Season 1
1.
Zach Galifianakis Wears a Blue Jacket & Red Socks
2.
Amy Poehler Wears a Black Jacket & Grey Pants
3.
Jon Hamm Wears a Light Blue Shirt & Silver Watch
4.
Michael Cera Wears a Blue Denim Shirt & Red Pants
5.
Seth Rogen Wears a Plaid Shirt & Brown Pants
6.
Paul Rudd Wears a Red Lumberjack Flannel Shirt
7.
Ed Helms Wears a Grey Shirt & Brown Boots
8.
Elizabeth Banks Wears a Red Dress
9.
Adam Scott Wears a Red Oxford Shirt & Jeans
10.
Weird Al Yankovic Wears a Hawaiian Shirt
Season 2
1.
Andy Samberg Wears a Plaid Shirt & Glasses
2.
Aziz Ansari Wears a Charcoal Blazer
3.
Anna Kendrick Wears a Patterned Blouse & Burgundy Pants
4.
David Cross Wears a Red Polo Shirt & Brown Shoes with Red Laces
5.
Zoe Saldana Wears a Tan Blouse & Glasses
6.
Gillian Jacobs Wears a Red Dress with Sail Boats
7.
Andy Richter Wears a Suit Jacket & a Baby Blue Button Down Shirt
8.
Sarah Silverman Wears a Black Dress with a White Collar
9.
Bill Hader Wears a Grey Button Down Shirt & Sneakers
10.
Casey Wilson Wears a White Lace Dress & a Black Blazer
11.
Rainn Wilson Wears a Short Sleeved Plaid Shirt & Colorful Sneakers
12.
Pee Wee Herman Wears a Halloween Costume
13.
Jessica Alba Wears a Jacket with Patent Leather Pumps
14.
Rashida Jones Wears a Black Blazer & Flowered Pants
15.
Jim Gaffigan Wears a Blue Jacket & Plum T-Shirt
16.
Andy Dick Wears a Black Suit Jacket & Skinny Tie
17.
Clark Gregg Wears a Navy Blazer & White Collared Shirt
18.
Jason Schwartzman Wears a Striped Shirt & High Top Sneakers
19.
Cobie Smulders Wears a Strapless Black & White Dress
20.
Zach Galifianakis Wears a Santa Suit
Season 3
1.
Patton Oswalt Wears a Black Blazer and Dress Shoes
2.
Craig Robinson Wears a Bordeaux Button Down & Dark Jeans
3.
Jenna Fischer Wears a Floral Blouse & Black Heels
4.
Fred Armisen Wears Black Jeans & Glasses
5.
Zach Galifianakis Wears a One-Armed Jacket
6.
Nick Offerman Wears a Green Flannel Shirt & Brown Boots
7.
Lizzy Caplan Wears All Black & Powder Blue Espadrilles
8.
Tony Hawk Wears a Plaid Shirt & a Silver Watch
9.
Alison Brie Wears a Black Mesh Top & Mini-Skirt
10.
Josh Groban Wears a Suit & Striped Socks
11.
Ellie Kemper Wears a Purple Ruffled Sleeveless Top & Lavender Flats
12.
Steven Yeun Wears Rolled Up Black Jeans & No Socks
13.
Wayne Coyne Wears a Halloween Costume
14.
Dane Cook Wears a Black Blazer & Tailored Pants
15.
Chris Hardwick Wears a Black Polo & Weathered Boots
16.
Amber Tamblyn Wears a Leather Jacket & Black Booties
17.
Kevin Smith Wears a Hockey Jersey & Jean Shorts
18.
Rob Corddry Wears Tan Dress Shoes & Red Socks
19.
Eric Andre Wears a Cat Collage Shirt & Sneakers
20.
The Lonely Island Wear Holiday Sweaters & White Pants
Season 4
1.
Ty Burrell Wears a Chambray Shirt and Clear Frame Glasses
2.
Maya Rudolph Wears a Black Skirt and Strappy Sandals
3.
Schoolboy Q Wears a Patterned Bucket Hat and Glasses
4.
Eddie George Wears a Navy Suit and Half-Zip Pullover
5.
Simon Helberg wears a Sky Blue Button Down and Jeans
6.
Mark Duplass Wears a Striped Sweater and Jeans
7.
Kid Cudi Wears a Denim Shirt and Red Sneakers
8.
Jesse Tyler Ferguson Wears a Brown Checked Shirt and Stripey Socks
9.
Dax Shepard Wears a Heather Grey Shirt and Black Blazer
10.
Zach Galifianakis Wears Grey Corduroys and Brown Leather Shoes
11.
Joseph Gordon-Levitt Wears a Heart T-Shirt and Blue Jeans
12.
Jack Black Wears an Embroidered Cowboy Shirt and Ox Blood Sneakers
13.
Joel McHale Wears a Navy Zip-up and High Tops
14.
Lil Jon Wears a Baseball Cap and Sunglasses
15.
Colin Hanks Wears a Denim Button Down and Black Sneakers
16.
Skylar Astin Wears Blue Jeans and Weathered Brown Desert Boots
17.
Michael Sheen Wears a Plaid Button Down and Grey Blazer
18.
Thomas Middleditch Wears an Enigmatic Sweatshirt and Sweatpants with Pockets
19.
Karen Gillan Wears a Black and White Striped Pullover and Coral Skirt
20.
Judd Apatow Wears a Polo and Blue Suede Shoes
21.
Michael Cera Wears a Yellow Collared Shirt and White Sneakers
22.
James Marsden Wears Gray Pants and Black High-Top Sneakers
23.
Brie Larson Wears a Billowy Long-Sleeve Shirt and White Saddle Shoes
24.
Carly Rae Jepsen Wears a Chunky Necklace and Black Ankle Boots
25.
Mary Elizabeth Winstead Wears an A-Line Skirt and Pointy Black Boots
26.
Tom Lennon Wears Black Slacks and a Black Skinny Tie
27.
Ken Marino Wears a Slim Gray Suit and Salmon Tie
28.
Randall Park Wears Brown Dress Shoes With Blue Socks
29.
A$AP Rocky Wears a Black Button Up Jacket and Black Sneakers
30.
"Weird Al" Yankovic Wears a Different Hawaiian Shirt
31.
Uzo Aduba Wears A White Blouse And Royal Blue Heels
32.
Judy Greer Wears a Navy Blouse and Strappy Sandals
33.
Stephen Merchant Wears a Checkered Shirt and Rolled Up Jeans
34.
Robert Kirkman Wears a Tan Blazer and Red Suit Pants
35.
David Krumholtz Wears a Blue Zip-Up Jacket and Grey Sneakers
36.
Michelle Monaghan Wears a Burnt Orange Dress and White Heels
37.
Jake Johnson Wears a Light Blue Button-Up Shirt and Brown Shoes
38.
Adam Pally Wears a Navy Blazer and Bright Blue Sneakers
39.
Kathryn Hahn Wears Ripped Jeans and Black Heels
40.
Josh Groban Wears a Blue Blazer and Shiny Black Shoes
Season 5
1.
Kevin Bacon Wears a Blue Button Down Shirt and Brown Boots
2.
The Lonely Island Wear Dark Pants and Eyeglasses
3.
Tony Hale Wears a Blue Flannel Shirt and Fuchsia Sneakers
4.
Tegan and Sara Wear Leather Jackets and Skinny Jeans
5.
T-Pain Wears Shredded Jeans and a Printed Shirt
6.
Aubrey Plaza Wears a Velvet Off-the-Shoulder Gown With Flowers in Her Hair
7.
Joe Jonas Wears a Maroon and Gold Letterman Jacket With White Sneakers
8.
Nathan Fielder Wears a Blue and Grey Flannel and Jeans
9.
Kristen Schaal Wears Strawberry Colored Pants and a Multicolored Shirt
10.
Zach Galifianakis Wears Rolled Khakis and Shoes With Brown Laces
11.
Kaley Cuoco Wears a Black Blazer and Slip-on Sneakers
12.
Gillian Jacobs Wears a Gray Checkered Suit and a Red Bow Tie
13.
Scott Aukerman Wears a Tailored Black Suit
14.
Krysten Ritter Wears a Turtleneck and Black Boots
15.
Allison Janney Wears a Chambray Western Shirt and Suede Fringe Boots
16.
Ben Folds Wears a Black Button Down and Jeans
17.
Malin Akerman Wears a Black Blouse and Cropped Jeans
18.
Mike Colter Wears a Pink Button Up and Black Boots
19.
Reggie Watts Wears a Purple and Yellow Quilted Sweatshirt
20.
Lord Andrew Lloyd Webber Wears a Purple Top Hat & Fabrice Fabrice Wears One Pink Fur Leg Warmer
