Dick's Ark - S6-E12
Character mistake: Sally tells Dick that he's jealous of her gig as a weather girl because he's never been on TV. However, Dick did appear on TV as a panellist on a talk show highlighting Dr. Strudwick's physics book in the season 4 episode Dick vs. Strudwick. Dick ended up turning the show into a Jerry Springer-like fiasco, and Sally even attended the taping. (00:10:40)
Dick Soup for the Soul - S6-E16
Audio problem: When Tommy is talking about how he recruited Sally to help him get into the fraternity, but has gone mad with power, at one point it switches to a wide shot and you can see his mouth isn't moving. (00:19:28)
Continuity mistake: When Caryn is on the desk, her back is to the class. After the pledge, when Dick says "never mind" and the camera angle changes, she's now facing the class.
Continuity mistake: The devil horns, mustache and goatee that Tommy spray paints on the picture of Harry change appearance between shots. (00:16:40 - 00:17:15)
Mary Loves Scoochie (1) - S6-E17
Revealing mistake: The sword fight between Dick and the Black Knight was sped up in order to make their movements look more competent. Note the extras in the background moving unusually fast.
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