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The Disappointments Season 2 Premieres with Director's Cut of Season 1
The award-winning digital series returns with expanded episodes and new storylines for its three middle-aged gay best friends.
Published on Feb. 25, 2026
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After years of anticipation, the second season of the Humanitas Prize-winning digital series "The Disappointments" is set to premiere on March 22. Ahead of the new season, creator Rich Burns has released a Director's Cut of Season 1 with restored full-length episodes, reordered scenes, and expanded moments. The new version promises to be "funnier, sexier and more emotional" as the three friends, Ray, Gary, and James, navigate new career opportunities and personal challenges.
Why it matters
"The Disappointments" has built a loyal following for its authentic portrayal of the lives and struggles of middle-aged gay men. The show's return with an enhanced Season 1 and a highly anticipated Season 2 will delight existing fans and introduce the series to new viewers seeking diverse, character-driven storytelling.
The details
The Director's Cut of Season 1 is now available on YouTube, with new episodes premiering each Sunday leading up to the Season 2 debut. In the upcoming season, the three friends face both professional and personal milestones - Ray lands a writing job on an animated series, Gary prepares to co-host a talk show, and James navigates a complicated relationship at his new real estate job.
- The Director's Cut of Season 1 premiered on YouTube on February 19, 2026.
- New episodes of the Director's Cut will be released on Sundays at 1pm ET / 10am PT.
- Season 2 of "The Disappointments" is set to premiere on March 22, 2026.
The players
Rich Burns
The creator, director, and star of "The Disappointments" digital series.
Ray
One of the three middle-aged gay best friends at the center of "The Disappointments" who lands a writing job on an animated series.
Gary
One of the three middle-aged gay best friends at the center of "The Disappointments" who is hired as the co-host of a talk show.
James
One of the three middle-aged gay best friends at the center of "The Disappointments" who navigates a complicated relationship at his new real estate job.
What they’re saying
“What really excited me about this re-edit was being able to go back in and restore the show to full-length episodes -- reordering scenes for a better flow, putting back in deleted scenes that I always missed, and expanding moments that were shortened for runtime. It plays so much better now. It's funnier, sexier and more emotional, and it is more in line with the story I wanted to tell. For both previous viewers and people new to the series, it's a must see. It feels like a new show.”
— Rich Burns, Creator/Director
“We ended Season One with a big cliffhanger -- a time jump, where we see Ray and Dwight were broken up with no explanation. In Season Two, we see what went down between them and what comes next. This season will also dive more deeply into the lives and careers of Ray, James, and Gary. We see them in new and challenging work settings, and getting promising opportunities that could help them turn their lives around. I'm really excited for people to see the incredible work our cast and crew have done, and I can't wait for viewers to meet all the new characters who bring the laughs and conflict and more heart and more drama. Season Two is definitely a big step up.”
— Rich Burns, Creator/Director
What’s next
The first episode of the Director's Cut of Season 1 of "The Disappointments" is available to stream on YouTube now, with additional episodes being released on Sundays at 1pm ET / 10am PT leading up to the Season 2 premiere on March 22, 2026.
The takeaway
"The Disappointments" has built a devoted following for its authentic portrayal of the lives of middle-aged gay men, and the enhanced Season 1 and highly anticipated Season 2 promise to deliver even more heart, humor, and drama as the three friends navigate new personal and professional challenges.
