Twenty One Pilot's Josh Dun and Debby Ryan Are Engaged

By Katrina Nattress

December 23, 2018

Twenty One Pilot's Josh Dun popped the question to his longtime girlfriend Debby Ryan over the weekend. The couple has been on and off since 2013.

The drummer and his actress/singer girlfriend were visiting New Zealand when he proposed.

"I found a tree house in the woods in New Zealand and proposed to my girl. She my dude for life," Dun captioned a gallery of photos documenting the event on Instagram. "I love you Debby."

Ryan also broke the news via social media. 

"I said yes!" she wrote alongside photos on Twitter. "Well technically I said “NO WAY” twice but I meant yes."

Check out both of their posts below.

If we had to guess, we'd say this will be a long engagement. The 30-year-old musician will be spending the better part of 2019 on tour, supporting his band's recently released album Trench (which just so happens to be one of our favorites of the year). Meanwhile, the 25-year-old actress currently stars in the Netflix series, Insatiable.

Aside from the extensive tour, Twenty One Pilots will also be gracing the stage at The Forum in Los Angeles along with Muse, The Killers, Weezer, Rise Against, Bishop Briggs, and The Revivalists on January 19 as part of iHeartRadio's 2019 edition of ALTer Ego.

Photo: Getty Images

Twenty One Pilots
Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.