EXCLUSIVE: Sexy 60s?

By Cameron Scheetz

When folks tell you “life is full of disappointments,” they’re trying to brace you for some bad news.

But “life is full of The Disappointments” on the other hand? Things are looking up!

This weekend, the beloved, Humanitas Prize-winning web series The Disappointments from writer-director-star Rich Burns returns for second season with another hilariously candid look at life for gays of a certain age.

Season One introduced us to aspiring screenwriter Ray (Burns) and his two oldest pals, Gary (Sixteen Candles icon Gedde Watanabe) & James (James Matthew Campbell), who lose a mutual friend, which sends each spiraling as they confront various forms of mid-life crises.

At least in Ray’s case, he’s got his hunky younger boyfriend Dwight (Trevor LaPaglia) for emotional & financial support. That is, until *spoiler alert* the season ended in a shocking twelve-month time-jump that revealed the couple had split up.

Frank & funny as ever, the new episodes are set to pick up right where we left off, delving into what went down between Ray & Dwight that drove them apart, while also following each of our characters as they step into their 60s, doing their best to embrace all the new challenges—and romances—the world throws their way.

After a health scare, Gary’s finally ready to get back into the dating scene, but finds he’s a little rusty when it comes to flirting. Luckily he’s a bit more in his element with his new gig co-hosting a comedic talk show alongside the charimstaic but chaotic Lorena (Mindhunter’s June Carryl).

As for James, he’s leaving his acting days behind, pursuing a new path as a realtor—only to find it might be even more cutthroat than Hollywood. Complicating things further is his heated relationship with his mentor Ignacio (Chuck Saculla) whose fondness for kink just gets James further wound up.

And then there’s Rich, who’s scored his first writer’s room gig on an animated series for young girls. As his new colleagues put it, he’s a “diversity hire”—sure, he’s white, but he’s “old white.”

Meanwhile, Dwight’s gotten pretty serious with his boyfriend Phillip (The Young And The Restless‘s Michael Corbett), to the point that the pair’s talking about marriage. Ray’s barely even moved on, so how’s he going to cope with seeing the hubbies-to-be all around town?

The Disappointments brilliantly taps into the anxieties that many of us feel as we get older: that maybe life hasn’t quite lived up to the lofty expectations we set for ourselves. But at its core, it’s a series about friendship, about chosen family, about the people who have been there with us every step & misstep along the way.

In a press statement, Burns shares this new season will “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.”

He continues: “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.”

The first season premiered on YouTube back in 2021, but over the past month Burns has been rolling out extended Director’s Cuts of the original episodes. That means, if you missed it the first time around, now’s the perfect time to get caught up because…

The Disappointments Season 2 is set to premiere this Sunday, March 22 on YouTube, with new episodes dropping weekly. And in anticipation, Queerty is delighted to exclusively share its brand-new trailer below. So, mark your calendars, and be sure to follow the series on Instagram for all the latest!

Source: https://www.queerty.com/exclusive-aging-is-and-messy-for-sixty-somethings-in-second-season-of-comedy-the-disappointments-20260319/