When Charlie transfers from high school to Valentine Academy for Boys, love is the last thing on his mind. His plan is to survive the school year with perfect grades and no one discovering he's trans. Especially his new roommate Jasper - Sexiest Poet of the Year and the only boy to break Charlie's heart. Miraculously, his ex-summer-camp romance doesn't recognise him, and the two boys make a deal: Jasper will request a new room if Charlie helps him deliver secret love letters between the boys at Valentine and the girls at its sister academy.