This has to be a dream, right?

Matt looked at his sister, naked on the bed. She was hot as hell, the wet dream of every guy in school, and he was going to take his cherry.

It had to be a dream, right? Any second now, he was going to hear a knock on the door and his mom would be telling him to get up and head off for his first day of school. Because there was no way his life could have transformed so quickly.

He wasn't sure if the thing about pinching yourself in a dream to wake up was for real or just a sort of cartoon meme but he was sure of one thing... he wasn't going to pinch himself because if this was a dream, he didn't want to wake up.

He also didn't want it to turn into a nightmare.

He looked down cautiously. "Please God," he prayed, "do not tell me I overdid it with that blowjob from Mrs. Phuan."

His dick strained, rockhard, against his boxers.

Hell yeah!

"Get your sexy body on the bed," Karen growled.

"Coming."

"Oh, no. No cumming until I say so."

"I know you want to ram it in," Tanya said, "but the viewers want to get maximum view... and let me tell you, the tips are raining in. So, lie down on the bed, M--Archie, and let uh-Betty get on top and lower herself onto that wonderful big dick."

"Is that how you want it?" he demanded. Because he didn't give a shit about the tips right now. What he cared about was making it special for his sister.

"That sounds nice, actually," she said. "I... I'm afraid it's going to hurt."

"It'll hurt all right," Tanya said. "Hurts like hell."

It had probably hurt her more than it would hurt Karen because she had been younger with her first experience. On the other hand, Karen was tiny.

Matt stripped off the rest of his clothes and climbed on the bed and rolled over on his back, his dick sticking straight into the air.

"It's beautiful." Karen pet his dick like it was a doll. "I want to eat it but I want to get to the real deal, too." She bent over it, slid it into her mouth, and stroked it. "Just a taste," she said as she withdrew.

"I'm nervous," she said as she straddled him. "I mean, I shouldn't be. Billions of girls around the world have done this and I've never heard of it killing any of them."

Matt wasn't sure but he also wasn't going to do anything to talk his sister out of what he hoped was coming next.

She grabbed his dick, rubbing it on her pussy lips.

Then, slowly, she lowered herself onto it.

She stopped when he was about half an inch in. "Oh."

"Are you okay?"

"It just... I thought... never mine."

She screwed up her face, then deliberately lowered herself.

Matt noticed Tanya had given a second camera to Natasha who was focused on Karen's face while Tanya kept her camera pointed at the junction of penis and pussy.

"Shit. Ouch. Damn." Karen growled. Then she lowered herself further, taking him maybe four inches inside.

"I did it," she said.

She might have done it, but Matt wasn't quite done yet... and wasn't in a hurry to be finished. But shit, she was every bit as tight as he'd thought she would be. Those hours of horse riding, gymnastics, everything conspired to make her as tight as a fist. Matt decided to concentrate on not cumming.

"Okay," she breathed. "I'm good now."

Even though she wore a mask, enough of her face was visible to make it clear she was elated, proud of her success. Slowly at first, then gathering speed, she raised her body, then lowered it again on his dick.

"Oh, yeah. I didn't think I'd be able to cum again," she whispered. "But... maybe I can."

Hell yes, he thought. Because he didn't want this to be a one-time thing. He wanted her addicted to his dick, coming back for more. And he wanted the video to be an advertisement of his own ability rather than a testimony to his failure. And making her cum was important for that.

She stayed vertical for a few minutes, then, sweat running down her face, she dropped to kiss him, changing the angle of their sex but not withdrawing.

Now, he was able to do more but it wasn't enough.

He rolled her over and took control.

He watched her face for any sign of pain or discomfort as he fucked her.

And Karen's entire body blushed as she climbed toward her second orgasm.

"Oh god," she yelled. "Yes. Cum inside me, M-Archie. Fill me up." She grabbed him, bringing his ear to her mouth and whispered, "I'm went on the pill because I hoped I'd be the winner. Don't worry about making me pregnant."

This time, they came together.

(Note: I am moving forward from the Cherry Smash but please feel free to go back and read all of the other Cherry Smash paths. All paths will lead to Tanya's 'great' idea so don't worry about missing something if you go back. No variables will be harmed in this process for those playing the game version).