In which the slutty bi male gets into a contest with a ladyfriend at a glory hole [MF][MM]

Hey folks. I’ve been getting a good number of PM’s requesting certain types of stories, and I’ve been hesitant, because many (but not all!) of my best stories involve, either directly or indirectly, a certain person. She was a little older than me, and she was a fellow slut traveler and sort of my slut mentor, but I was unsure if she’d be OK with me telling her stories because she’s now married with kids and retired from being easy, as well as the fact that you may well have seen videos of her having sex with people (she did porn for about a year (no, I am not going to tell you her porn name.)) She’s still a close friend of mine and I certainly wouldn’t want to violate her privacy, but I spoke to her and she’s OK with me telling some stories within certain boundaries of anonymity.

So we will call her Meghan. She’s a curvy, sexy brunette, and she likes to change her hair a lot, but at this point, she was wearing it very short. We were chilling out one day and the subject of glory holes came up. We’d talked about it before, how the idea of cock after cock in my mouth sounded fucking epic, and she had done it once before. I remember her laying back in an armchair, wearing just a flannel and some panties, talking about how fun it was and how she’d be super into doing it again, and taking me along if I liked the idea.

“Course,” she says, “it would be more fun for me, cause you totally couldn’t keep up with my pace of sucking.” She chuckles.

“Please, Meghan,” I say, playing along, “I’ll be on my fifth load by the time you made one guy cum.”

“And you’ll be full and not willing to swallow after that. Meanwhile, I’ll be taking a dozen.”

We laugh a little. “Let’s do it. And make it a bet,” I say.

She sits up. “OK, I’m in. We set a time and see who can swallow the most loads.”

I start to squirm a little excitedly. I definitely liked the idea of a glory hole. I’d had plenty of anonymous sex. But I actually wasn’t sure how much cum I could take. I’d say the most I’d swallowed in a single day was probably around 3 by that point. Could I keep up? Well, who cares, guess I’d find out.

“And it only counts if you swallow every drop,” I add.

“Deal. What’s the stakes?”

I pause and think. “How about … loser’s gotta walk home without underwear?”

“Tame, but OK. That means you have to wear a loose pair of gym shorts when we go. Short ones.”

“And you have to wear a short dress. A low-cut one.”

“The green one?” she asks. She had a green dress I loved, very flowy, showing off a lot of cleavage and well above her knee.

“Obviously,” I say.

“Still, terms are too tame.”

“Oh?”

“Yeah, add to it. In addition, the loser has to call the winner ‘Master’ the rest of the night.” It was our preferred honorific for whenever played power games. (Side note: Women, going by the term “Master” instead of “Mistress” (or “Sir” or “Daddy”) is hot as fuck and I will kneel for a female “Master” in a heartbeat. Or a male one. :P)

“You got it,” I say. So we looked into some details on where the best glory holes were in town and set a time and rules: two hours, timed. The guy has to cum in those two hours. He has to cum *in* your mouth (taking it elsewhere then licking it up doesn’t count). No sex, hands and mouths only.

This was the first of what we ended up calling our “Slut-Offs.” Competitions like this were regular practice for us.

For the next couple days, I was squirming excited. This was one of the sluttiest things I’d done in a long time. I tried to imagine the feeling of that much cum in my stomach. I jerked off … well, a lot. I tried to decide whether I wanted to win or lose. Of course, I wanted to try to win, if for nothing else than pride. Like I said, Meghan was a bit of a mentor, so I loved the idea of beating her. But of course, losing, having to walk home with no underwear, and then kneeling before my Master … well, I liked it, but I liked the alternative, too. Who doesn’t like having a hot chick do what you tell them to?

When the day comes, I toss on a short pair of shorts, over some pretty tight underwear, to give her some incentive to win. She meets me at the corner near the sex shop in her dress and a pair of sandals.

“Ready?” she asks with a sexy look in my eyes and a grab of my crotch.

“Gonna crush you, bitch,” I say playfully, and kiss her.

We head on in, and each pay for a two-hour stay in a booth, then set timers to keep us honest. We choose two booths that are two spaces apart, so that we both have two booths on either side. I’m not sure what porn she watched, but I put on a gangbang video. Not sure why I chose that, but why not? Then, with my heart beating with both anxiety and excitement, I walk in and shut the door.

I was picturing a steady stream of cocks on either side of me, and that this would be an actual race, as we took cock after cock for hours, working as quickly as possible to get through dozens. It wasn’t quite that. There was a lot of waiting for guys to get into the booths. But I was lucky that there’s a guy to my left right away. I hear his movie. I tap on the wall and get on my knees.

I hear an unzip, and then, a lovely, dark-skinned dick comes through the wall. I immediately start devouring it hungrily. Normally I take my time. I like a guy to really enjoy the experience. This time, though? It’s about timing. I want him to cum as quickly as possible. And, not to brag, but it doesn’t take me too long. I know how to use my hand at the same pace as I suck, turning in circles with both my fingers and tongue. I can’t remember how long I was blowing this guy (though I did check the time when I was done), but of course, I keep my head down as he cums and I swallow every last drop.

Falling back and catching my breath, I wait on the next one. Another guy on my left, and I tap on the wall. Black cock this time. He’s bigger, and I remember him taking longer, and me being frustrated. He doesn’t taste great, but as a slut, I’m always willing to please. I go deep, and take every drop.

I don’t remember every detail of every blow job. I remember that a couple times in those two hours, there was a cock on either side of me. There was a bit of strategy there: Not allowed to fuck, hands and mouth only. If I leave a cock alone, he may take it away, but if I stroke it too much, he may cum, but not in my mouth, and I won’t get the credit for it.

As I get into my fifth and sixth and seventh load, I’m starting to feel weirdly sick. You know how it feels when you eat too much creamy food? Or too much salt? My stomach’s already getting full by and we’re about half done. But feeling sick on cum makes me feel so dirty and slutty and I love every minute. Even thinking about it now is just epic. I couldn’t wait for the next one, even if it meant I was going to vomit cum. (My stomach settled after a few minutes of waiting.)

With time winding down, I’m drenched in sweat and my knees and jaw hurt, but even if it weren’t for the contest, y’all might have realized by now that I have a problem with saying “No.” So with about 15 minutes left, I take my last cock, a pretty pale and veiny one (I really love a veiny cock), and put my energy into it, making him cum on my tongue, which I then swallow.

When time is up, I stumble up – my knees aching – into the hallway to meet Meghan, big grin on my face. She’s just as sweaty, her makeup messy, and her knees look a little bruised. She bites her lip. She’s breathing heavy. But it looks like she enjoyed it as much as I did. She bites her lip. I grin. She grabs my ass and I can tell she’s as turned on and anxious to fuck as I am from the experience.

“Eleven,” she says confidently.

I look her in the eye and smile wryly. “Thirteen.” I wink.

“Ohhhhh,” she says with a shocked breath. I guess she didn’t think I could beat that number. “Well, Master…” she says right there in the hallway as she starts to reach behind her back and unhook her bra, keeping eye contact with me the whole time.

“Good girl.”

She pulls the bra out from the top of her dress and stuffs it in her purse. She starts to lift the dress.

“No no,” I say. I walk up to her and lift it myself, hooking my thumbs into her panties and dropping them, looking at her nice little landing strip as I do. Then I lift her dress from behind and slap her ass. I’m not sure if anyone sees, but the building isn’t empty.

I take her hand and lead her out of the store, toying with her exposed body the whole walk home, especially lifting her dress for people behind us and fondling her ass. I can feel the goosebumps on her skin every time I do, and at one point, I stick a finger in her ass as we walk. I also turn a corner, drop my wallet in front her, and tell her to pick it up.

“Yes, Master,” she says, bending over slowly, and exposing herself for my touch. She’s sopping wet.

Once we get home, I order her to strip, and put leather cuffs on her wrists and ankles, and get the studded collar that reads “FUCK TOY” and the chain leash. Then the nipple clamps. She obeys (I watch), and she takes her knees in front of me. I grab the leash and lead her to the bed. Cuffing her hands behind her, I bend her over the bed, then drop my shorts. My stomach is still uncomfortable but I am needy as hell, and so is she.

“Spread your legs.”

“Yes Master.”

She’s literally dripping.

“You wanna get fucked, bitch?”

“Yeeeeeesss, Master.”

I slap her ass.

“Because you can’t swallow enough cum?”

“Yes Master yes, pleeeeeease fuck me …”

I start ramming into her roughly, and she groans. I groan with her. It’s rough and aggressive and animalistic. Unusual for the two of us, we tend to be more sensual, but two wanton sluts going at it, we know how to fuck many different ways. I grab her by the leash and pull her backward at the same speed at which I ram into her.

“Masterrrrrr…” she moans.

I fuck her from behind for a while, and I’m close to cumming, but I want it to last, so I climb on the bed and lay back, ordering her to climb onto me. It’s awkward with her hands still cuffed, but she makes it eventually, and she starts bouncing on me while I hold her leash and slap her ass, and give the chain on the nipple clamps a couple of yanks to punish her.

“Why didn’t you swallow more cum?” I demand.

“I’m sorrrrrry Master,” she groans as she bounces, following the pace I set with the leash. “Can I swallow yours to make up for it? Pleeeeease, Master?”

“Yes bitch, do it,” I say, loving her clever thought on it. She squirms her way off, and with her hands still cuffed, she positions herself over my cock, looking me in the eye as she’s about to start sucking. But fuck, no way that I’m waiting. Holding the back of her head, I start fucking her mouth. Even as she gags, she doesn’t stop making eye contact. (She taught me how to do that later.) When I get to cumming, I hold her head all the way down and drain my balls. Her eyes go red and watery, and she still looks up at me.

“Good girl,” I moan.

“Thank you, Master,” she says, falling back and laying next to me, both of us sweaty as fuck.

When the whole “Master” thing subsided, she asks me when we would do a bet again.

And if y’all liked this story, I can tell you about our later Slut-Offs. ;)

Source: reddit.com/r/gonewildstories/comments/cp4r4o/in_which_the_slutty_bi_male_gets_into_a_contest