Andy makes a new friend after taking Joe's advice. Matthew also takes Joe's advice but this makes him uncool at school. Joe deserts his responsibilities when he meets a free-spirited woman.

Lloyd meets a woman on the internet and he is so interested in her, that he lies about his appearance to make the woman like him.Matt has a pimple and tries everything to hide it in time for his first date.

An old girlfriend from high school visits Joe and he invites her to spend the night. Matt accidentally sees the girl get out of the shower, causing Claire to tell Joe he is setting a bad example for the younger boys. Andy, meanwhile, can't tell his mom that he isn't ready to go to a sleepover party at a neighbor's house and winds up sneaking downstairs to Joe's room to avoid his mother, ending up spending the evening with Joe's old girlfriend instead.