Lindsay at the Coffee Shop

Lindsay at the Coffee Shop

Gary hires the girl at the coffee shop, Lindsay (Delaney Yeager), to spy on Allison's dates while he's at the opera. Here's a picture of him calling with an update.
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Gary at the Opera

Gary at the Opera

Gary goes on a date to the opera with Joan (Kathleen Rose Perkins). Gary's just hoping to get lucky like all the guys at the opera.
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Gary and Ms. Plummer Make Out

Gary and Ms. Plummer Make Out

Gary and Ms. Plummer (Kathleen Rose Perkins) make out on the coach while Allison walks in on them. Great timing Allison!
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Gary Unmarried Season 1 Episode 17 Quotes

Ms Plummer: Sometimes the anticipation of the event is more exciting than the even itself
Gary: So my reputation as a lovemaker precedes me

Random Guy: Excuse me, other people are waiting here
Gary: Yeah, but they're keeping it to themselves
Dennis: Burned!