Meanwhile, Stewie makes a bet with Brian that he can become the coolest kid in James Woods High. He puts on a cool disguise and successfully becomes the most popular kid in school. He asks Connie DiMico out to a movie and later to have sex but Connie finds out he has a small penis. The next day she tells everyone and humiliates Stewie. When Stewie goes to talk to her, they have an apology kiss. But Stewie reveals he's a baby and gets revenge by humiliating Connie by getting her arrested for inappropriately kissing a naked baby.