You probably grew up watching her on Jessie or maybe you fell down the Insatiable rabbit hole on Netflix. Either way, Debby Ryan has been a staple on our screens for a long time. But for the last few years, the biggest question following her isn't about her next acting gig. It’s about her personal life. Specifically, people keep asking: who is Debby Ryan married to?
The answer, as of 2026, is still the same guy she’s been with for over a decade. She is married to Josh Dun, the powerhouse drummer for the Grammy-winning duo Twenty One Pilots.
Honestly, their relationship is kinda the gold standard for celebrity couples who actually seem to like each other. They didn't just meet at a flashy Hollywood party and get engaged three weeks later. They’ve had a long, winding history that includes breakups, secret weddings, and now, a whole new chapter involving parenthood.
The secret New Year’s Eve wedding heard 'round the world
If you're looking for a traditional "celebrity wedding" with five different magazine covers and a televised special, you won't find it here. Debby and Josh are the masters of the "surprise" announcement.
They actually got married on December 31, 2019.
Yeah, New Year's Eve. They pulled the ultimate "we're just throwing a party" move, but it was actually a full-blown wedding in Austin, Texas. They kept it under wraps for five months before finally spilling the beans to Vogue in May 2020.
The planning was absolute chaos—they did the whole thing in just 28 days. Why the rush? Debby later shared that the passing of her close friend, Cameron Boyce, really shifted her perspective on life. She realized she didn't want to wait for the "perfect" time anymore. She just wanted to be married to her person.
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The vibe was very "them"
It wasn't your typical white-flowers-and-tuxedo affair.
- The Outfit: Debby wore a stunning Elie Saab gown, but she swapped into a silk slip dress and sneakers for the afterparty.
- The Groom: Josh rocked a green velvet Paul Smith suit. With Nike Cortez sneakers. Obviously.
- The Ring Bearer: Their golden retriever, Jim, had the job of bringing the rings down the aisle.
Josh told Vogue at the time that the ceremony felt like a "game night" at their house, which, if you know anything about Josh Dun, is the highest compliment he can give.
Who is Josh Dun? More than just the guy from Twenty One Pilots
To understand who Debby Ryan is married to, you have to look at Josh himself. He isn't just a "celebrity husband." He’s one half of one of the biggest bands in the world.
He and Tyler Joseph have spent the last decade-plus touring the globe, but Josh has always been the quieter, drum-obsessed half of the duo. He grew up in Columbus, Ohio—which is actually where he and Debby live now. They ditched the Los Angeles lifestyle to build a custom, slightly eccentric home in the Midwest.
If you haven't seen their Architectural Digest tour from a couple of years ago, you're missing out. They have a boxing ring in the basement and a giant bust of Dwayne "The Rock" Johnson. Why? Because Josh is an avid boxer and apparently, they’re just fans of the guy.
In late 2025 and into 2026, Josh has been busier than ever. Twenty One Pilots released their album Breach in September 2025, and Josh even surprised everyone by singing lead vocals on a track called "Drum Show." He’s evolving, and Debby has been right there for the whole ride.
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A new milestone: Meeting Felix Winter Dun
The biggest update for 2026? Debby and Josh aren't just a duo anymore.
In September 2025, they broke the internet (again) by announcing they were expecting their first child. The photos were classic Debby and Josh: low-key, artsy, and genuinely happy.
Then, on December 13, 2025, they welcomed their daughter, Felix Winter Dun.
Debby shared a beautiful post about the birth, mentioning how Felix was born under Christmas lights while it was snowing outside their window. It sounds like something out of a movie, but for them, it’s just the latest chapter in a love story that started way back in 2013.
Just this week, in mid-January 2026, Josh performed at the iHeartRadio ALTer EGO show in Los Angeles. It was his first show as a dad, and he talked about how much his life has changed since Felix arrived. He’s balancing the "rockstar" life with the "changing diapers in Ohio" life, and honestly, he seems to be loving it.
Why people still care about this couple
It’s rare to see a couple from the Disney/alternative music world stay together this long. They first started dating in May 2013, broke up for a bit in 2014, and then found their way back to each other.
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They’ve grown up together.
When they started dating, Debby was still on Jessie and Josh was just starting to see Twenty One Pilots take off. Now, they’re seasoned pros in their respective industries, supporting each other through world tours and film sets.
Basically, the reason everyone keeps asking who Debby Ryan is married to is because they make it look easy—even when it's clearly a lot of work to keep a high-profile marriage private and healthy.
What to expect next
If you're a fan of either of them, keep your eyes on their social media, but don't expect a lot of "paparazzi" style content. They tend to drop big news on their own terms and then go quiet for a few months to enjoy their life in Ohio.
- For Debby: She’s likely focusing on her new role as a mom, but she’s also been linked to some upcoming indie film projects for the 2026 festival circuit.
- For Josh: Twenty One Pilots is still in the middle of their Clancy and Breach tour cycles. Expect to see him behind the drum kit for most of 2026.
- For the family: They’ll likely be spending a lot of time in Columbus, raising Felix away from the chaos of Hollywood.
If you want to keep up with them, your best bet is following their official Instagram accounts or catching a Twenty One Pilots show. Just don't expect them to share every single detail of their lives—they've proven that they're much better at keeping the important stuff for themselves.