The race is close

"I think today is the day," Tanya said.

"The day for what?"

"That one of the girls will reach the Cherry-smash target. You're about to take some innocent girl's cherry. How does that feel?"

That was a tough question. Actually, it felt great. He didn't fetish the idea of girls being pure and innocent... hell, none of the girls in the cherry-smash contest were particularly innocent even if they'd never actually had a cock in their pussies. Still, being the girl's first was a big deal and it was sexy. The reason it was a tough question wasn't because he didn't know the answer, it was because Tanya was asking. Tanya, the non-virgin who'd also been the only teenage girl he'd had actual vaginal sex with. What if he said something wrong? What if he pissed her off and ruined their relationship and their business partnership?

"Uh, it's great that we've managed to make that kind of money and it's incredible that so many girls have been willing to... participate."

"That's all?" She looked disappointed in him.

"And it's super-hot. I'm actually a little nervous. It's one thing to make love when nobody is watching {if ****=true} or if just your mom and sister are watching,{endif}. It's something else to know that there are a million or so people watching you, judging you, wondering if you'll be able to make the girl's first time a wonderful experience. So, yeah I'm excited and yeah I'm worried and yeah, I think it's actually a little sick that we have so many people out there wanting to watch me pop some girl's pussy for money."

"None of them are doing this for money, Matt."

"I know that. Still..."

"I know you had a schedule set but I've gone ahead and changed it. That's one reason I got here early. And speaking of being early, I need an update on what happened to you at school."

"Oh, yeah, that. Let's talk about the schedule now and worry about school after streaming."

"Fine. Anyway, I figured, since we have so many girls getting close to the target, we'd pair them up and let them give it their best sales pitch. I've got Cindi and Natasha first, Karen and April second, Amy and Pam third, and me and Wendy fourth. And do not remind me that I'm not a cherry. I'm still looking to be your first teenage conquest on the stream... unless you count Betty which I don't."

"I wasn't going to say anything," Matt lied.

Tomorrow can be an 'Archie and the MILFs day.' We'll have you hook up with Amy's mom, {if ****=false}and Cindi's mom, plus have them do a two-some{else} Cindi's mom and your mom with maybe a foursome if they don't mind sticking around.{endif} Unless you can persuade Ms. Chadra to join. I can't believe you almost got her. Then, the day after, we'll smash the cherry of whoever wins. Unless it's me, of course. If it's me, you get me."

"That sounds amazing," Matt said. "Only one thing. I think we should do the cherry-smash on who ends up with the most at the end of the session. Otherwise the girls who go first would have an advantage and that wouldn't be fair.

She kissed him again. "You got it."