Likely candidates from your High School

Although you've never actually managed to get one of your classmates in the sack, you've thought about it a lot. In fact, every time your mind begins to wander. Which is fairly often. Over the last few months, as you approached the age of consent, you began narrowing down your list of available ladies to the few who are most likely to both let you into their pants, and live to tell the tale.

Fist, there's Beverly, the school slut. Bev to her friends. She's not quite part of the popular girls, but she is notorious to say the very least. You're pretty sure most of her reputation is bullshit, but you're certain that she's fucked at least four guys...and one teacher. She's blonde, but it's a pretty obvious dye job. She's also a total airhead, and whenever you hear her talking, she never goes a sentence without saying the word "like". Where other girls are slim and slender, she has a curvy build that just makes her all the more mouth-watering. Her tits are the biggest in school...

...Except maybe for Samantha. You're not sure of that, but you got pushed into her once and couldn't help but feel the sweater puppies she hides under her baggy clothes. To put it bluntly, she's a nerd. She has a few friends, but mostly she stays quiet around other people while she pulls A+'s as regular as clockwork. Her hair is short, reddish-brown, and her eyes are dark brown behind her thick glasses. She also has freckles, and the only reason you don't hear her compared to Scooby Doo's Velma more often is that everybody got bored of that joke back in freshman year. Sam would be hard to convince, but surely those boobs would be worth the effort?