Ritchie is the epitome of everything wrong with modern man: a pompous, foul-mouthed idiot, driven only by a desire to land the latest girl-of-the-week. But something changes after his first real relationship that includes Ritchie's two favorite things: frequent condomless sex and freshly baked cookies. Through his "confessions," we learn his womanizing goes much deeper, fueled by past wounds. And who best to bring these psychological wounds to the surface? Ritchie's new best friend - a transgender prostitute named Ginger.