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Democrat - Writer - Prius
Art Vandelay - Shrinkage - Festivus
Receptionist - Paper - Painter
Doctor - Sacred Heart - Guy Love
Mayday - Bartender - Womanizer
Philadelphia - Kitten Mittens - Dayman
Banana Stand - Cousin Love - Her?
Oldest Sister - San Francisco - Teenager
Psychiatrist - Radio - Seattle
Unrequited Love - Dork - Suspenders
Philadelphia - Prince - Aunt/Uncle
OB/GYN - Shulman's Women's Health Associates - Boston
Goody-Two-Shoes - Brooklyn - Detective
Cuban - New York - Nightclub
Cop - Wisconsin - Burn
Writer - TGS - Geek
Pawnee - Government - Waffles
Soap Opera - Coffee - How You Doin'?
Magician - Paint Vomit - Realtor
Neuroscientist - Harp - Awkward