Unfortunately, she’d promised, or rather she’d made this stupid bet and wagered something she shouldn’t have. She’d thought you were joking!
“Oh, yeah, sure. I’ll just give you a blowjob. Right.. You must be kidding.”
“You said it, not me. I’ll hold you to it, though.” you replied in a sarcastic enough tone that she wasn’t sure if you were joking or not.
If it were anyone else, she’d have shut this down immediately, but when she lost again, you took the opportunity to push for more.
Time to collect, but she isn’t actually ready to pay out.
“Double or nothing?” she asks in a weak note, hoping to still get out of this.
“I’ll do ______, if you’ll give me a chance to get out of ______. I promise.”, she’d say. A blowjob until you came in her mouth. It was better than having to let you fuck her. She’d let you cum on her pretty face, She’d just sit there while you’d get to tweak her sensitive little nipples, lay there as you explored her and got to play with her pussy. She’d never let him do that; too sensitive and intimate!
Finally it came to this, and it was only the beginning. She had to let you actually put your cock inside her, but only for one minute. No thrusting, but you’d made her let you go without a condom, even though she was worried you might impregnate her.
Having already agreed earlier that condoms wouldn’t have to be worn no matter what, she couldn’t say anything. You’d tricked her. It was back when she was negotiating with you over a blowjob. She’d had to not only let you, but make you finish in her mouth for the first time in her life. She should never have been even giving you head, but that was a different story. Now, unable to make you to wear one, and having to let you do something, she made this concession.
No thrusting allowed. It would mean no enjoyment for her, but this wasn’t at all about her enjoying it.
She was to lay back and allow you to slip yourself inside her, like a tight new cocksleeve and keep yourself there for one whole minute. She began to worry when she felt you start to throb. As promised, thirty seconds in, she’d start to stroke the base of your cock while you were still inside of her. Effectively, she was masterbating you, and she wasn’t allowed to ask you to pull out. Again, she felt you throb as she was jacking you off inside herself. Not once this time, but a few strong hard pulsations. She counted down the seconds, only getting to 43 when she felt you cum.
What a disaster! She was essentially impregnating herself for nothing, getting nothing out of it, over a bet. She didn’t even have the pleasure of a good fuck!
Alternatively, she might be on top, having agreed to outercourse, jacking you off with her pussy, but having agreed to slip it in for 10 seconds. Following through, she put your cock inside her only a moment before you blow your load, pumping your load inside her as she struggles against pulling out.
You might taunt her a little while it’s happening, only feeding her regret, lifted her hips, only to let herself back down and feel you shoot another load inside her.
I’m still brainstorming ideas.
Ideas for Bets / Games:
– If I draw it and you can’t guess it, you have to do it.
– If you can guess her bra size, you get to see them.
– Poker / Blackjack / 21, for all ($20) of the chips.
– She’d downed almost half the bottle of Burbon.
– Strip Twister
– Jenga, collapsed
– Card Hat Horse, the indoor version of basketball
– Mario Kart for the win, or a blowjob, or holding having to hold the controller to herself like a vibrator.
– Tennis, L.O.V.E (for a blowjob through the mesh?)
– Pool, sink the white balls, and you sink your balls in her.
– Beaver Damn, or no damn condoms…
– Timed Blowjob; or you get to cum in her mouth.
– Timed Fuck; no condom, and no pulling out!
– Impregnation Test (not an actual pregnancy test)
– Blind Taste Test
If the phone rings:
– She might get distracted.
– If her husband says ____, she’ll have to continue.
– If she can’t hangup the phone she’ll end up fucked, or at lesat with a mouthful of cum.
What ideas do you have?
Source: reddit.com/r/eroticliterature/comments/rjccf0/its_definitely_cheating_but_ill_do_it_this_once