Jean

"I know how much you like Jean," you say. After all, she's an old friend of his family's. He's probably been jacking off to Jean since he first hit puberty.

Junior's eyes light up. "Deal," he says quickly. "If you get Jean to suck me off, I'll delete the photos in a second."

A deal is a deal is a deal. Now you only need to convince the high school senior to blow her best friend's older brother. Hell, it can't be that hard.