The Complete Timeline of Debby Ryan and Josh Dun's Relationship

Debby Ryan and Josh Dun are officially married! After much speculation from fans, the couple revealed that they secretly tied the knot on New Year’s Eve in 2019. The 27-year-old actress and Twenty One Pilots drummer first got together in 2013 and dated off and on for about five years before taking the next step in their relationship. In December 2018, the pair officially got engaged when Josh popped the question in New Zealand. Although they’ve shared a number of cute moments over the years, their relationship hasn’t been all smooth sailing. Keep reading for a complete timeline of the important moments in their relationship!

Additional reporting by Kelsie Gibson

Related: We Just Can't Get Enough of Debby Ryan and Josh Dun's Cute Romance

Getty / Imeh Akpanudosen

March 2014: Debby and Josh Attend a Gala Together

About a year into their relationship, Debby and Josh made a rare joint red carpet appearance at the 2nd Annual Norma Jean Gala.

Getty / Jeffrey Mayer

March 2015: Debby Acknowledges She's Single

It’s unclear what, exactly, happened in late 2014 or early 2015, but at some point during that time, Josh and Debby broke up. In March 2015, Debby replied to a fan’s tweet and clarified that she was “single and not tryna mingle.”

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