We’re back on track with festive filth today, and I am again exploring the idea of bets that decide who gets to top that night. Especially when the winner gets to claim an ass fuck of some sort, because rough butt sex forfeits feel deliciously mean. Also, can you tell I’m really into making subby boys wear butt plugs just now?
Content note for humiliation play and an element of involving unsuspecting folks in one’s kinky games. This post also includes affiliate links.
It’s always more fun to fuck with him when he has to try and hide his growing arousal. Now, for instance, she’s sipping a glass of champagne while watching him grow increasingly flustered. She could have stepped in to help, of course, but even though no one else knows what’s at stake she isn’t going to show her boyfriend any mercy. He proposed this game, it’s not her fault that she’s going to win.
A vigorous ass fucking is the most common forfeit in games they play together. It’s not that they don’t both love being anally topped, but it gives them an equal stake for them to play for and it can be layered with the hot humiliation that makes him hard and her wet enough that he barely* needs any lube to slide from her cunt into her ass. It was him who proposed the bet earlier – it’s so much sweeter when he offers up his ass for her to fuck by suggesting a bet he has so little chance of winning.
With a whole evening of teasing him while surrounded by their friends – not forgetting the journey back to their flat on the tube that is especially torturous when he’s wearing a butt plug – there’s no way she won’t win. And the casual arrogance that she has adopted ahead of her victory will help assure it. She knows that as she smirks, watching him blush a beautifully dark red and knowing that his poor cock will be the same colour when she finally lets him touch it later.
For now, she teases him. This sort of clandestine foreplay is a red rag to an already horny bull, and she takes great delight in pulling on his hair or resting her hand possessively on the back of his neck. She places her hand on his thigh – a little too close to his cock for him to concentrate on anything else – and slips a hand under the bottom of his shirt so she can drag her nails up his back. He tenses when she touches him, and she smirks.
His dick aches, and she’s going to win.
Not that his hard cock – not noticeable, really, unless you’re looking for the distinctive bulge in the denim – is purely because she’s indulging him in his favourite form of foreplay. It’s partly down to the butt plug she made pushed into his ass earlier, reminding him of what would happen to him if he lost as she instructed him to bend over and spread his legs. The plug is small enough for him to take it easily, but combined with her relentless teasing it’s impossible for him to ignore it.
He loves it, of course. Each of the taunts she throws at him is calculated to make his cock harder. They sit in a circle with their friends, playing a card trivia game that they’ve had too much wine to be totally sure of the rules of. Usually he’d be in his element, but between her casual confidence and her fingers brushing his cock, he’s sufficiently distracting that he struggles to focus. He tries to keep his composure, and she takes great pleasure in making it impossible for him to do so.
She steals his wine for a few sips, and orders him to get her another drink. She slips her hand under the waistband of his jeans and pinches his arse in a way that makes him clench around the butt plug. He winces, and she asks him – in a voice full of faux innocence – what’s wrong. When she leans towards her friend to whisper something and they both giggle, she knows he’ll wonder if she’s talking about him. She isn’t – they keep their games secret – but his mind will still wander there. Public foreplay is such a fun way to fuck with him, and everything from her low-cut dress to her flirtation with one of his friends is perfectly planned.
Everything she does reminds him that he’s going to lose and he’s going to love it.
To win, he just has to hold out until they get back to their flat before he asks to fuck. All he has to do is grit his teeth and ignore her teases and when they get home he can bend her over and fuck her ass as hard as he wants to, calling her every filthy name he can think of as he mocks her for thinking she could win. He doesn’t, of course, but he holds out for longer than she expects him to before pulling her aside.
“Please,” he says, his cheeks flushed and his tone anything but pleading. It’s a command, because he’s conceding the game and hopes a glare will hide his humiliation.
“Please what?”
Her cool demeanour in face of his flustered state is further proof that she’s won.
“You win. I need you to take this plug out of my ass and fuck me, please. I’m about one more tantalising slip of your hand from coming in my pants, you fucking tease.”
She stands on tip-toe to kiss his cheek, smiling sweetly.
“Aww, you’re so pretty when you beg. I can’t wait to fuck you… but I won’t do it yet. You’re going to have to wait until we get home. And if you come before then? Well, I’ll still fuck you and force another orgasm out of your poor cock. And no, we can’t leave yet. I’m having too much fun.”
The stunned look on his face is delightful. She grins wickedly as she turns away, returning to the sofas for another round of whatever ridiculous game they’re playing. But before she settles back into the circle she spins around to kiss him again. The kiss is gentle, and a complete contrast to the words she whispers to him.
“Your ass is mine, slut: and when we get home I will fuck you so hard that next time you I can fuck you remember that when you set forfeits for our games, you need to be prepared for me to win.”
*You always need lube for anal sex – or should definitely take lots and lots of lube as a starting point, at least.
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Quinn Rhodes (he/him) is a freelance journalist, sex writer, and professional transsexual. His work focuses on dismantling shame and queering sex.
Hehehe the tease
I love that his losing and her winning was a foregone conclusion. 🙂