Jude Tibbits doesn't mind having a reputation for being an evil bastard; he enjoys being cunning and cruel. He doesn't, however, enjoy being heartbroken. Which is exactly how he's left when his boyfriend Gideon breaks up with him and begins to despise him. All he wants is to get Gideon back. Staz Montgomery has no interest in the wealthy world of his parents. He'd rather just be left alone to his art, up to his elbows in chalk and paint. All he wants is to focus on his art. But after an unexpected run-in with each other afterschool one day, Jude and Staz realize that they don't always get what they want.

Keegan is a boy who loves affection. He's usually quite peppy and excitable, but everything in life has turned against him. He ends up locking away his emotions and making himself distant from the world, trying to avoid further suffering. He's left a shell of his former self, struggling to get through life. He decides to take time away from his abusive life by going on a week long school trip to collect his thoughts. He is placed in situations he couldn't have imagined. Theo is a laid back jock. He can come off as aggressive and bossy, usually around his friends, though he has a heart and can be quite kind. His life is hectic and full of annoying people. His parents are inconsiderate, his friends are clingy and loud, and the rest of the school sucks up to him, which he doesn't received well. He just wants to be left alone. After deceiving his clingy friends he snuck away on the school trip, hoping he could finally get some peace and quiet. This trip would hold some surprises for him, and maybe even change his life. What future will await these two? Are they destined for greatness, or despair?

He lit his cigarette, I lit nothing. He drank alcohol, I drank water. He smirked, I smiled. He didn't love me, I didn't love him. He and I together wouldn't last a day. And then the game started... He said he found me intriguing, unique, and interesting because I didn't swoon over him. "You and me Grey, let's play a game. We'll date and in three months time I promise you will fall for me. When you fall in love with me between that time span, I win. If in any way you were to win I'll give up all the alcohol, cigarettes, and player ways." It was a game I wasn't willing to lose, but all games had accidents and consequences. It takes a broken heart to know how to break a heart.

Brody Nelson is the king of his school, he has girls swooning over him, guys wanting to be him for just a day and a girlfriend everybody wishes they had. He hates his life. He lives a lie every day, putting on a mask for his friends and even family. Except for his sister Zoey. She’s the only one who knows the real him and sees what he does to change himself at school. It hurts her to see her brother change the way he is for some people, but there's nothing she can do… She knows Brody’s biggest fear is to lose his reputation though he will not admit it thinking nothing of it. But when he meets someone he’s willing to change for his fears become greater as he knows he must come out to the world. He knows his friends won’t accept him for being gay.