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| Episode | Episode Name | Air Date | | 1 | Patton Oswalt Wears a Black Blazer and Dress Shoes | Thu May 08, 2014 | | 2 | Craig Robinson Wears a Bordeaux Button Down & Dark Jeans | Thu May 15, 2014 | | 3 | Jenna Fischer Wears a Floral Blouse & Black Heels | Thu May 22, 2014 | | 4 | Fred Armisen Wears Black Jeans & Glasses | Thu May 29, 2014 | | 5 | Zach Galifianakis Wears a One-Armed Jacket | Thu Jun 05, 2014 | | 6 | Nick Offerman Wears a Green Flannel Shirt & Brown Boots | Thu Jun 12, 2014 | | 7 | Lizzy Caplan Wears All Black & Powder Blue Espadrilles | Thu Jun 19, 2014 | | 8 | Tony Hawk Wears a Plaid Shirt & a Silver Watch | Thu Jun 26, 2014 | | 9 | Alison Brie Wears a Black Mesh Top & Mini-Skirt | Thu Jul 03, 2014 | | 10 | Josh Groban Wears a Suit & Striped Socks | Thu Jul 10, 2014 | | 11 | Ellie Kemper Wears a Purple Ruffled Sleeveless Top & Lavender Flats | Fri Oct 17, 2014 | | 12 | Steven Yeun Wears Rolled Up Black Jeans & No Socks | Fri Oct 24, 2014 | | 13 | Wayne Coyne Wears a Halloween Costume | Fri Oct 31, 2014 | | 14 | Dane Cook Wears a Black Blazer & Tailored Pants | Fri Nov 07, 2014 | | 15 | Chris Hardwick Wears a Black Polo & Weathered Boots | Fri Nov 14, 2014 | | 16 | Amber Tamblyn Wears a Leather Jacket & Black Booties | Fri Nov 21, 2014 | | 17 | Kevin Smith Wears a Hockey Jersey & Jean Shorts | Fri Nov 28, 2014 | | 18 | Rob Corddry Wears Tan Dress Shoes & Red Socks | Fri Dec 05, 2014 | | 19 | Eric Andre Wears a Cat Collage Shirt & Sneakers | Fri Dec 12, 2014 | | 20 | The Lonely Island Wear Holiday Sweaters & White Pants | Fri Dec 19, 2014 |
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