'Bachelor in Paradise' Stars Dean Unglert and Caelynn Miller-Keyes' Relationship Timeline
Once upon a time, in a terrifying and horny land called Bachelor in Paradise, this handsome and van-obsessed dude:
Giphy
Met this gorge former beauty queen:
Giphy
And their relationship...mysteriously ended up working out? Truly, no one is more shocked than me, but Dean Unglert and Caelynn Miller-Keyes are currently one of Bachelor Nation’s sweetest and most genuinely in-love couples. They appear to be utterly obsessed with each other and have somehow transitioned from completely casual to potentially married. Here’s how it all happened, friends.
Sometime in July 2019
Dean and Caelynn connected during Bachelor in Paradise and it was a whole saga, so please settle in. First of all, here’s their first date—and I know BiP is a largely manufactured reality show, but just try watching this and telling me their connection isn’t real.
Sadly, Dean broke up with Caelynn and went home, despite the fact that they were perfect for each other:
But plot twist! Dean came back and surprised Caelynn on the beach after realizing he made the wrong decision:
They ended up leaving Paradise together but had to hide their relationship on social media until the show aired, finally going public onnnnn...
September 17, 2019
I mean. I can’t even deal.
October to December 2019
Dean and Caelynn spent the next few months traveling around the world, taking cute pics everywhere from Hawaii...
To Arizona...
To Ireland...
Meanwhile, I remained home on my couch.
December 9, 2019
Dean was asked about marrying Caelynn and his answer was a giant mess. To quote: “That’s never going to happen.” To quote again: “She does joke around about us getting married all the time, and I always say, ‘Sorry, it’s not going to happen.’ I don’t know, I’m super unconventional and she obviously is a little more conventional. We joke around about it. Just try to keep expectations to a minimum, you know? Like I said on the show, ‘Underpromise, overdeliver.’”
Cut to Caelynn all:
Giphy
December 23, 2019
Dean injured his leg in a ski accident and Caelynn flew alllll the way to Europe to help take care of him. Like, they’re clearly a legit there-for-each-other couple.
Dean Unglert//Instagram
January 2020
Dean and Caelynn adopted my personal lord and savior, Pappy. He’s a very good boy.
Dean Unglert//Instagram
February 12, 2020
This is where things got ~interesting~. Caelynn posted a cute photo of herself and Dean on Instagram, and when a fan responded that “he needs to propose,” Caelynn wrote THIS:
February 14, 2020
A couple of days later, Caelynn hit Instagram with this Valentine’s Day pic:
Caelynn Miller-Keyes//Instagram
And when a fan commented “get married,” she dropped THIS:
Need answers? Read on.
February 18, 2020
News “broke” (lol) that while they aren’t technically married, Caelynn and Dean did have a commitment ceremony, which “really brought their relationship to a new level.”
June 22, 2020
Speaking of their commitment ceremony, Dean and Caelynn got commitment rings, too. The couple opened up to Chris Harrison about their decision to snag the jewelry during an episode of The Bachelor: The Greatest Seasons — Ever!.
"In my opinion, I don't need the title of husband to show the world that I'm committed to one person," Dean explained. "The fact that I'm wearing the ring is showing that I'm committed to Caelynn and only Caelynn, and I've been wearing it for the past six or so months."
Caelynn added, "He started wearing a hair tie around his ring finger to fight women off. I liked the idea, and we just talked about getting rings. It's just nice to know we are in a strong committed relationship without necessarily having to get the government involved as Dean would like to say."
'Kay then!
January 12, 2021
During an episode of his Help! I Suck At Dating podcast, Dean revealed that he and Caelynn bought a house in Las Vegas and that they'd be moving in together in April 2021.
"Caelynn and I just bought a house out in Vegas," Unglert said after the episode's guest, season 10 Bachelorette alum Marquel Martin, dished about his Vegas proposal to Kari Kaisner.
August 30, 2021
In another episode of his pod, Dean dropped the bomb that he and Caelynn don't use the word "love" with each other. "She calls me Maka, but that's, like, something that I made up and then she ran with it," he explained. "I just hate saying the L-word word, so I was like, 'Let's make up a different word, so we don't have to say that to each other all the time.'"
September 15, 2021
Dean opened up about the possibility of getting married to Caelynn in Italy. "It's very, very beautiful out there," he dished on his podcast. "And it's funny because a lot of the people that we ran into — like, we're just, you know, Caelynn and I are just a couple on vacation — they're like, 'Oh, you guys are here for your wedding [and] for your honeymoon.' [We're] like, 'No. Like, we're just here because we've always wanted to visit.' And they're like, 'Oh, you got to come back, like, for your wedding.' It definitely is a place where a wedding would be spectacular. It's just, like, one of the most beautiful places we've ever visited."
He added, "You can't help but be like, 'Oh, my gosh. This is amazing. I want this to be the rest of my life. And since I'm here, like, I want you to be in my life for the rest of my life,' which I always thought those things, obviously."
"Obviously, super major hypothetical, she's like, 'Who would you invite? Like, who would you bring?' Blah blah blah," he said of wedding talks with Caelynn. "It's like, 'I probably wouldn't bring anyone. You know, like my family. Maybe that's it.'"
November 29, 2021
Remember when I gushed about Pappy earlier? The couple's senior dog passed away at the end of November, and they broke the news with a joint Instagram post. "Today was one of the hardest days of our lives. Today our sweet little man left our earth. He took his final breaths in the arms of his loving mother," they captioned the post, which was a sweet video montage of their four-legged friend.
January 11, 2022
After Pappy passed, the pair adopted another senior dog, Alaster Moody:
Dean Unglert//Instagram
I mean! Look at that face! In March, Dean shared the above pic and wrote, "We're looking forward to bringing this old man the best years of his life, and grateful for the joy and happiness he brings us along the way too!"
June 20, 2022
Dean and Caelynn celebrated their 3-year anniversary with sweet Instagram Reels. 🥹
Caelynn wrote, "Every year gets better and better. Here's to 3 years with you @deanie_babies" while Dean said, "Three years doesn't seem like much when you've got forever left to go."
August 29, 2022
A proposal may be on the horizon as Caelynn casually freaks out all her followers by posting this Instagram Story:
Caelynn Miller-Keyes//Instagram
ICYMI, Dean said he had made a deal with her on a June 2022 episode of his podcast. "I made a deal with her. I was like, 'I'll buy you a ring if you buy me a truck,'" he said.
Caelynn hinted at the deal with her post, writing, "If you listen to Help I Suck at Dating you know what this is," at the bottom of the photo.
October 25, 2022
An anonymous source confirms to People that the couple is officially engaged! Two days later, Caelynn confirmed the news as she posted sweet pics from the milestone moment on Instagram. "The hardest and scariest hike I’ve ever done led to the best day of my life. I can’t wait to be velcroed to you forever @deanie_babies 🤍," she wrote.
Caelynn Miller-Keyes//Instagram
September 23, 2023
Dean and Caelynn are finally married! According to People, they had a camp-themed wedding in Colorado complete with custom tattoos at their reception.
Sweet. That brings us up to date, but in conclusion!!!!!
Giphy
ncG1vNJzZmivp6x7pLvSpqapp5yewaK6jZympmeVo8GmvtOaoKellaPBcMDVaJhsamBugnqCk2ibnpmeYsKvs8ueqa1lk5ayrcXNp2SmoZyhsrN5yp6wnqtdp7KtrdOipqermJ69bsDIppyloZ6afA%3D%3D