Bachelor Nation couple Chris Bukowski and Anna Redman have announced they're engaged after nearly four years of dating.
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"Best friend. Fiancee. Future wifey. 12.31.25," Chris captioned a carousel of photos featuring his romantic marriage proposal.
Chris popped the question, surrounded by rose petals and tall candles, on a deck overlooking the ocean at the Ritz-Carlton in Costa Rica.
After Chris got down on one knee, he and Anna toasted wine glasses and walked down a beautiful suspension bridge for their engagement photos.
Chris and Anna, who currently live together in Chicago, IL, received a huge amount of support from fellow The Bachelor, The Bachelorette and Bachelor in Paradise alums in the comments.
Katie Thurston wrote, "The way I gasped!!!!! YESSSSSS I've been waiting for this."
Joe Amabile commented, "Congrats!!! You're all grown up now."
Abigail Heringer chimed in, "So beautiful. Congrats you two we love yall!"
Kelley Flanagan wrote, "Congratulations congratulations congratulations!!!! I'm so happy for yall."
Mari Pepin added, "Aghhh congratulations!!! So happy for you two!"
Ashley Iaconetti gushed, "I'm just fully obsessed with this story!! CONGRATULATIONS!!!"
RELATED LINK: 'THE BACHELOR' FRANCHISE COUPLES NOWBob Guiney, Raven Gates, Serena Pitt, JP Rosenbaum, Vanessa Grimaldi, Andrew Spencer, Sarah Herron, Kelsey Weier, and John Paul Jones all commented with congratulatory messages.
Following months of dating speculation, Anna and Chris went Instagram official with their relationship in March 2022 by posting photos from a wedding they had attended together in Costa Rica.
RELATED LINK: 'THE BACHELORETTE' COUPLES NOW: WHOM DID 'THE BACHELORETTE' STARS AND THEIR BACHELOR PICKS ULTIMATELY END UP WITH?! (PHOTOS)
Bachelor in Paradise spouses Joe and Serena previously revealed they had actually set up Chris and Anna.
Chris and Anna opened up about the first few weeks of their love story during a May 2023 episode of the "Click Bait with Bachelor Nation" podcast.
Joe kicked off the story by sharing, "It was the night before Thanksgiving [2021]... I was going to meet some friends and Chris Bukowski just so happened to be one of them."
During the guys' night out, Chris apparently mentioned that he was single.
"And I was like, 'Oh, that's actually funny you said that because Serena was just on the phone with Anna before I left and she was complaining about being single,'" Joe recalled.
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Joe then revealed to Chris at the bar that Anna seemed "into" him and he "should hit her up."
Chris -- who was living in Denver at the time -- therefore slid into Anna's DMS on Instagram, and once she responded, they had dinner together in November 2021, when Chris was home in Chicago visiting family for Thanksgiving.
"Joe, I also remember that you DMed me with his Instagram handle saying, '@chrisbukowski thinks you're hot and he's single, successful, and chill. You guys should date!'" Anna recalled with a laugh on the same podcast.
"And a lot of people were talking you up, [Chris]! So I was like, 'I've got to do it!'"
While Chris looked for love five times on different The Bachelor spinoffs and came up empty, he said, "With the show, what it comes back to, is [without it], I would've never met Anna."
"I would have never met Anna if it wasn't for the show or knowing [Joe]," Chris elaborated. "[The franchise] gives you this openness of wanting to connect with other people... It is obviously a great story."
When asked if he thought the relationship could go the distance after just one date, Chris admitted he was "very attracted" to Anna and she's "absolutely" his type.
"So I was super excited, because honestly, up to that point, I just kind of threw in the towel, like, 'I'm good. I'm just chilling and having a great career and just seeing what happens,'" Chris confessed.
"So I wasn't really forcing the issue, and that's why I'm so lucky and happy that it happened."
About two weeks after their first date, Chris admitted he received an invitation in the mail for a wedding in Costa Rica and made the bold move of filling in Anna's name as his plus-one -- without even asking her first.
Anna said once Chris asked her to go on the vacation with him, she was totally onboard, even though their romance was moving "fast."
"I was really excited. I didn't have many expectations going in, because you never know, and then also, this man has a sparkle you just don't see through a screen, and I was just smitten," Anna recalled.
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Anna gushed about Chris' great smile and blue eyes, and Chris ultimately committed to a move to back to Chicago. The couple, however, were both open to moving at the time.
Anna originally competed on Matt James' season of The Bachelor, and Chris appeared on "five-and-a-half" seasons of The Bachelor franchise.
Chris began dating Anna after his failed engagement to Katie Morton, whom he proposed marriage to on Season 6 of Bachelor in Paradise in 2019.
Chris and Katie worked on their relationship for several months but announced they had decided to call it quits and end their engagement in December 2019.
In January 2022, Chris said on the "She's All Bach" podcast that his dating life was "good," according to Us Weekly.
"You know, it was bad for a while. After Katie, I didn't date anybody really. Recently, it's been pretty good," Chris said.
But Chris wouldn't admit that he had a romantic connection with Anna brewing at the time.
"I'm not going to confirm or deny those allegations," Chris said of dating rumors that had been floating around. "But I know Anna. She's a great girl... We're definitely friends. I enjoy spending time with her."
Chris said he was really enjoying his time dating off-camera with "no stress" behind it and that he was very happy.
Chris found fame when he competed for Emily Maynard's heart on The Bachelorette's eighth season. He later appeared on Season 3 of Bachelor Pad and finished as the runner-up.
Chris crashed Andi Dorfman's season of The Bachelorette but she rejected his advances and didn't allow him to join the cast.
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For Anna's part, she competed on Season 25 of The Bachelor and then attempted a relationship with James Bonsall on Bachelor in Paradise in Summer 2021. Anna, however, left both shows single and looking for The One.
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About The Author: Elizabeth Kwiatkowski


