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One sounds like it could be the Wegman's Dog sketches on Sesame Street.
Yesssssssss I just looked that up and that's it. Thank you so much, I was dying!
Unfortunately I don't know what two is, but I do have a vague memory of seeing it. Could it have been an episode of House?
Same boat as Apeaccount— I know I've seen whatever you're talking about, but can't remember what it was! Maybe part of Parker's backstory in Leverage?
The second one sounds a little like Where The Heart Is.
- 2 sounds like one of the characters from the first season of Orange is the New Black. Tricia was homeless and stole to support her habit. She always kept a total of what she owed so she could pay it back someday.
1. There was a show, or possibly a segment of a show where there were humanlike dogs wearing suits that would sit around a table at breakfast and drink tea, etc etc. I think it was from the 90's, and the dogs were all gray, and incredibly lifelike.
2. A show or movie where a girl was homeless, and would steal things to get by. But she always said she was 'borrowing them' because she wrote everything down in a little book, and planned to pay for the items once she could afford it.