Continuity mistake: The dog that Harry brings home suddenly has a collar after Dick sets him down on the table. (00:02:40)
Continuity mistake: When the dog is on the table, the book on the right of the table changes position between shots without anyone touching it.
Continuity mistake: Mrs. Dubcek says that she doesn't allow dogs because she is allergic to dogs, but in a later episode she claims that she doesn't allow dogs because she has 6 cats buried in the back yard.
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