Orlando Sanchez is a player. "No strings attached" is the motto of his life, and even when his best friend and wingman gets married, he doesn't intend for that to change. Women are trouble and the only one he cares to spend time with is Sasha, who's quickly become his friend and confidant. But a rash decision and a night of mindless passion makes their relationship complicated, causing Orlando to face his fears of commitment head on and to consider all he's been missing out on in life.Sasha is in love with Orlando and has been since they met. She knows she's not his type. The bad boy would surely break her heart, yet she can't help but want more than friendship. After Orlando calls their night together a mistake, Sasha is determined to show him that it wasn't. At a New Year's Masquerade party, Sasha throws her insecurities and inhibitions aside in one last attempt to show Orlando that they belong together. When the clock strikes midnight, Orlando will face a decision. Will his kiss ring in the New Year with the promise of a new future? Or will Orlando run, using his bachelor lifestyle and player ways as a shield against everything he thought he never wanted?