Tom

“Oh, fuck yes,” Nicole said, exhaling in relief and holding up the slip of paper. “I got Tom.”

“Let me guess, you’re going to send me to go sit in the car or something,” Tom sneered.

“Actually,” Nicole said, tapping her lips as she looked around. “Tom, would you like to make a deal?”

He looked at Nicole suspiciously, and I shook my head silently from where I was sitting back on the swing bench with Miranda. Nicole was a cutthroat board game player - Monopoly, Settlers of Catan, whatever game it was, she knew the rules in and out and would play around them to her advantage. Whatever was coming could change the game.

“Here’s my proposition, Tom,” Nicole said. I even noticed that she stuck out her chest a little bit more, letting him look at her small boobs as an enticement and distraction. “If I give you a dare that you will really, really like, then you have to promise that any dare that includes you touching me, or me touching you, you forfeit on.”

“How much am I going to like this dare?” Tom asked, clearly thinking it over.

Nicole approached him and went up on her tiptoes to whisper in his ear, slapping his hand away as he tried to grab her butt. As he listened, his eyes went wide and darted over to Sarah.

Oh, shit. Two birds, one stone. Nicole was handling her Tom problem and planning her **** at the same time.

“Done,” Tom said, holding out his hand, and Nicole shook it.

I, unfortunately, didn’t fail to notice that Tom had gotten hard again.

“Alright,” Nicole nodded. “Then you’re all witnesses to this deal, and hold him to it, right?”

Those of us paying attention - Miranda, Tiff and I, all nodded - while Sarah and Matt were lost in their own little world of not-quite-sex, not-quite-dry-humping.

“OK. Tom, since you did all the work to prep it, I dare you to fuck Sarah’s ass.”

Tiff cackled, while Miranda and I both went wide-eyed and looked at each other in surprise, before turning to Sarah.

“Yes. Yes, I think I will,” Tom says, rubbing his hands together before spitting in his hand and smearing it on his cock.

“Whoa, whoa,” Sarah said, her grinding on Matt having come to an abrupt halt. “Look, I’ve experimented as much as the next girl, but I wouldn’t say that the tonguing I got was really ‘prep’ for a buttfuck.”

“Oh, I’m sorry, Sarah,” Nicole said. “What was it you said? ‘Oh, don’t be such a little cockteasing bitch? Either get his cock in your ass or use your forfeit.’”

“She isn’t wrong, Sis,” Tiff chortled. “Come on, slut. You and I both know you can take it, so walk the walk, don’t just talk the talk.”

My focus had slid from Nicole, Tiff and Sarah to someone else. Matt, who had pretty much been in his preferred dreamland, was still currently under Sarah and was glaring past her at Nicole. Not only was she disrupting his fun, but she was also pointing Tom right at his dream girl.

Shit, I thought. This wasn’t good. Matt and Nicole were friends mostly because I was friends with both of them, and I knew if worse came to worst I would pick Nicole every time. But I really didn’t want it to get there.

“Fine,” Sarah said, almost in a mirror of Nicole earlier after her own prodding. “It’s just a dick in my ass, right? It won’t be the first time, and probably won’t be the last. Tom, just… try and take it a little slow at first, yeah?”

“No problem, babe,” Tom said. His smirk was big, and his angry cock was projecting ahead of him as he sauntered over and literally picked Sarah up out of Matt’s lap. He stepped back two steps and set her down, putting a hand on her shoulder and getting her to bend at the waist. Then, without much more preamble than peeling one of her cheeks open and spitting into the crack, he lined up and started to push in.

“Ooooh, fuckfuck,” Sarah groaned, opening her legs a little more and tilting her hip. She squeezed her eyes closed, breathing deeply as Tom entered her ass. Her tits were hanging down, pressed between her arms as she braced her hands on her knees.

“There you go,” Tiff smirked. “That’s it, Sis. You got this.”

To be honest, considering I’d never done anal with anyone before, I was surprised at how easy it actually happened.

Sarah breathed out and opened her eyes. The way Tom had positioned her, she was looking right at Matt. Looking him right in the eye as he frowned. In any other situation, I would have said he looked like a 4-year-old boy who’d had his toy taken away. In this situation? I didn’t know what to say about that look.

“Alright, I’m in,” Tom said, raising his hands and resting them behind his head as he slowly thrust in and out of Sarah’s ass.

“Tom, fuck,” Sarah muttered, closing her eyes for a moment as she tried to control her own body.

“Someone bring me the bowl, it’s my turn again,” Tom said.

Tiff picked up the bowl and brought it over, setting it on her sister’s back like a makeshift table. She winked at Tom and gave Sarah a little smack on the butt. “How you doin’, girl?”

“Full,” Sarah groaned.

Tom pulled his next name and laughed.

Breakthebar erotica is powered by Patreon. PM if interested in making a Commission.