When an email falls into the wrong hands, sixteen-year-old, not-so-openly gay Simon is blackmailed into playing wingman for a classmate or risk having his sexual identity revealed and the privacy of the boy he's been emailing compromised.
Avoiding relationships to protect her sensitive heart, plus-sized Molly supports her once-cynical twin, Cassie, when the latter has her own bout of lovesickness, a situation that is complicated by sibling dynamics and an unexpected romantic triangle.