Matt

“Matt, you’re up,” Tom said with a shit-eating grin. Matt just looked annoyed, probably pissed that Sarah wasn’t the one to draw his name.

“Let’s see, what am I gonna do… I think someone deserves to have a little fun.”

Matt’s eye quirked a little, curious as to what he had in mind. Tom wasn’t the kind of guy to beat around the bush normally, so someone probably was having fun… but would he really give Matt that kind of joy?

“Hey, Matt, I dare you to do whatever Sarah tells you to, for the next… I dunno, five minutes,” Tom said, shrugging his shoulders.

“Aww thanks,” Sarah said, “just what I always wanted.”

Matt’s look had gone from weary to cautious to ecstatic in that one sentence. He eyed Tom and Sarah in equal measure, as if he thought Tom would change his dare. Realizing he just might actually do that, Matt quickly leaped into action and scooted over to Sarah’s side.

“Hey there, tiger,” she said, putting a hand on his chest and rubbing slowly. “Since you were such a gentleman earlier, how about I do something we can both enjoy? Sit in the chair.”

Matt got up with a dazed look on his face, nodding dumbly. Once again his eyes had suddenly become glued to Sarah’s impressive chest, as if remembering she was shirtless only when he realized she had plans that might involve her breasts. A dopey smile covered his face as Sarah came over and mounted him… not unlike how Nicole had been on top of you only a short while ago.

“Now you’re gonna sit there like a good little boy and let me have my way with you,” Sarah said. The room fell silent. NO one was quite sure what she meant; until now the dares had been at least sort of tame, but Sarah wasn’t the kind of girl to take things halfheartedly. There were a few sighs around the room – some relieved, some very agitated – as she started grind up and down against Matt’s crotch without removing either of their pants.

“Can’t give it all away too soon,” Sarah said, sensing Matt’s disappointment. “Gotta leave something for the rest of the night.”

No one said anything, either in agreement or objection. Everyone’s eyes were locked onto the show as Sarah rode Matt into the next world. Unlike Nicole, whose lap dance had been enthusiastic but unpracticed, Sarah seemed like she’d been doing this for years. Every motion was smooth, and as uncomfortable as two people in jeans grinding might’ve been, both of them seemed to be enjoying it.

“Ooh, do me a favor… suck on this,” Sarah said, smiling as she watched Matt’s eyes widen when she lifted one of her tits and stuck it in his face. Probably before he even fully understood what he was doing, he opened his mouth and took as much of it in as he could, which wasn’t really that much. Sarah gasped and grinned as Matt’s tongue occasionally snaked out between his lips and her breast, as he did his best to lick every single inch of the tender flesh.

“Oh that’s good… that’s so good,” Sarah moaned, grinding more and more feverishly. You didn’t think Matt had enough girlfriends and experience to surprise a girl of Sarah’s caliber, but whatever he was doing, she seemed to be getting off on it, whether it was his doing or just her libido.

After another minute or so of grinding Sarah threw herself off of him, grinning like the Cheshire himself as she stripped off her pants, leaving her totally naked. Matt started to stand out of instinct but she quickly pushed him back down and reached for his zipper, her eyes narrowed but wild.

“Fuck it, I need to get off, I need this,” she mumbled, more to herself than anything else. She raised up a leg and got ready to mount Matt again, grabbing onto his freed and rock-hard member while pointing it straight up.

“Time. Time. TIME!” Miranda shouted, holding up her phone but not taking her eyes away from the scene. She had to finally shout it on the third call to get Sarah to stop, her cunt hovering just above Matt’s dick. You could see the conflict in his eyes, not wanting to break the rules of the game but knowing that he had full approval of the only one he cared about to go for it.

“Uggggh,” Sarah said exaggeratedly, getting off (but not the way she wanted). She took her place in the circle and pouted, her hands never straying too far from her crotch but not outright touching herself. She hadn’t even bothered to put her pants on again.

“It’s uh, it’s your turn…” Nicole said, her entire face the color of a strawberry. She sounded surprisingly throaty, though. The atmosphere of the room had changed. Suddenly everyone, even you, Nicole, and Miranda were really getting into it. Sarah was so frustrated she was frowning, Matt looked ready to tackle her and take her right there, rules be damned, and Tom was outright jerking it. Sort of. He was turned away to the side but he was barely trying to conceal the stroking motion of his hand as he watched the action unfold.

After a few minutes Matt sighed and nodded, reaching into the hat. You wondered which would win out for whoever he drew; frustration, or happiness?