Dated: 2002-2003

Before Sandra Bullock married Jesse James, her ex-husband slash serial cheater slash scumbag extraordinaire, she dated Ryan Gosling, who wasn't exactly the meme-inspiring Gos we know him now. If she only knew.

After meeting of the set of Murder by Numbers over a decade ago, Bullock went public with the ultimate ladykiller, despite being 16 years his senior.