|Created by||David Wain|
A. D. Miles
|Country of origin||United States|
|No. of seasons||5|
|No. of episodes||39|
|Camera setup||Single camera|
|Running time||5 minutes (approx.)|
Wainy Days is an internet video series starring David Wain that is hosted on the website, My Damn Channel. The web series follows a fictionalized version of Wain through his everyday life as he tries to form relationships with numerous women and discusses his problems with his friends at the sweatshop where he works. Elizabeth Banks, Jonah Hill, Julie Bowen, Megan Mullally, Jason Sudeikis, Rob Corddry, Lake Bell, Amanda Peet, Rosemarie DeWitt, Elizabeth Reaser, Thomas Lennon, Joe Lo Truglio, Josh Charles, Lucy Punch, A.D. Miles, Paul Rudd, Michael Ian Black, Michael Showalter and various other Stella/The State/Wet Hot American Summer alum have all guest-starred in various episodes. A DVD containing the first four seasons was released February 14, 2012. In 2013, Blip Partnered with My Damn Channel, leading to season 5 of Wainy Days being premiered simultaneously on Blip and MyDamnChannel.
Season 1: 2007 
|1||"Shelly"||David Wain||David Wain||July 30, 2007|
|David runs into Shelly, an old acquaintance, who may be too good to be true.
Guest Star: Elizabeth Banks
|2||"The Date"||David Wain||David Wain||August 6, 2007|
|David and Shelly go out on a date and sparks fly, but a dark reminder of Shelly's past becomes apparent.
Guest Stars: Elizabeth Banks and Josh Charles
|3||"My Turn"||David Wain||David Wain||August 13, 2007|
|David decides to take his love life into his own hands.|
|4||"Cyrano d'Bluetooth"||A. D. Miles||A. D. Miles||August 20, 2007|
|David becomes infatuated with a woman at the coffee shop, but he doesn't have the courage to talk to her on his own.
Guest Star: Callie Thorne
|5||"Walking Tour"||Michael Ian Black||Michael Ian Black||August 27, 2007|
|A woman asks David for a walking tour of New York City.
Guest Star: Kerri Kenney-Silver
|6||"A Woman's Touch"||Jonathan Stern||Jonathan Stern||September 3, 2007|
|David gets in touch with his feminine side.|
|7||"The Bank"||Ian Helfer||Michael Ian Black and Ian Helfer||September 10, 2007|
|David starts going to a sperm bank.
Guest Star: Ken Marino
|8||"Plugged"||Jonathan Stern||Jonathan Stern||September 17, 2007|
|David gets hair plugs in order to better appeal to women.
Guest Star: Jason Sudeikis
|9||"Dorvid Days"||Matt Spicer & Max Winkler||Max Winkler||September 24, 2007|
|David travels across the country to see a woman he met online.|
|10||"The Future"||Jonathan Stern||Jonathan Stern||October 1, 2007|
|David imagines life in the year 2011.
Guest Star: Rob Corddry
Season 2: 2007–2008 
|11||"Zandy"||David Wain||David Wain||November 12, 2007|
|A new twist affects David's relationship with Zandy.|
|12||"Happy Endings"||Erica Oyama||Ken Marino||November 19, 2007|
|David starts getting "happy endings" at a massage parlor.|
|13||"Wainy Nights"||Ken Marino||Ken Marino||November 26, 2007|
|David goes out on the town at nighttime.
Guest Star: Steve Agee
|14||"The Pact"||Jonathan Stern||Jonathan Stern||December 3, 2007|
|David follows up with Tammy, a friend from elementary school, who made a pact with David that they would have sex if they weren't
both married by 38.
Guest Star: Ken Marino and Missy Yager
|15||"Tough Guy"||Joe Lo Truglio||Joe Lo Truglio||December 10, 2007|
|David gets tough.|
|16||"The Pickup"||Jon Zack||Adam Bernstein||December 31, 2007|
|A pick-up artist named Alias gives David lessons.|
|17||"Jonah and the Manilow"||Matt Walsh||John Inwood||January 7, 2008|
|David tries to take a woman to see Barry Manilow in concert.
Guest Star: Justin Lord
|18||"Sublet"||Zandy Hartig||Jonathan Kesselman||January 28, 2008|
|David looks at a sublet posting from Craigslist and gets involved with the landlord.
Guest Star: Joe Lo Truglio
|19||"Carol"||David Wain||David Wain||February 4, 2008|
|David sees a female psychologist.|
|20||"Molly"||David Wain||David Wain||February 11, 2008|
|David meets a woman in a coffee shop and they go out to a club, but she brings her friend Landon along.
Guest Star: Michael Showalter
Season 3: 2008 
|21||"Nan and Lucy"||Jonathan Stern||Jonathan Stern||June 13, 2008|
|David has two dates in one night and struggles to keep each woman from finding out about the other.
Guest Stars: Saffron Burrows, Christine Lakin, and Mike Starr
|22||"Rebecca"||Eric Kissack and David Wain||Eric Kissack||June 30, 2008|
|David follows his father's advice to go to a folk music club to meet women.|
|23||"Water Cooler"||David Wain||David Wain||July 14, 2008|
|At work, Zandy tells David that she has been seeing Miles.|
|24||"The Waindow"||Dave Hewson||Dave Hewson||July 28, 2008|
|David and Miles make a bet to see if David can pick up a specific woman.
Guest Stars: Elizabeth Reaser
|25||"Angel"||Jordan Rubin||Danny Leiner||August 11, 2008|
|An angel teaches David about the importance of life.|
|26||"Shelly II"||David Wain||David Wain||August 25, 2008|
|Shelly returns and David gives her another chance. She invites David to a party.|
Season 4: 2009–2010 
|27||"Jill"||David Wain||David Wain||May 6, 2009|
|Zandy sets David up with her friend Jill who is turned on by men with small penises.
Guest Star: Amanda Peet
|28||"Dance Club"||David Wain||David Wain||May 21, 2009|
|When David and his friends go to a dance cub, David gets tangled up in a married couple's problems.|
|29||"Animator"||Paul Simms||Paul Simms||June 4, 2009|
|David becomes involved with a female animator, but he is upset when she starts animating an online cartoon that mocks him.
Guest Star: Rosemarie DeWitt
|30||"Rochelle – Part 1"||David Wain||David Wain||June 26, 2009|
|David takes a nice girl named Jeannie out, but gets mixed up with a sexy musician named Rochelle.|
|31||"Rochelle – Part 2"||David Wain||David Wain||July 24, 2009|
|David must choose between Jeannie and Rochelle.|
|32||"Donna"||David Wain||David Wain||June 10, 2010|
|David meets the divorced owner of a cute country store. Later, they screw in a hammock with their clothes on.|
Season 5: 2011–2012 
|33||"Kelly and Arielle – Part 1"||Ken Marino and David Wain||David Wain||December 2, 2011|
|David brings Kelly back to his apartment, but she ends up having sex with Chez while he is in the other room.|
|34||"Kelly and Arielle – Part 2"||Ken Marino and David Wain||David Wain||December 2, 2011|
|Chez offers David to take him to brunch. While at brunch, David tries talking to a girl by lying about reading Rosewood Junction.|
|35||"Kelly and Arielle – Part 3"||Ken Marino and David Wain||David Wain||December 9, 2011|
|Searching for Rosewood Junction on tape, David gets involved with a shopkeeper and her landlord.|
|36||"Kelly and Arielle – Part 4"||Ken Marino and David Wain||David Wain||December 17, 2011|
|David and the gang goes to Zandy's ex-boyfriends house to retrieve her Walkman.|
|37||"Kelly and Arielle – Part 5"||Ken Marino and David Wain||David Wain||December 23, 2011|
|After listening to Rosewood Junction, David goes on a date with Arielle. Things go wrong after David forgets to ask Arielle's last name.|
|38||"Kelly and Arielle – Part 6"||Ken Marino and David Wain||David Wain||December 30, 2011|
|David runs into Kelly at Chez's performance and later go to a bar together. At the bar, they both run into Arielle and leave together when things get heated.|
|39||"Kelly and Arielle – Part 7"||Ken Marino and David Wain||David Wain||January 7, 2012|
|David, Kelly, and Arielle go back to a hotel together, but David misses out after taking too long.|
- Best Comedy Series
- Official Honoree – Individual Episode, “The Future”