How long have Deby Ryan, Deni and twenty pilots Josh without together was together? The timeline of the relationship was explored as the couple announces pregnancy

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Actress Deby Ryan and the musician Joshua Don, the Dermes player in the TWENTy One Pilots, announced that they expect their first child together, which represents a great milestone in a ten -year relationship.

On September 7, 2025, the couple shared the news in an Instagram joint publication that includes pictures of motherhood and a plan for the name:

“Dun & Dun +One.”

Deby Ryan, known as the Disney Channel series JesseIt was in a relationship with Dun since 2013, although there was a brief separation in the first years of their relationship.

Their journey was mostly especially. They had a secret marriage in Austin, Texas, on December 31, 2019, after the large -year -old proposed proposal in the previous year.

With the announcement of their pregnancy, renewed interest in the schedule of their relationship and the development of their personal lives appeared from their first history in 2013 to this day.


The beginning of the relationship of Deby Ryan and Josh Don

Debby Ryan and Josh Dun started in 2013. On the return of the 2018 birthday, Ryan remembers their first history and took Dun directly, saying:

“HBD, boy. Thank you to learn how to tie my Bouti on our first history and all we discovered together since then. I was only 24 here, before I dyed your hair and taught me love.”

2021 MTV Video Music Awards - Imposters (Image via Getty)2021 MTV Video Music Awards - Imposters (Image via Getty)
2021 MTV Video Music Awards – Imposters (Image via Getty)

Two years after the relationship, Deby Ryan confirmed that she was single, indicating a temporary separation from Dun. In a conversation, when one of the fans asked, “Are you single?” She responded in a deleted tweet: “Serious and not trying.”

The note showed that she separated from Dun by that time, but neither of them provided any additional details about the division publicly.


Deby Ryan and Josh Dons and strengthening their partnership

By the end of 2016, signs Reconciliation It started to appear. Later that year, Ryan and without together appeared at the Christmas party, both wearing identical Santa hats. Their joint appearance sparked speculation that they returned together after the separation in 2015.

In August 2018, Deby Ryan publicly discussed her relationship with Den in an interview with People magazine, where she presented a rare look at their links.

She said: “I think it is really supposed to be with someone who respects you and loves you for who you are, and frankly makes it attractive to doing the things you want.”

“To take a new hobby and push yourself. When you date someone you think is great and he is your best friend, and they love constantly,” I will go to run. Do you want to go? “And you like,” I was just thinking about it! “You just bring each other.

In December 2018, Don Ryan was proposed on a trip to New Zealand. On Instagram, Ryan Books:

“He asked me, shout at a date. I said yes, because I always want to go on the dates with him. Then he asked me to be his leg forever.

“It is my heart out of my body. It wakes up from cold water and a warm bed, it’s the place where I can rest. Men have a really good history.”

Josh also published on this occasion, expressing:

“I found a tree house in the forest in New Zealand and suggested my girl. It is a shout for life. I love you, Deby.”

Deby Ryan and Josh announced without their participation 💍

The couple married a little more than a year later, on December 31, 2019, in Austin, Texas. They planned the wedding in less than a month and kept it especially until Deby Ryan confirmed this during an interview with Vogue. Think about their decision Marriage After the death of Ryan’s close friend, Cameron Boyce, Ryan said:

“When he passed, he truly shake me and put a lot of things in their right quorum. It is no longer important to wait anymore, stopping the preoccupation, or lining up things perfectly, or intending to do things that are not the same strength like us, because we have not been considered tomorrow.”

Debby Ryan's Instagram (image via Instagram/@Debbyryan)Debby Ryan's Instagram (image via Instagram/@Debbyryan)
Debby Ryan’s Instagram (image via Instagram/@Debbyryan)

After years of their marriage, in 2023, Ryan and without the fans gave a glimpse of their personal lives by calling architectural digestion to their home in Columbus, Ohio. Their home style, which is characterized by organic forms, their own artistic works, and even the boxing ring, reflects their continuous creativity and their unique style.

In 2025, Deby Ryan announced that they were expecting their first child. The news was celebrated by the fans as a new chapter in the long relationship of the couple.


Stay tuned for more updates.