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‘Eastsiders’ Is Coming Back! Watch The Trailer For Season Two (and the First Two Episodes of Season One)

'Eastsiders' Is Coming Back! Watch The Trailer For Season Two (and the First Two Episodes of Season One)

One of the best webseries around (LGBT or otherwise) is returning for a second season. “Eastsiders” — the dark comedy from Kit Williamson — is back for round two exclusively on Vimeo on Demand starting September 15th, and we have both the trailer and the first two episodes of season one here in anticipation.

“I was inspired by the enormous success Vimeo has had with shows like High Maintenance,” explained Kit Williamson of his decision to move the series to the streaming network. He believes the rise of streaming services like Netflix, Amazon, Hulu and Vimeo has blurred the line between TV and web, and credits the crowdfunding website Kickstarter with making independent television shows like his possible.    

Williamson also stars in the series alongside Van Hansis (“As The World Turns”) as Cal and Thom, a gay couple trying to stay together in the aftermath of infidelity. The second season will see Cal and Thom explore opening things up sexually.  

“I wanted to break open the love triangle,” said Williamson, “jealousy is only interesting to a point. What happens when it’s removed from the equation? There are so many different ways human beings connect with each other, and there is no one way that is right for everybody. The show explores many different kinds of relationships, from ex-boyfriends getting back together, to friends starting a new relationship, to a lesbian couple with two kids finally getting married.”

The cast also includes Constance Wu (playing a character very different from her role as the conservative mother on ABC’s Fresh Off the Boat), Matthew McKelligon (You’re Killing Me), John Halbach (Wallflowers), and Stephen Guarino (Derek on Happy Endings), all returning in their starring roles. Joining them for season two are Willam Belli (RuPaul’s Drag Race), Brianna Brown (Devious Maids), Brea Grant (Heroes) and Vera Miao (State of Affairs).

“Eastsiders” has won several awards including Best Web Drama from LA Weekly Web Awards and the Indie Series Award for Best Ensemble. 

Get a taste of season 2 below, and (re)watch season one after that:


Eastsiders Season 2 from Wolfe Video on Vimeo.


EastSiders: Episode 1 from Wolfe Video on Vimeo.


EastSiders: Episode 2 from Wolfe Video on Vimeo.

This Article is related to: Television