Avery Quinton is a rebel. So when she gets expelled from her fourth boarding school her parents decide it's time to fly her home. Trent Ashton isn't normal. He's rude, conceited and selfish. And according to Avery, he has one too many secrets. They both get on a plane to Manhattan, only, the flight never makes it. Now they're stuck on an island together. They're going to wish they never got on Flight 21.

Aria has always laid low in school with her tight-knit group of friends. When she meets Nash at a party, he's rude, he's blunt, and he's got more baggage than he can carry. Aria immediately dislikes him. But the line between hate and love is very thin, and a continuous game of Never Have I Ever may change everything.