When Blake Worthing asks Emma Saffron out, she can't believe it. A new student who's been awesomely labeled a 'prep-school-boy-gone-bad,' he's already infamous in their otherwise boring Midwestern suburb. Emma is warned, but she's not listening. She's been noticed by someone who doesn't know that up until now, all she's been famous for is studying, and it makes her want to give up everything for Blake.

One thing Blake never talks about is why he left prep school. An aspiring journalist, Emma knows there's more to his story. As she uncovers the truth, then watches Blake's downward spiral, Emma begins to question if it's really worth being his girlfriend, even if she lost her virginity to him. Blake screwed up big time, and she might be on the road to ruin, too.