If you’ve ever wondered who is Debby Ryan married to, the answer is musician Josh Dun, the talented drummer from the Grammy-winning duo Twenty One Pilots. The two have been happily married since December 2019, and their love story is one that continues to inspire fans around the world.
From their first meeting to their spontaneous wedding and life as a creative couple, here’s everything to know about Debby Ryan and Josh Dun’s relationship in 2025.
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Debby Ryan: From Disney Star to Accomplished Actress
Debby Ryan is no stranger to the spotlight. Born on May 13, 1993, in Huntsville, Alabama, she rose to fame on Disney Channel, charming millions of viewers with her roles in hit shows like The Suite Life on Deck and Jessie.
Her character Jessie Prescott on the show Jessie made her one of the network’s most beloved stars. But Ryan’s career didn’t stop with Disney — she went on to act in films, take on directing projects, and star in Netflix’s dark comedy Insatiable, showing her range as both a performer and creator.
Today, Ryan continues to build a diverse career in Hollywood while maintaining a strong connection with her fans who’ve followed her journey from childhood stardom to adulthood success.
Who Is Josh Dun?
Josh Dun, born June 18, 1988, in Columbus, Ohio, is the powerhouse drummer behind Twenty One Pilots, known for global hits like Stressed Out, Ride, and Heathens.
The band, made up of Dun and frontman Tyler Joseph, has been one of the most influential acts in alternative music over the past decade. Their fusion of rock, pop, and electronic sounds has earned them a massive worldwide following and multiple awards, including a Grammy for Best Pop Duo/Group Performance.
Beyond music, Dun is admired for his creativity, humility, and dynamic stage presence — qualities that match Debby Ryan’s artistic spirit perfectly.
How Debby Ryan and Josh Dun Met
Debby Ryan and Josh Dun first met in 2013 through mutual friends in the entertainment industry. Sparks flew quickly between the actress and the musician, and they began dating shortly after meeting.
Their relationship grew steadily over the next couple of years, though it wasn’t without its challenges. Busy schedules and long periods apart — Ryan filming projects and Dun touring internationally — led to a brief breakup in 2015.
However, their time apart only made their bond stronger. By 2016, the couple reunited, stronger than ever, ready to build a relationship grounded in trust and shared values.
The Romantic Engagement
Josh Dun proposed to Debby Ryan in December 2018 during a vacation in New Zealand. The proposal was straight out of a fairytale — Dun decorated a cozy treehouse with string lights and flowers before getting down on one knee.
Ryan said yes, and the couple shared the happy news on social media, delighting fans everywhere. Dun posted photos of the magical moment with the caption:
“I found a treehouse in the woods in New Zealand and asked my girl to marry me. She said yes.”
The engagement ring was elegant and understated, reflecting Debby’s minimalist style. Their engagement announcement quickly went viral, as fans celebrated the union of two creative and beloved personalities.
A Secret New Year’s Eve Wedding
In a move that surprised many fans, Debby Ryan and Josh Dun got married in a secret ceremony on December 31, 2019, just before the new decade began.
The couple tied the knot in Austin, Texas, surrounded by close family and friends. The wedding was planned in less than a month, yet everything came together beautifully.
Ryan wore a breathtaking Elie Saab gown — elegant, romantic, and timeless — while Dun opted for a classic tuxedo. The ceremony was intimate, heartfelt, and filled with personal touches that reflected their fun, creative personalities.
In interviews afterward, Debby described their wedding as “spontaneous but deeply meaningful,” explaining that they wanted to focus on the joy of the moment rather than the spectacle.
Life as a Married Couple
Since their wedding, Debby Ryan and Josh Dun have settled into married life with grace and balance. They split their time between Los Angeles, California, and Columbus, Ohio, depending on work commitments.
Ryan has continued to expand her acting and producing career, while Dun remains busy performing and recording with Twenty One Pilots. Despite their demanding schedules, they prioritize spending quality time together — from attending premieres to relaxing at home or traveling when their schedules align.
Their relationship is often described by fans as refreshingly real. Both have spoken about the importance of communication, friendship, and humor in keeping their marriage strong.
A Creative Power Couple
Art and creativity are at the center of Debby and Josh’s relationship.
Debby Ryan isn’t just an actress — she’s also a musician. Before her marriage, she performed with her own band, The Never Ending, releasing an EP titled One in 2014. Josh Dun, meanwhile, continues to perform on some of the biggest stages in the world.
Together, they often share behind-the-scenes glimpses of their creative lives, from recording sessions to photo shoots. They also attend each other’s professional events, celebrating one another’s success.
Their ability to support each other’s artistic dreams while maintaining their individuality has earned them admiration from fans and fellow celebrities alike.
How They Balance Fame and Privacy
In an era where celebrity couples often live in the public eye, Debby Ryan and Josh Dun have managed to find balance.
They occasionally share sweet moments together on social media — a candid photo, a funny video, or a loving anniversary post — but they keep most of their relationship private. This choice has helped them maintain a healthy, grounded partnership.
Ryan once shared that privacy is essential to their happiness:
“We’ve learned to build our relationship on what’s real, not what’s online. We protect what’s sacred while still being ourselves.”
This approach has kept their love story strong and genuine, earning respect from fans who appreciate their maturity and authenticity.
A Timeline of Their Love Story
| Year | Milestone |
|---|---|
| 2013 | Debby Ryan and Josh Dun meet and begin dating. |
| 2015 | The couple briefly breaks up before reuniting. |
| 2018 | Josh proposes in a treehouse in New Zealand. |
| 2019 | The couple secretly marries in Austin, Texas. |
| 2020–2025 | The couple celebrates five years of marriage while continuing successful careers. |
Today, as of December 2025, the couple remains happily married, often seen attending music festivals, film events, and charity functions together.
Why Fans Love Debby and Josh
Fans adore Debby Ryan and Josh Dun because their relationship feels genuine, not performative. They show that love in the entertainment world can thrive when it’s based on respect, friendship, and shared goals.
They’ve also become role models for balancing ambition with emotional connection — proving that two creative individuals can build a lasting partnership without losing themselves in the process.
What’s Next for the Couple
Looking ahead, both stars have exciting projects lined up.
Debby Ryan has several acting and production projects in development for 2026, while Josh Dun and Twenty One Pilots are preparing for a new tour following the success of their latest album.
Though their schedules stay packed, both make it clear that their marriage remains a priority. Earlier this year, Ryan celebrated their fifth wedding anniversary with a heartfelt Instagram post, writing:
“Five years, and I still can’t believe I get to laugh with you every day.”
It’s a reminder that, in an industry known for fleeting romances, some love stories truly stand the test of time.
Debby Ryan and Josh Dun prove that real love can thrive under the spotlight — built on trust, creativity, and genuine joy.
