Hotel Dick - S2-E3
Revealing mistake: Right at the beginning of the episode as the camera pans over to the doors of the movie theater you can see the actors playing the Solomons waiting for their cue to come bursting out of the doors as if they were running out of the theater.
Proud Dick - S2-E13
Revealing mistake: When Harry lands in the yard, you can tell he lands on a crash mat, as the grass beneath him shuffles. (00:01:15)
Dick and the Single Girl - S2-E24
Continuity mistake: When Sonja takes Dick's belt, she has it in her right hand, away from Dick. In the next few shots, Sonja no longer has the belt, but it is back around Dick's pants. Yet the next shot (at the door), it's in Dick's hand. (00:16:30)
Dick's Big Giant Headache (1) - S4-E23
Trivia: When the Solomons meet the Big Giant Head at the airport and ask how his flight was, he says that it was horrible because when he looked out the airplane window, he saw something on the wing of the plane. Dick responds that the same thing happened to him. William Shatner appeared in the 1960's Twilight Zone episode "Nightmare at 20,000 Feet" in which a gremlin tried to destroy the wing of a plane. John Lithgow appeared in "Twilight Zone: The Movie" playing the same character in the same situation.
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Answer: The writers often have Dick respond to Mary with a retort that he thinks is in the common vernacular but makes a mistake in wording that is often funny. Dick seems to be imputing a criticism from Mary and responds with a corruption of the more common "I'm going to wear your ass like a hat!" I doubt it has anything to do with owing taxes. Probably just one of the writers assuming a common regional phrase would be universally recognized.
That makes total sense. I always interpreted it as perhaps snowshoes are an expensive item, and given that he was blaming Mary for his newfound financial woes, he was equating her living off his generosity and used snowshoeing as a metaphor.
Phaneron