When college student Madi Ryan wins a contest she didn't enter, she reluctantly accepts a weekend date with gorgeous singer/songwriter Jake Morgan. Determined to find something wrong with him, Madi sets out to prove he's not all he appears to be. Haunted by mistakes, Jake Morgan lives with a past that prevents him from having a future... until Madi Ryan walks into his life. As his walls and his rules slowly crumble around him, Madi makes him doubt everything he thought he knew. Her desire to find something wrong with him fuels his interest in her. It doesn't hurt that she's beautiful, feisty and keeps him guessing. As the weekend turns into something more long term, Madi finds herself drawn into his world and his charm. From harmless flirting, to denied passion, no matter how much Jake tries to push her away, he ends up pulling her in. And as Madi tries to put him together, he unknowingly tears her apart. Contests don't always have a winner and a loser. Sometimes love takes all.

What happens when you win a love you don’t think you deserve? Long distance relationships are tough and there are two sides to every story. No one knows that better than Jake Morgan and Madi Ryan. It’s not just about falling in love; it’s about staying together when everything in the world wants to tear you apart. When Madi’s attacker is released on bail, Jake decides he’ll to everything in his power to protect the woman he loves, even if that means keeping secrets. Strange emails and photos appear on Madi’s computer, warning her that Jake is not what he seems. Madi’s faith in him begins to waver, especially when Jake becomes linked to beautiful actress, Allison Gregory. Although he promises there is nothing between them, outside forces push Madi’s trust in him to the breaking point. Jake is willing to move heaven and earth to prove to Madi just how much she means to him. But when everything in their lives comes crashing down, will Madi be able to trust her heart or will she lose the only man she’s ever really loved? Can two people stay together when one of them is always waiting to lose?