Why Caelynn Miller-Keyes Was "Very Angry" at Dean Unglert Before His Proposal

Bachelor Nation couple Caelynn Miller-Keyes are Dean Unglert are officially engaged, but their proposal day was filled with anger, tears and some cursing. Why? Allow Dean to explain below.

By Jess Cohen Nov 02, 2022 12:26 PMTags
Watch: Dean Unglert & Caelynn Miller-Keyes Are ENGAGED

On the day Dean Unglert got down on one knee, Caelynn Miller-Keyes was in tears—but not for the reason you might think.

As it turns out, the couple—whose romance began on Bachelor in Paradise—was on a grueling hike together before Dean proposed on Hawaii's Kauai Island. "I figured I've tested her so much, there had to have been one final test for her," Dean joked on the Oct. 31 episode of his Help! I Suck at Dating podcast. "And she passed! She passed the test, barely though."

The reality star noted that while he hopes to have Caelynn on the iHeart Radio podcast in the near future to tell her side of the story, from his perspective, the weather was "perfect" for their 22-mile hike. "It's 11 miles in and 11 miles out," he explained, adding that on their second day of the hike, they faced a mile-long trek of a "sheer cliff." While Dean thought it was "fine," Caelynn was "very angry" at him for taking her there.

"She asked if we could turn around 50 times," he said. "And eventually I just started saying, 'Yeah, let's turn around. If you want to turn around, let's turn around.' But she didn't, I mean, credit to her because she was crying, she was angry, she was cursing at me. But she stuck with it and she eventually finished it. So, yeah, it was a trying experience."

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"I was thinking too," Dean continued, "it's pretty funny to make the person that you're gonna ask to marry you cry on the day that you're gonna propose to them. Caelynn cried for like an hour that day."

However, Dean did point out that he could "see someone getting scared" on the hike, considering "people die on this hike semi-regularly."

Luckily though, Dean, 31, and Caelynn, 27, successfully completed the 11-mile journey to the beach where he proposed...and she said yes.


So, does it feel any different now that they've updated their relationship status? According to Dean, that would be a no, since he's been wearing a symbolic "wedding ring" for three years now.

Plus, they've owned a house together in Las Vegas for two years. However, as Dean noted, "Don't get me wrong, it is beautiful. I'm very happy to be engaged."

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