Openly Straight by Bill Konigsberg
Tired of being known as "the gay kid," Rafe Goldberg decides to assume a new persona when he comes east and enters an elite Massachusetts prep school — but trying to deny his identity has both complications and unexpected consequences.
Review from School Library Journal:
Rafe is gay, but he hopes no one will notice at his new all-boys high school in New England. He's not in the closet exactly. Back home in Boulder, his stereotypically progressive and understanding parents championed his coming out in the eighth grade. Since then, Rafe has been unable to escape being the poster boy for Gay Pride. Tired of labels and limitations, he hides his true self in order to fit in and be just one of the guys. For a while it works, and he plays football, pals around with the jocks, and blends in with the straight guys. His best friend back home is furious with him for changing, and things really get complicated when he falls in love with Ben, the intellectual, brooding jock with whom he experiments one night. In the end, he just can't keep up the charade, and coming out of the closet for a second time results in the creation of some new friendships, but also the loss of some others. The book is peppered with Rafe's journal entries for a class, the only place where he's honest about his sexuality. His teacher's responses, while encouraging, don't add much to the plot. The book tackles issues of sexuality and coming out from an interesting angle, but at times the central message (honesty is the best policy) is a bit heavy-handed.