Debby Ryan, known for her role in the popular TV show “Jessie,” made headlines again with her husband, Josh Dun, the drummer of the renowned band Twenty One Pilots. The couple recently shared some exciting news – they are expecting their first child together. Their love story started back in 2013 when they went on their first date. Despite a few bumps along the way, including an on-again, off-again relationship, the couple got engaged in December 2018 and quietly tied the knot one year later in December 2019.
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The couple’s marriage anniversary in December 2023 was marked by sweet messages shared on Instagram by both Ryan and Dun, expressing their love and gratitude for each other. Fast forward to September 7, 2025, the couple took to Instagram to announce their joyous news of expecting a baby. This new chapter of parenthood adds another layer to their already heartwarming journey together.
Hailing from Columbus, Ohio, Josh Dun and Debby Ryan currently reside in a whimsical treehouse home in Dun’s hometown. Their move back to Ohio was inspired by a trip during the holidays to visit Dun’s family, which reignited their connection to the place. Dun, known for his role as the drummer of Twenty One Pilots alongside lead vocalist Tyler Joseph, has carved a name for himself in the music industry. The band’s success was highlighted by winning a Grammy Award for Best Pop Duo/Group Performance in 2017.
The couple’s love story unfolded when they met through a mutual friend back in 2013. Their relationship was officially confirmed when Dun shared a photo of them holding hands on Instagram. After a romantic proposal in a New Zealand treehouse in December 2018, Ryan and Dun exchanged vows on New Year’s Eve in 2019 in Austin, Texas. The couple opted for a low-key ceremony, which they later shared details about with Vogue, revealing that they planned their wedding in just 28 days, underlining the significance of seizing the moment.
Their marital bliss was celebrated at various milestones, including their red carpet debut as a married couple at the 2021 iHeartRadio Music Awards. Ryan expressed her pride in marrying Dun, emphasizing the value and strength of their bond. In return, Dun has reciprocated the affection, describing Ryan as making his life infinitely better. The couple marked two years of marriage in December 2021, with Dun expressing his love and admiration for his wife.
The most recent addition to their journey is the announcement of their pregnancy. On September 7, 2025, Ryan and Dun shared the news on Instagram with a carousel of photos, featuring a sonogram and a tender moment with Dun’s hand on Ryan’s baby bump. Their social media post captioned “dun&dun +one” sparked excitement and well-wishes from fans and followers, further solidifying the couple’s enchanting love story as they embark on this new and joyous adventure into parenthood.
Debby Ryan and Josh Dun’s evolving relationship, from the first date to marriage and now expecting a baby, continues to capture the hearts of their fans. Their journey is a testament to love, commitment, and embracing the precious moments life has to offer. As they navigate this exciting new chapter together, their bond grows stronger, inspiring many with their shared adventures and unwavering affection for one another.