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Debby Ryan and Josh Dun attend Naughty Or Nice: A Swarovski Holiday Celebration on December 10, 2019 in New York City

The former Disney channel star and the Twenty One Pilots drummer began dating in 2013 andsecretly tied the knoton Dec. 31, 2019. Several months later, the couple confirmed that they had wed in an interview withVogueand shared details of their intimate ceremony, which they had planned in just 28 days.

Since then, Ryan and Dun have celebrated plenty of milestones as husband and wife, including several anniversaries anddesigning their first home togetherin Ohio.

Debby Ryan and Josh Dun

In a2018 Instagram tributefor Dun’s birthday, Ryan revealed a few details of their first date, including Dun’s sartorial gesture.

“Thanks for learning how to tie a bowtie for our first date and everything we’ve figured out together since. You were only 24 here, before I dyed your hair and you taught me love,” she captioned a picture of the two cuddled up at a candlelit table.

Dun confirmed the couple’s relationship status on Instagram when he posteda photo of the pairholding hands in front of a scenic background.

“Trying to help each other not fall off that ledge,” he wrote in the caption.

The pair had kept the early days of their relationship relatively private, so fans were surprised to learn that Ryan and Dun had broken up. When a fan asked theJessieactress, “Are you single?” she responded in a since-deleted tweet, perJ-14, “Single and not tryna mingle.”

Rumors of reconciliation began to swirl in December 2016 when music producerJohn Feldmannposted aChristmas party photoon Instagram that featured Ryan and Dun in matching Santa hats.

The group photo also includedBlink-182drummerTravis Barkeramong others.

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Debby Ryan and Josh Dun attend the 2019 GQ Men of the Year at The West Hollywood Edition on December 05, 2019 in West Hollywood, California

By August 2018, the couple were stronger than ever. Ryan opened up about their relationship during an interview with PEOPLE and shared that Dun helps her to stay true to herself.

She continued, “When you’re dating someone who you think is awesome and is your best friend, and they’re constantly like, ‘I’m gonna go for a run. Do you want to go?’ And you’re like, ‘I was just thinking that!’ You just bring each other up. So I think staying genuine and having girlfriends and prioritizing having your own life and being each other’s biggest fan.”

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Debby Ryan and Josh Dun attend the 2021 MTV Video Music Awards at Barclays Center on September 12, 2021 in the Brooklyn borough of New York City

Later that month, Ryan spoke about her relationship with Dun again withTheSydney Morning Herald.

“I’m in love and very happy,” she said. “We’ve evolved and grown so much in our careers, in the relationship, as people since we first met. It’s cool and special to have that support system, and we are each other’s biggest fans.”

Debby Ryan and Josh Dun

“My dude asked me on a date,” she wrote. “I said yeah because I always want to go on dates with him. Then he asked me to be his dude forever. He does things well, and right. His timing has pressed us and never failed us.”

She added, “He’s my heart outside my body. He’s a cold water awakening and a warm bed; he’s the place I can rest. Dudes for life. It was a really good date.”

In August 2019, Ryanshared a photo of the pairon the tarmac as they headed for a month-long trip to the United Kingdom and Europe.

“Running to eu/uk for a month, y’all need anything? pizza money’s on the counter,” Ryan captioned the image.

The actress shared how important travel was to their relationship in her 2018 interview withSydney Morning Herald.

“For as long as we’ve known each other, travel’s been a huge part of it,” she said. “I can’t wait to visit him this year and have more time to watch him play his drums and to spend more time wandering in Australia and seeing my friends there.”

Debby Ryan and Josh Dun

The couple secretly tied the knot on New Year’s Eve in 2019 in Austin, Texas. While they did not publicly confirm the wedding news for several months, Ryanshared a series of black-and-white photoson Instagram from their night, which fans assumed was a New Year’s celebration.

She captioned the post: “Got all dressed up and closed out the decade with family and friends ✨little destination celebration party camp as an excuse to finally bring together our core folks from all corners of our worlds ⚡️we danced all night and had milk n cookies and I had the most fun of my life.”

Ryan and Dun confirmed they wed five months after their secret ceremony inVogue, sharing photos from their special day and discussing how they planned it in just 28 days.

While the couple were originally going to take their time with the wedding planning and have a longer engagement, thedeath of Ryan’s close friend,Cameron Boyce, changed her mind.

“When he passed, it really rocked me and put a lot of things in perspective. It didn’t feel important to wait anymore, to stop being busy, or for things to line up perfectly — intending to do things is not nearly as powerful as doing, as we aren’t promised tomorrow,” Ryan toldVogue.

They exchanged vows in Austin, Texas, with the bride wearing an Elie Saab gown and the groom decked out in a green velvet Paul Smith suit paired with black Nike Cortez shoes. Their dog Jim served as a ring bearer. After dinner, Ryan changed into an Are You Am I silk slip dress and sneakers so the newlyweds could take to the dance floor.

Josh Dun Instagram

Debby Ryan and Josh Dun

In June 2020, the newlyweds and their dog held a six-month anniversary celebration, complete with an assortment of white and gold balloons and a sprinkle-covered cake.

“6 months in with m’bride,” Dunwrote on Instagram.

Debby Ryan and Josh Dun

To mark their firstChristmasas a married couple, Ryan and Dunposted retro glamour shotsfrom their holiday card photo shoot and words of encouragement for their followers.

Dunshared the same photoson his account, adding, “merry christmas from us to you. what an intense year this has been but we’re wishing you the best on this day.”

Debby Ryan and Josh Dun

To mark Ryan’s 28th birthday, Dunpenned a sweet tribute on Instagramto his wife alongside a series of photos of the two together.

Twenty One Pilots dropped their sixth studio album,Scaled and Icy, with an innovative live-streamed event from their hometown of Columbus, Ohio. Ryan was there to support the musical duo andpraised Dun on Instagram.

“So proud of my lover and his band’sScaled And Icyalbum and the incredibly elaborate livestream experience tonight — and grateful to’ve popped up in the widely coveted role of Woman With Bucket,” she wrote in the caption. “So many talented people brought their A game.Scaled And Icyis so good I can’t stop listening. huge fan.”

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Josh Dun and Debby Ryan attend the 2021 iHeartRadio Music Awards at The Dolby Theatre in Los Angeles, California

Over a year after they said “I do,” Ryan and Dun walked the red carpet as husband and wife. The two attended the 2021iHeartRadio Music Awardsin Los Angeles andposed for a photoalongside Dun’s bandmateTyler Josephand his wife, Jenna. Ryan later posted images from the event on Instagram after fans reminded her of the milestone.

“I’d say one of the things I’m most proud of is making the best person I know My Husband,” shecaptioned the photo. “We’ve been married for a year and some change now which I know we did on the low, but the internet informed me this was our first time Being On A Red Carpet Whilst Married which I totally knew and that’s why I pulled my hair back with a shoelace, so just wanna shout out my life partner and his twenty one pilots partner tyler (big dog of my favorite band) and his life partner jenna, who is subsequently now my Partner In Being Ignored On Stage While They Accept Awards.”

Debby Ryan and Josh Dun

As 2021 came to a close, Ryan celebrated her second wedding anniversary with Dun. In honor of the occasion, sheposted a photo of herself and Dunin what appeared to be an underwater restaurant.

“Two years ago rn we threw a new year’s eve party and got married and went on a honeymoon and it was all ours and it’s good,” she wrote.

ForHalloween2022, Ryan and Dun donned a couples costume, dressing asJulie AndrewsandDick Van Dyke’s characters from the 1964 filmMary Poppins.

On Nov. 5, Ryanshared photos from the nighton Instagram with the caption: “Halloween at home — a trick and a treat 🎃 no chaos, just togetherness and candy that’s it why.”

Keeping in line with their treehouse engagement, Ryan and Dun’s home in Columbus, Ohio, has a treehouse theme — complete with a giant mushroom mural and even a boxing ring in the basement.

The couple gaveArchitectural Digesta tour of their shared space in March 2023 and discussed their design inspiration.

“To be among the trees was really inspiring,” Dun said. “This treehouse theme informed a lot of the design sensibility. We wanted to soften the lines of the house with organic shapes, textures, and materials.We gravitated toward a lot of green— that’s how the tree house became a tree home.”

source: people.com