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.

Shawna Roberts is the girl that every guy turns to when they need a fake date, a fake girlfriend, a fake fling to make some other girl jealous, a fake couple photo to send to their parents... Shawna's pretty much seen it all. But no matter what they pay her for, everything she does has one common factor: it's all fake. That doesn't make being their paid girl much easier, though. Adam Ferrell is the campus heartthrob with the appearance of a god, an ego the size of Canada, and worshiped by everyone to monumentally ridiculous proportions. In Shawna's mind, it's a miracle his head fits through his shirt every morning. Yet despite their instant dislike for one another, Adam and Shawna each need what the other can offer. When Adam unexpectedly pushes into Shawna's life with a business deal, she's torn between her feelings and her sense of duty, which protects a secret she has kept for years, from even those closest to her. And as the two begrudgingly get to know each other, masks start slipping and secrets come spilling out, forcing each of them to confront some of their darkest moments and deepest fears.

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.

Gianna is beautiful, popular and she hates her life. After her mom remarries, she has to deal with a new stepbrother. Caleb is a 'bad boy' and goes from one girl to the next. He's intrigued by his new stepsister and is determined to find out more about her. He begins to challenge her in ways that she has been afraid to challenge herself.