First Aired: April 27, 2008
Plot: Brian decides to start a relationship with a nice young widowed woman he meets one day. He agrees to perform magic at her son's birthday party just to impress her, only to learn that she already has a boyfriend she never told him about. Feeling he may be losing his chances at love, Brian ultimately decides to meet up with a former flame named Tracy who, once being quite attractive, has since become fat and slovenly. Repulsed, Brian decides to leave, but Tracy insists he stay after revealing that she has a son named Dylan and that he is the father.
Dylan proves to be quite the unruly teenager and Brian laments to Peter and Lois about his experiences with him. Despite this, they attempt to convince him that he should take responsibility for his son. At this time, Dylan arrives at the Griffins' house, explaining that Tracy dropped him off for Brian to raise. There he begins tearing the house apart, and Brian decides to kick him out. However, after they discover they both enjoy smoking marijuana, they begin to connect, and Brian swears to turn Dylan's life in the right direction.
Brian quickly shapes Dylan up to be a fine young man, though he himself begins to act a bit self-righteous. Peter feels very uncomfortable about this, so he decides to convince Tracy to take Dylan back to live with her in the hopes that Brian would go back to normal. Lois supports Peter's position as she, too, has been feeling disturbed that has become a stereotypically overprotective parent right after taking Dylan under his wing. Dylan then steps up, saying it is time for him to turn his mother's life around just as Brian had done for him. Brian agrees, and the two part ways.