Marty, a lovelorn student at New York University, uncomfortably mingles with fellow members of his debate team at a college party, before breaking away from them entirely.

After losing his fiancée to a wealthy rival, Bob hires the Wing Man to help him get her back. Subsequently, though, the Wing Man faces off against his own arch enemy — another Wing Man — who has other plans for Bob. Through car races and bar hopping, this quest for love teaches Bob that true love is found right in front of him.