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.

Deanlena AU! ;)

After running away from her old life, Elena moves to California to start a new one. There, she gets an apartment with Dean Winchester. This womanizer learns his ways once he realizes that true love may exist after all. That is until Elena starts an office romance with her boss.