I [F] had a masterbation race in college. [FFMMM]

This happened when I was in College. A freshman really. Not that I’m out of College now, just taking a break. Well not a break, just going slow. I’ll finish, eventually.

I lived a sheltered life. Didn’t really kiss a boy until I was 17, and didn’t have sex with another person until I was 18. I did have “sex” with other things. Pillow humping, a zucchini, the arm of a recliner, but those are stories for another time. I wouldn’t say this event was my sexual awakening, but it was an experience I will never forget.

It was in my dorm room. I had a roommate, let’s call her Illana. We were over 19 but not old enough to buy alcohol. She knew a boy that would buy for us and sneak it in. Only he had 2 friends and wanted to hang out with us. Illana sold weed too. So she made a deal. Weed for booze, and we could all share in the dorm room. So the count is 2 girls, me and Illana, and 3 boys, Huey, Duey, and Luey. Still with me? Good.

So we start drinking and smoking. We’re all a little faded, and at some point, Duey says that Huey “has a short hang time.” I didn’t know what that meant and asked them about it. Duey explained that Huey could cum real fast, and that he was a 1 pump chump. He even masturbated quick. How he knew this, he wouldn’t say. Huey was embarrassed about it, and they all started teasing him. Only I didn’t because I’ve got balls and was feeling frisky. I loudly exclaimed that I can cum quick too, and it wasn’t a big deal. Of course at that time, I’d only really been with a few guys and had really never seen a penis for long, that wasn’t going in my mouth or my vagina. Aaand most of the guys that I had been with were very quick, so I thought all this was normal. Also when I masturbate, I am the female equivalent of a 2 pump chump. 2 diddle quitter? 2 rub and done? I dunno, I’ll think of something later. (oh side note, getting pierced down there DID NOT help my situation, a strong breeze sometimes and I’ll orgasm)

Back to the story. Illana being the older, worldly kind of girl she is, didn’t believe that I could cum so quick. She was a little judgy on that, but that’s ok, I love her anyways. So Duey suggests a bet. We both start masturbating at the sametime to see who climaxes first. Me versus Huey. At first Illana and I were like,” no, no way.” Then Duey drops it on us. Duey says if I win, he’ll pay us each $250? Duey was kind of a trust fund baby. I was a little hesitant at first, but Illana piped in and said, “SURE!” I don’t really know what happened, but I got a little spark between my legs there. To be honest, a couple months from that point, Illana and I would be fucking, but again, another story. Really, it came down to being really naughty for money. Something about it, like getting paid to masturbate, or maybe it was because I would be doing it infront of people. I dunno, but I secretly liked it. We of course wanted to know what would happen if I lost. Duey says 1. Huey gets to cum on my face, and 2. Luey and Duey get to cum on Illanas face. No sex, no BJ, no hand jobs, they’d just jerk it on us. Luey didn’t really want to. He was shy guy, and hadn’t really been involved in this, just sitting in the background. After hearing this Illana and I had a little whisper meeting and discussed it. I was hesitant, but Illana was like, “it’s just cum.” ?‍♀️ At that time, I had never had cum on my face before. Pussy, yes. Inside my pussy, yes. On my ass, once. She also was suddenly all, “sisterhood, rah, rah, rah!” Like she suddenly believed I could cum quick when there was money on the line. I did what I always do, and say FUCK IT!

We said yes, and got this set up. Here’s how we decided it could go down. I would sit facing Huey, legs open, Illana behind me. Huey faces me, Duey and Luey behind him. There were a few rules that we argued about over shots and blunts. I would get to keep my leggings on. Huey could keep his pants on, but dick out. I was on the honor system not to fake an orgasm, not that I could really. He was only allowed to cum on me, if he came first. If not then there was a handy rag.

Huey pulled out his cock, which was cut and normal, but limp. So trying not to feel awkward AF, I looked him straight in the dick, put my hand down my leggings and panties and lightly touched my clit. I was already totally soaked. ? I figured this was in the bag. Only Huey and Duey objected. Huey wasn’t hard. Couldn’t blame the guy. It was sort of an unattractive situation. 2 guys standing behind you. A girl you can’t touch just staring at you. Huey and Duey both said that the race shouldn’t start until Huey was fully hard. It was fair I guess, but we both told him that we weren’t going to do anything to make him hard, like touch him. We also said, that if he starts to stroke himself to get hard, before i’m allowed to touch myself, that’s cheating because he was starting before we were. I guess, I didn’t then, and still don’t know how it really works with guys. Someone, I think Luey suggested we both watch porn. That was a big NO from me. I don’t hate pron. I don’t really mind touching myself in front of a guy or guys under my clothes. I kinda had sex at a rave once and my bare ass was there for a lot of people to see, so I was kinda broke of that fear. But watching porn, was a deeply personal experience for me. I am kinda embarassed and tempted not to even include my tastes in this confession, but again, FUCK IT, it’s not like you jabrones really know who I am.

Here goes, I like girls that look like me, fucking other girls that look like me with strap ons. Sometimes, I like it when it’s a really faminine looking guy they’re fucking. My tastes had changed over time, but that was what I was into back then, when I did watch porn, which wasn’t all that often. There! You happy? Don’t judge.

Well Porn was off the table. Didn’t want to reveal my current tastes to these guys, as I thought they would look at me funny. And watching anything else would just turn me off to the point that I couldn’t cum, and then get cum on me. So we argued, Huey put his dick back. We had another shot and smoke break. Then Illana said, she would pop out her titties for Huey, but only if Duey and Luey closed their eyes. Which then came down to, what if Huey won, then how would Duey and Luey jack off on her face if they didn’t have stimulation. Luey said he wouldn’t have a problem, which surprised us. We settled on this. Huey has to not touch himself, Illana would show her breasts, play with them a little, make noises, like moaning and such. When Huey was hard, he would then touch himself, and I would then be allowed to touch myself, and it was on like Donkey fucking Kong.

To be honest, this was intense. My heart was pounding so hard, I could almost feel it in my clit. We got back into position. Me facing him, on the floor, legs open, my hand ready to go down my leggings, just finger tips at the edge. Huey unzipped and his dick out, sitting on his knees, ready to jump up. Duey sat behind him to the side, and Luey in the corner of my bed, a bottle of Jack in his hands. Illana was right behind me, but all I could look at was Hueys dick. I tried to look away but just couldn’t. I thought maybe I’d psyche him out but really I just wanted to see the second it was hard, and he touched it, because I was getting paid and not getting cum in the face. I didn’t know when exactly Illana took her tits out, since she was behind me. She had nice tits, she was a thicc gurl, and they were also big, floppy, and soft. Mmmmm, my favorite. ??? Anyways, I could tell when she had them out, because Dueys eyes got big, Huey’s dick twitched, and Luey took a drink. Duey smiled and egged on Illana, who started to moan a little. Hueys dick started to get a little more hard, and it looked like he was going to touch it, but he stopped. She moaned louder and from what I was told started to cup her breasts and tug on her nipples, which I found out later got her really turned on. But it really wasn’t working, at least not for Huey. I was getting horny as shit. I could feel my juices just gushing, and my pussy was aching to be touched. Just when I thought it wasn’t going to happen, as it almost appeared like Huey was getting soft again, Illana kicked it up. She touched my shoulders, and I could feel her hard nipples touching my back. That touch was fuckin’ electric! ⚡⚡⚡I damn near came from that! But then she just started nibbling at my ear, and her hand went down my shirt, cupping one of my breasts. I fucking nearly lost it. The weed, the booze, my pussy needing attention. I just closed my eyes and leaned back into her tits. “FUCK GO!” She said and suddenly I opened my eyes. Hueys dick was hard, just full blown rock solid, and he was furiously stroking it. He was a grower not a shower. I didn’t think and just shoved my hand down my leggings and started to rub one out. It felt so fucking good. Probably one of the best sessions I ever had, and I could see Huey in that corner, just rubbing himself over his jeans. Duey was wide eyed and about drooling over himself, just staring at me and trying not to look at his Bro jerking off. Just as I felt my orgasm building, had to be a minute or 2, Huey jumps up and shoots all over my face. ? I flinched suddenly at the splash of warm goo, totally not expecting it, and then I fucking came. I came so hard and fell back into Illanas big tits, spasming all over for a good couple of minutes. I thought, I was going to break my spine from how hard I was cumming, and ever the show person and friend, Illan licks the cum from face, as I just kept orgasming. When I finally stopped breathing hard and could see again, I looked up to see Duey, cock out, jerking it to Illanas open mouth. A bet is a bet, and Duey came pretty quick, getting most of it on Illanas tongue. I could tell it wasn’t her first rodeo. Huey had came in his jeans and was kind of embarrassed by this. Pretty sure Illana fucked him a couple weeks later. She was kinda into those sort of guys.

We ended up laughing and cleaning up, smoking some more, and I passing out from one of the biggest orgasms I ever had. I still talk to Illana. She’s got 2 kids and teaches Drama at some High School. Never saw Huey, Duey, or Luey again. Though sometimes when I really need to punish my clit, I think about that race.

Oh just so you know, all the names are changed. Duh.

Source: reddit.com/r/gonewildstories/comments/f3nuw4/i_f_had_a_masterbation_race_in_college_ffmmm