Wainy Days is a web 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, Rashida Jones, Michael Showalter and various other Stella/The State/Wet Hot American Summer alumni 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.

Episodes

Series overview SeasonEpisodesOriginally airedFirst airedLast aired110210364657

Season 1: 2007 # Title Writer(s) Director(s) Original airdate 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 does not 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. Guest Stars: Michael Ian Black and Rashida Jones 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. Guest Stars: Jennifer Westfeldt, Jonah Hill, and Thomas Lennon 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 # Title Writer(s) Director(s) Original airdate 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 were not 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. Guest Stars: Julie Bowen, David Krumholtz, Christopher Mintz-Plasse, and Martin Starr 16 "The Pickup" Jon Zack Adam Bernstein December 31, 2007 A pick-up artist named Alias gives David lessons. Guest Stars: Paul Rudd, Samantha Buck, and Tawny Cypress 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. Guest Stars: Terry Kinney, Talia Balsam, and Scott Sowers 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 # Title Writer(s) Director(s) Original airdate 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. Guest Stars: Lee Majors, Joe Lo Truglio, Xander Berkeley and Sarah Clarke 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. Guest Stars: Janeane Garofalo, Jeffrey Ross, Ed Helms, Lucy Punch, and Jorma Taccone 26 "Shelly II" David Wain David Wain August 25, 2008 Shelly returns and David gives her another chance. She invites David to a party. Guest Stars: Elizabeth Banks, Alicia Witt, and Joe Lo Truglio

Season 4: 2009–2010 # Title Writer(s) Director(s) Original airdate 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. Guest Stars: Lake Bell and Zak Orth 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. Guest Stars: Megan Mullally and Nick Offerman

Season 5: 2011–2012 # Title Writer(s) Director(s) Original airdate 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.

Awards In 2008, Wainy Days won an award and an official honoree from The Webby Awards:"Webby Awards" Best Comedy Series Official Honoree – Individual Episode, “The Future” The following year the show won in the Best Guest Star in a Web Series category at the 1st Streamy Awards.

References

External links