Hitch (2005)

Will Smith stars as an infallible casanova, Alex Hitchens, who makes a living for himself helping game-less dudes land girls (in a significantly less douchey way than it sounds). However, when Hitch meets gossip columnist Sara Melas (played by Cuban-American beauty Eva Mendes), the characteristically cool love doctor finds himself about 1,000 times more spastic than any of his clients. 

What, like you wouldn't be?