This is what I could remember. The song starts of with a guy playing a piano with a picture of his ex on it. He the puts the picture face down and dresses up and goes out. He sings about not being tied down and he could be himself. He wears shades that has lines through the shades and has a white jacket.

Could that be Kid Rock's "Picture" that he did with Sheryl Crow?

Kid Rock Featuring Sheryl Crow "Picture" - YouTube (http://www.youtube.com/watch?v=7kskFvErnVQ)

Nah, it was a r&b song. I finally found it, Jason DeRulo - Ridin Solo... Thanks