Cyn’s Bet
As I hinted last time, there’s some new fun brewing here. Our fun-loving friend Cyn (one of the friends Pooky used to live with, who helped capture and enslave her) has made a new bet. And this time, there’s a boy involved!
This guy is a friend who knows us well enough to know a little bit about the kind of fun we like to have. We usually keep our Guttergaunt-style fun girls-only, so the guys we hang out with don’t know the details or how extreme we get. Everyone knows that Pooky is my slave, but only the girls who were around for the early days of her slavery know what a serious, full-time deal her slavery is, or that it started out totally involuntary, and that it’s still technically involuntary, since she knows that if she tries to get out of it, she’ll suffer extreme consequences at the hands of her closest friends (who all love her almost as much as I do, but she lost her bet with Yoko fair and square, and friends don’t let friends welsh on bets).
This guy Cyn has the bet with knows what most people who weren’t part of the original fun know about me and Pooky, which just that Pooky has to be my slave because she lost a bet. We like to tease people by being mysterious about the details. Most people also know that our little gang of girl-jocks like to wrestle each other, something that all the boys want to watch but don’t get to.
This guy has this whole flirtation going with Cyn, and they had this drunken conversation about wrestling, betting, and some of the wild stuff our gang has got up to (he wanted to know more about Pooky’s enslavement, but Cyn wouldn’t tell him much). They ended up making this bet (which took a while to negotiate the details of, which is why last time I wrote I didn’t know if it was going to happen).
The guy is in pretty good shape (a little younger than us, pretty cute), and though he’s not huge or anything, he probably has the upper body strength to beat most women at wrestling. So the bet Cyn made is that he’ll wrestle four of us girls, one at a time, with no breaks, so that by the end he’ll hopefully be tired enough that the last couple of girls will have a fighting chance against him. He has to win all four matches to win the bet, he loses the bet as soon as he loses one match.
He’ll be wrestling Anne, me, Cyn, and Pooky, in that order. We’re saving Pooky for last because she’s still the best wrestler we’ve got.
If we win, he becomes our slave for the weekend. If he wins, Cyn becomes his slave for the weekend. That’s the best part: for me, Anne, and Pooky, there’s no risk (except the embarrassment of losing a wrestling match).
I think that if the rest of us can tire this guy out enough, Pooky can beat him. She’s a very good wrestler, and I keep her in great shape. And believe me, she’s very motivated to win! Partly because if she loses, I’ll let Cyn punish her for whatever humiliations Cyn has to endure in paying off her bet. Mostly, though, she’s motivated because if we win, she gets to join us in our fun for the weekend, which will be the first time, since she lost her bet to Yoko almost three years ago, that she’s had the chance to be dominant over anyone, and also the first chance she’s had in three years to do have any fun at all with a boy (before she lost her bet to Yoko, she always had boyfriends, and her games with girls were just something extra she liked to do on the side, but she hasn’t been allowed any dating or sexual contact with boys in all the time since her capture and enslavement, and it might be another three years or even longer before I allow her to touch a boy again after this, if I ever choose to allow it again at all, so I know she really doesn’t want to miss this chance. Not that she’ll be allowed to have sex with him or anything like that, but at least she gets to touch him and play with him a little).
We’re not quite sure when this match will be happening, it could be a while before we get all our schedules cleared for a whole weekend.
Here’s where we need the help of all of you who read this blog (or write in it). We need ideas for what to do if we win. We’ve all got a lot of experience with dominating other women, but none of us have much experience dominating guys (I think Cyn is the only one of us who’s ever tied up a guy at all). I think he thinks he’s going to win, but I think that he also thinks that if he loses, he’s still going to have a good time and get to have sex with Cyn and maybe the rest of us, and that the whole experience will be something his friends will envy. That’s not how we roll, as Guttergaunt readers know. If he loses, he’s not even going to be seeing any of us naked, or even in underwear or anything revealing, not even Pooky. His experience isn’t going to be anything he’ll be bragging about to anyone.
What we want is to do to him what Yoko is famous for doing to women (as Neige talked about in her confessional comment to my last post). We want him to feel totally exposed and owned by us, and we want the feeling to last, because we’re evil and we want to be able to toy with him whenever we feel like it in the future. We want him to never be able to even see any of us without blushing and feeling all embarrassed, submissive, owned, and turned on. We want him to always be our toy to tease (just to make it clear, we like this guy… we’re not trying to teach some macho jerk a lesson, we just think it would be fun to have the kind of power over a male friend that Yoko had over Lila and that some of us have over Pooky. We’re just carrying on the Guttergaunt philosophy established by Lila and Yoko, that sometimes friendships get even better when everyone’s clear who the boss is).
Please help us out with this! We know how to do this to a girl, from seeing how Yoko does it, and from all the practicing we’ve done on Pooky for the past three years. But how do we do it to a boy, in only one weekend? Any special boy-dominating tricks we should know about, that are different from girl-dominating tricks? We need your suggestions and thoughts, plus any past experiences with dominating boys (or being a dominated boy) that you can tell us about!