made the first shot of the next game, she started taunting out “we’re gonna to see your dick! we’re gonna to see you dick!”

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After a big comeback I ended up winning the game and Anna lost the flip cup. Off came her dress. She was wearing this very thin somewhat see-through light blue thong and matching bra. I was stunned. Her body was incredible... she kind of stripped teased while taking the dress off too. i wanted to fuck them both so badly at this point but once she was done with her dance she was insistent on playing another round.

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I won again. This time Jessica lost the flip cup to Anna. Instead of taking her pants off, Jessica just whips off her bra. So there she was, tits out and pants on. She then yells out “okay let's speed this up.. flip cup only.” Now we are playing a 1v1v1 game of flip cup and I lose. My loss gets a big cheer from the girls (I might have thrown it haha) and I take my shorts off showing what I can only describe as very revealing white boxer briefs. There was zero doubt that they could see the outline of my now fully hard cock.

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Although I did technically still have my boxers on, Anna goes, “I am texting Chloe and telling her that we got you naked.”

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We start to set up for another game and Anna starts to laugh and then shows us the text reply from Chloe (after what was a long update on Melissa now being fine and tucked into bed).

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Chloe: “hahah ya right I don’t believe it!”

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Anna laughed and replied with: “I swear”

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At this point we all kind of just stopped focusing on the game (at least I was) and became far more focused on Anna’s phone waiting for Chloe’s response.

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Chloe: “no wayyy i don't believe it. he would never”

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Anna then gave me a bit of a wink, starts to laugh, and send another text.

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Anna: “his cock is soooo nice too. you'd loove it :)”

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Chloe: “hahah shut up. your fucking with me”

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Jessica reads the text and says, “tell her that i’m touching it right now” and as she says this, she slowly grazes the back of her fingers on my boxers along my cock.

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Anna texts Chloe: “I swear i’m not lying! Jessica just touched it ;)”

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Chloe: “Ya right”

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Anna: “i promise :)”

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Chloe: “prove it”

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Anna quickly reads the message, thinks for a second and then says, “let’s just send her a picture of you grabbing his cock... c’mon it’ll be funny... she’ll love it.”

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My innocent self starts to laugh and try to play it cool (i’m also expecting Jessica to say no) so i give a half hearted, “nooo way!” But to my surprise Jessica agrees and says, “yeah c'mon... let’s just do it.”

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I am easily convinced.. I offer that I will take off my boxers if they take off the rest of their clothes. Before I even finish my offer they’re basically already naked. I take my boxers off, now fully revealing my hard cock. The girls both smirk at each other. I don’t have a massive dick or anything (its about 6.6 inches - yes every guy knows the size of his dick) but I will say they were definitely pleased and kind of admiring it.

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In a flash Jessica grabs the base of my cock. Anna takes the picture. And boom, it’s sent.

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Chloe replied right away.

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Chloe: “no fucking way”

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Chloe: “that is NOT you”

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Anna reads the text and just yells, “how does she not believe that!” This gets Jessica to smirk and say, “Anna send her a selfie with it.” Now I will never forget this look, but after Jessica said that, Anna kind of raised her eyebrows at me and started to bite her lip and whispered, “yessss”

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I am basically just stunned at this point. My old innocent self is now long gone. I'm shuttled over to their couch and sat down. Anna drops to her knees, pushes my cock against her face, and snaps a selfie.

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We all collapsed into the couch, admiring and feeling each other up while we wait for the reply.

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Chloe: “HOLY FUCK”

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Chloe: “no fucking way”

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Chloe: “that’s hot. you fucking slut :p”

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Anna reads the text, thinks again for a second and writes back.

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Anna: “what should we do next :p”

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At this point Jessica is sitting on my right and Anna on my left. They've both reached out and are slowly stroking my cock while all our eyes are glued on Anna’s phone waiting for it to buzz and light up. It finally does.

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Chloe: “suck it”

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Within seconds Jessica has shuffled her face down to my cock, looks at Anna and says, “send her a video of this.” As Anna starts to record, Jessica starts to slowly lick my cock from the base to the tip grinning directly at the camera while she does it. I’m basically holding back everything inside of me to not cum all over her face.

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The replies were coming in fast at this point.

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Chloe: “omg”

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Chloe: “i cannot believe this”

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Chloe: “fuckkkk.”

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Chloe: “I hate both of you. ur so lucky”

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Chloe: “make him cum”

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As soon as I read her last text I just blurt out, “I honestly just about did when I saw her ass tonight.” Jessica started to laugh but of course Anna texts her right away.

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Anna: “Elias just said he almost came in his shorts when you took off your pants earlier”

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I gave Anna a flirty little shove with a "heyyy.. you didn't have to say it like that..” type comment.

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For a few minutes Anna’s phone stopped buzzing... i thought Anna may have ruined our sexting exchange... but it really just gave the girls more time to go back to stroking my cock as I went back and forth fingering each of them.

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Eventually it buzzed and lit up again.

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Chloe: “ask him if he likes this ;)”

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A picture of Chloe lights up on the phone. She is completely naked, one hand over her pussy and the mirror behind her showing off her entire naked ass.

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The moment i see it i immediately blurt out “holy fuck.”

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Anna quickly texts Chloe: “he can barely breath hahahah”

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Then Anna looks at me and point blank says “i think you need to cum on us.”

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Jessica starts nodding along and of course I say yes.

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Anna texts Chloe: “want to see him cum?”

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Chloe: “omg yes please :)”

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Anna hands me her phone and i start to record. She and Jessica get down on their knees, and Anna starts to give me a blowjob and stroking up and down on my cock.

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Right as I can’t hold it in any longer, Jessica looks me directly in the eyes and like she can't hold it back either whispers, “cum all over me."

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Anna starts to stroke my cock even faster and aims it at Jessica’s chest. I cum the most in my entire life. Most of it goes all over Jessica's chest and as i'm finishing up Anna moves my cock to her face opening her mouth takes the rest on her mouth and lips. She starts to suck the leftover cum off my cock before swiping back her phone and sending the video to Chloe.

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In my bliss, I walk over to the bathroom to try and find a towel to help with the cleanup. When I get back, the two of them are just sitting on the couch, smiling at Anna’s phone. Anna has already wiped the cum off her face but Jessica still has it all over her chest as they are snuggled together waiting for Chloe’s reply, rewatching our new video.

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Like i said. Best night of my life.

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P.s. There is more to the story but I think this is long enough for now! Hope you enjoyed it.