The narrator of Inside the Mind of Gideon Rayburn tells us the story of her beloved Gid, an adorably clueless boy who flukes his way into one of the fanciest New England prep schools. Gideons more than a little out of his league at Midvale, especially compared to Cullen and Nicholas, his charming but morally ambiguous roommates. They terrorize Gideon as they initiate him with a bet over Gids borderline virginity, and the feisty, sexy Molly McGarry. Gideon is torn - he wants to prove himself, but he also wants Pilar Benitez-Jones, the most beautiful girl hes ever seen. Hooking up with Molly might be possible, but winning Pilar would be legendary. On the other hand, Gideon actually likes Molly. Its all incredibly confusing and intoxicating. And one hysterically funny girl is savoring Gideons every thought. But who is she?