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Bachelor In Paradise: Caelynn & Dean’s Relationship Timeline



On Bachelor In Paradise season 6, stars Caelynn Miller-Keyes and Dean Unglert became an unlikely Bachelor Nation couple, and the pair has come a long way since then. Both Dean and Caelynn made a big impression on fans on their respective seasons of The Bachelorette and The Bachelor, and both were reportedly in the running to be the next lead at some point in time. However, the two former contestants found themselves on the beach in Mexico on the popular Bachelor Nation spin-off Bachelor in Paradise.

Dean has appeared on two seasons of Bachelor in Paradise. On his first attempt at Paradise in season 4, Dean was romantically involved with Kristina Schulman, but their connection wasn’t lasting, and both of them ended up leaving Bachelor in Paradise separately. However, Dean quickly bonded with Caelynn when the former beauty pageant contestant made her debut on the beach in Mexico during season 6.

Related: Why Bachelor In Paradise Filming Should Start At Stagecoach


The pair had a difficult time while they filmed the show, but afterwards the couple had much more success with their relationship. Caelynn and Dean have stayed together all this time, and it seems their relationship may be progressing. The couple recently spoke out about their unconventional views about getting engaged and sparking wedding rumors with suspicious Instagram activity. However, it’s been a long road getting to this point.

Initially Caelynn was embroiled in drama with Blake Horstmann revolving around the Bachelor Nation star’s behavior at the Stagecoach concert that summer. But after meeting Dean, Caelynn’s anger with Blake melted away, and she and Dean developed a quick connection.


However, the beginning of Dean and Caelynn’s relationship was not smooth sailing, and Dean wasn’t comfortable with the idea of commitment. He stunned Caelynn and viewers by breaking up with her on her birthday, and both Bachelor Nation stars left Bachelor in Paradise alone that summer.


After recovering from their on-screen breakup, Caelynn and Dean reconciled after filming ended on season 6. It turns out Dean’s fears about Caelynn not being able to adapt to his nomadic lifestyle were unfounded, and the couple formed an incredible bond.

Related: Bachelor Nation Stars Who Attended Coachella 2022


In January 2020, the unexpected Bachelor in Paradise couple took a major step forward in their relationship and adopted a dog together. For the next few years, Caelynn and Dean’s pup Pappy delighted Instagram followers, and he became a fast favorite among fans. Adopting Pappy was a sure sign that both Dean and Caelynn were becoming more comfortable in their relationship.

In summer 2020, Caelynn and Dean celebrated one year together, and it seems the couple was just as surprised as fans that they had stayed together so long. In a cheeky Instagram post, Dean jokingly called himself “some jerk,” referencing his major mistake breaking up with Caelynn on Bachelor in Paradise the year before.


Several months after passing the one-year mark, Caelynn stunned her followers with the news that she and Dean had bought a home together in Nevada. Though the couple were happy living the van life for much of their relationship, it appears Dean and Caelynn are ready to start setting down roots together.


Many Bachelor Nation fans were surprised to see Dean and Caelynn reconcile after their disastrous breakup on Bachelor in Paradise, so when the couple made it to the two year mark, it was a major accomplishment. In an Instagram post, Caelynn reflected on her “crazy adventures” with Dean over the past two years, and she couldn’t seem happier.

Related: Bachelor: Cast Members With The Most Dramatic Post-Franchise Makeovers


Tragedy struck the Bachelor Nation couple in November last year when their elderly dog Pappy died. Dean and Caelynn adored their pet, and the loss of Pappy was a huge emotional blow to them. However, the sad situation brought Caelynn and Dean closer together, and after a few months, Dean revealed the couple adopted another dog, Alastor “Mad Eye” Moody. The surprising Bachelor in Paradise couple is stronger than ever, and whether or not they got married in secret, Dean and Caelynn are living their best life together.

Next: Bachelor Nation Couples That Became Parents After The Show

Source: Caelynn Miller-Keyes/Instagram, Caelynn Miller-Keyes/Instagram, Caelynn Miller-Keyes/Instagram, Caelynn Miller-Keyes/Instagram, Dean Unglert/Instagram, Caelynn Miller-Keyes/Instagram, Caelynn Miller-Keyes/Instagram, Dean Unglert/Instagram, Dean Unglert/Instagram


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