I lost a game to win a threesome.

Things have been pretty hectic on my end. Making this big solo move from Brooklyn to Oakland has definitely changed my perspective on a few things. For starters, being tied down. My ex and I will always be close but I could not give her the emotional solitude and exclusivity she required. Also taking risks. Since I know I’m leaving I’ve been less reluctant to ‘shit in my own backyard’, so to speak.

In my thirteen years living in Canarsie only on one occasion did I ever sleep with a girl who was within walking distance of my old house. And that was only because we ended up in the same school (I had no idea who she was before my sophomore year) and it was kind of convenient. Again, empowered with the knowledge I am truly spreading my wings and taking off, I’ve been more adventurous and daring. As a general rule of thumb I do not kiss and tell. Even with very close friends, I keep certain details to myself and often only tell enough to make sure people know I actually experienced what I was talking about. So after I met — We’ll call her M — I quickly found myself reexperiencing the excitement of the chase. The fun of learning new places on new people’s bodies and honestly? I really fucking missed it.

Fast forward two months. My flight is three weeks away. Two nights ago our mutual friend who introduced us, C is his name, comes over to M’s house and brings his other friend F. I didn’t think about fucking F immediately but as I smoked with her and interacted with her I began picking up on small things. A shy, reserved demeanor, generally reserved for the freakiest of freaks. A familiarity with males in general (meaning she wasn’t uncomfortable with physical contact), plus nonverbal that cues put me on her scent. Of course C had already fucked F but C is a selfish asshole and in comparison to me at best an “okay” lover. So once it was in my mind to fuck F and M at the same time, I found it difficult to get it out.

We’re all pretty blitzed coming back from this shitty party in the projects. We’re joking around and F lets it slip that she “needs dick.” Of course I don’t hop on this immediately but I let her know she was heard. M, C and I drop F off at home and head back to our neighborhood in an Uber. We each go our separate ways and bring the night to a close. Now it is just after Labor Day and I made my goal a reality by losing a stupid game.

M and myself had started giving F a bit of the cold shoulder when she began playing hard to get. Both of us are sharks and we smelt blood in the water. We both knew this girl wanted to fuck so we thought it silly she would think that amateur games would work on us. Or maybe she didn’t want to seem overeager. Who knows. Mind you, C still knows nothing about this except for the fact I’ve set my mind on fucking both M and F at the same time. Anyways, F finally arrives at M’s house. I run a few errands outside and show up about 40 minutes afterwards. For a while after this M is acting suspicious — but chances are she didn’t want to seem to hype about it either. We are all playing it cool for a few hours. An iMessage game here, and EverWing request there. Finally we make the move to the bedroom, where I suggest we play a game. M is extremely competitive, by the way. I said we should do Never Have I Ever and M mentions that we don’t have shots. I rebut that the stakes don’t need to be that high. We don’t have to strip either, I tell her, we can just use our fingers. She insists that that is boring so we decide to make a bet on it. If M and F win I had to be their ‘slave’ for 150 minutes. If I win M had to fuck F while I got to watch.

Then I lost. I made it close though. I got M out and brought F down to one finger. I was now in their control and the next thing I did? Put the threesome out of my mind entirely. That’s right. I used some serious doublethink to convince myself that this sexual escapade was not going to happen tonight and they would simply torture and edge me all night. (Their requests as my masters had been sexual from the jump, with M demanding I play with myself for 5 minutes while staring F in the eyes.) After about an hour of them actually torturing me and edging me M gave me the permission to move as I saw fit. I informed her I was fine with her taking the reigns and she replied it was no fun if I don’t do anything. That was my go signal. I said “Well when you put it like that…” and gave M a long deep tongue kiss.

She pulled her face from mine quickly and called over to F to come and kiss me as well. Before I knew what was happening I had F’s tongue in my mouth and M’s mouth on my hard on, which she was slobbering over. Both of their pussies were legitimately soaking my fingers and once M finished throating me they decided amongst each other who would ride me first. M went first, naturally. We did on our side doggystyle and her pussy juices were splashing on my inner thighs. Right before she was about to climax she looked at me and said “Switch.” She didn’t have to tell me twice. I got F into missionary but her pussy was still a little tight to get into so I put her in a one legged piledriver and start smashing away.

By now these two girls are deep tongue kissing and sucking on each others titties all while I am pounding into F. Two minutes in and she can’t help herself anymore.

“Oh yes, keeping fucking me right there. Oh fuck yes just like that please yes yes yes,”

“Oh my god I am going to cum oh fuck oh my god I am cumming,”

“Oh fuck keep fucking me I am going to squirt oh fuck,”

As soon as she said that last line I lost it. I hit he point of no return, held in my ejaculation for about five seconds, and then shot it all over her inner leg, ass, and back. To be honest, I underestimated her sluttiness. Obviously I won’t make that mistake again.

Oh yeah and, while they were torturing me they forced me to agree to be their slave for one more day. I don’t think this is over just yet.

-anonymous