Player in Training (2005)

Eric is the typical nerd who dreams of the perfect girl. Rather than being lonely, he aggressively pursues women that do not want him. Eric, with the advice of a knucklehead friend, makes a decision to get an image makeover. The sex-crazed duo enlist the help of a real ladies man, their next-door neighbor. After a lot of drama from crazy women and hurting the only person that truly cared for him, Eric soon realizes being a player is not what he imagined it to be.