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Chapter 5 by GrandoArdens GrandoArdens

Give the stranger his happy ending, or send him on his way?

There are more pressing issues

Jeanie's latest boytoy stood and shoved his dick in Jack's face, close enough that he could smell his own sister's vagina all over it.

"M-maybe if you take a shower first? You were just balls-deep in my sister, dude."

The guy just nodded silently, then turned and walked out of the house. Off to find a hole somewhere else, presumably.

"So..." Jeanie sighed as she slid into the emergency panties she kept tucked under the coffee table, "Stacy Owen?"

Jack turned his mind back to the matter at hand, "Right. Stacy... Well, the problem's not Stacy, exactly... It's just-- she's a cheerleader, right? And Greg says his brother told him that all the cheerleaders get together with all the football players after their games for these massive orgies."

Jeanie scoffed, "Yeah? Well, Greg's brother told me he could last a whole hour. Don't take his word on anything."

"It's not just his word; Greg showed me pictures! I didn't see her in any of them, but she hangs out with them all the time. She's probably been to a bunch of them, and I've never fucked more than two people at a time. How am I supposed to keep up?"

"Jacky, shut up and get over here."

Jeanie sat cross-legged on the couch and patted the cushion next to her. Jack sat next to her, and she immediately threw her arms around his neck.

"You are the sweetest little idiot in the world, you know that? Have you fucked Stacy before?"

"Y-yeah," Jack cringed a little, thinking back on all the times he'd bailed out of asking her out. "A few times."

"Then she knows what she's signing up for, right? And she likes it enough that she wants to get to know you, because you're a really great guy." Jeanie squeezed her brother gently, laying her head on his shoulder. "Have you texted her yet?"

"No, I was too nervous."

"Do it. Just talk to her for a while, and if you're still worried you can ask her directly. Okay?"

"Oh... Okay..." Jack lay his head over on top of his sister's. "You're the best, you know that?"

"Yes, yes I do."

The siblings sat there together for a while, just watching TV in silence. After a while, Jack managed to work his courage up and slipped off to his bedroom, cell phone in hand.

How should he break the ice?

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