Chicks 101 (2004)

Louie King has only ever been good at one thing -- meeting women. Hs friend Noel, who is luckless in love, starts paying Louie to teach him what he knows. Louie is so successful that more people start hearing about the class. Along the way, Louie meets Marla who teaches Feminism in the 20th Century. After Louie's ladies man credentials are challenged, he finds himself trying to get the one woman he can't have, Marla. But maybe she's judged Louie all wrong...