Episode 01: Andy Samberg Wears a Plaid Shirt & Glasses Episode 02: Aziz Ansari Wears a Charcoal Blazer Episode 03: Anna Kendrick Wears a Patterned Blouse & Burgundy Pants Episode 04: David Cross Wears a Red Polo Shirt & Brown Shoes with Red Laces Episode 05: Zoe Saldana Wears a Tan Blouse & Glasses Episode 06: Gillian Jacobs Wears a Red Dress with Sail Boats Episode 07: Andy Richter Wears a Suit Jacket & a Baby Blue Button Down Shirt Episode 08: Sarah Silverman Wears a Black Dress with a White Collar Episode 09: Bill Hader Wears a Grey Button Down Shirt & Sneakers Episode 10: Casey Wilson Wears a White Lace Dress & a Black Blazer Episode 11: Rainn Wilson Wears a Short Sleeved Plaid Shirt & Colorful Sneakers Episode 12: Pee Wee Herman Wears a Halloween Costume Episode 13: Jessica Alba Wears a Jacket with Patent Leather Pumps Episode 14: Rashida Jones Wears a Black Blazer & Flowered Pants Episode 15: Jim Gaffigan Wears a Blue Jacket & Plum T-Shirt Episode 16: Andy Dick Wears a Black Suit Jacket & Skinny Tie Episode 17: Clark Gregg Wears a Navy Blazer & White Collared Shirt Episode 18: Jason Schwartzman Wears a Striped Shirt & High Top Sneakers Episode 19: Cobie Smulders Wears a Black & White Strapless Dress Episode 20: Zach Galifianakis Wears a Santa Suit