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Bart agrees to sell his shirts at Gladwell's stores, which turn in a considerable profit. When Homer is caught wearing one of Bart's shirts whilst sleeping on the job at the power plant, he is suspended without pay, and decides to quit since Bart is making so much money from t-shirt sales.
Lisa reminds Bart that he forgets her birthday every year, so he promises to get her a present for her eighth birthday. Meanwhile, Homer panics after seeing that all his white work shirts are dyed pink because Bart tossed his "lucky" red hat into the laundry; therefore, Homer is forced to wear a pink shirt to work.
In the subplot, Bart's "Down with Homework" T-shirt incites a school riot, so Principal Skinner implements a uniform dress code. The episode was written by Mike Scully and directed by Mark Kirkland. Scully came up with the idea for it when he went bowling one day. The episode features cultural references to Mad magazine and the film Caddyshack.
Death eventually manages to pin Bart's shirt to the wall with his scythe. As Death is about to sentence Bart to an eternity of pain, Homer kills him by cracking his skull open with a bowling ball in revenge for the deaths of Snowball I and President John F. Kennedy. The Simpsons find that no one can die since Death is dead.
Bart starts wearing Hawaiian shirts, dancing in women's wigs and eating cupcakes with strawberry icing instead of chocolate icing, which makes Homer worry that Bart might be gay. Hoping to turn Bart heterosexual, Homer forces him to stare at a cigarette billboard featuring scantily clad women.
While Bart is bent over to keep his privates covered with his shirt, the US flag is put up behind him and a photo is taken, which results in the crowd assuming that Bart is mooning the US flag. Shortly afterwards, the Springfield Shopper takes the story and completely turns it around, making it seem as if Bart had deliberately mooned the flag ...
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Homer and a six-year-old Bart are lying on the grass. Bart asks questions about nature, but Homer asks why he indirectly caused his fall onto the grass. Marge takes Bart to Grampa while Homer heals. Grampa allows Bart to drive his car. Two years later, Professor Frink unsuccessfully teaches Bart reading while Lisa, two years younger, can read ...