Anna the Wife
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Gary is very depressed as his one time fling with Anna quickly develops into some sort of psuedo marriage. Here's a shot of Anna coming to Gary's work, bringing him lunch.

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Gary Unmarried Season 1 Episode 14 Quotes

Jack: Woh, deja vu
Gary: It's not deja vu, it's the fifth time you walked into the room!

Allison, I have the answer to all your problems, except your stretch marks and screechy voice...damn, we must have gotten disconnected.

Gary [on the phone]
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