Look Back on Paige DeSorbo and Craig Conover's Relationship Timeline

The Bravo stars met while filming Summer House in 2019.
Paige DeSorbo and Craig Conover
Photo: Getty Images,Design: Natalie Romine
sarah hanlon entertainment and celebrity editor the knot
by
Sarah Hanlon
sarah hanlon entertainment and celebrity editor the knot
Sarah Hanlon
Entertainment & Celebrity Editor
  • Sarah is the Entertainment & Celebrity Editor for The Knot, with special focuses on pop culture and celebrity wedding news.
  • Before joining The Knot Worldwide, Sarah was a contributing writer for Bravo at NBC Universal.
  • Sarah has a degree in journalism and resides in New York City.
Updated Jan 13, 2025

Despite their recent breakup, there's no denying that Paige DeSorbo and Craig Conover shared one of the most impactful relationships in the Bravo universe. DeSorbo, a fashion writer-turned-influencer, stars on Bravo's hit series Summer House, while Conover has been a cast member of Southern Charm since its debut in 2014. The two first crossed paths at a birthday party filmed for season four of Summer House and remained friends for years. Then, after appearing on the spinoff series Winter House in 2021, their friendship turned romantic. Their romance played out on TV throughout the entirety of their three-year relationship, giving fans a front-row seat to their ups and downs.

Although they confirmed their breakup before the end of 2024, look back on their complete relationship timeline here.

Are Craig Conover and Paige DeSorbo still together?

Paige DeSorbo and Craig Conover are no longer dating. DeSorbo confirmed their split on the December 30, 2024, episode of her podcast Giggly Squad, which she shares with former Summer House co-star Hannah Berner. "Craig and I have decided to no longer be together," she said, before adding that they remained on good terms. "I think he is one of the best people I've met in my entire life. I will remain the biggest fan for him and want the best for him, and he truly will get the best, because he is the best. But, with that said, I think it is the right decision for both of us."

In this article:

Who Is Craig Conover? All About Paige DeSorbo's Former Boyfriend

Paige DeSorbo and Craig Conover
Photo: Emma McIntyre/Variety | Getty Images

Who is Paige DeSorbo's former boyfriend, Craig Conover? Bravo superfans are quite familiar with this reality TV star. Conover stars on the network's series Southern Charm, which explores the lives of socialites as they navigate dating, careers and high society in Charleston, South Carolina.

Born in Delaware, Conover moved to South Carolina to pursue a degree at the College of Charleston. He later graduated from the Charleston School of Law in 2014, and launched The Craig Conover Law Firm in March 2021. He first joined the Bravo universe in 2014, when he was cast as a main character in the series premiere of Southern Charm. He has since gone on to make appearances on Summer House, as well as the crossover series Winter House.

Beyond his law career and his reality TV shows, Craig Conover has an eclectic collection of additional ventures. He founded Sewing Down South, a sewing lifestyle brand, in April 2019—and this side hustle has been heavily documented on his shows. He's the co-owner of several restaurants in Charleston and New York City, and he hosts the Pillows and Beer podcast with his friend and co-star Austen Kroll.

How Paige DeSorbo and Craig Conover Met

Paige DeSorbo and Craig Conover met while filming Summer House in 2019. During one episode in the show's fourth season, Conover and some of his Southern Charm castmates (like Austen Kroll) attended a birthday party for Kyle Cooke. At the time, DeSorbo was in a relationship with someone else, and their friendship was strictly platonic.

Paige DeSorbo and Craig Conover's Relationship Timeline

Paige DeSorbo and Craig Conover on Watch What Happens Live
Photo: Charles Sykes/Bravo/NBCU Photo Bank | Getty Images

Summer 2019: Paige DeSorbo and Craig Conover Meet

Craig Conover and Pagie DeSorbo first met in 2019, when he attended a birthday party for Kyle Cooke, which was documented in season four of Summer House.

February 2021: Paige and Craig Strike Up a Friendship on Winter House

Two years later, Paige and Craig's friendship reached a new level when they appeared as castmates in Winter House, a crossover series featuring stars from Summer House and Southern Charm, as well as a few newcomers.

Despite their close proximity, the relationship remained platonic. At the time, Conover was dating someone else while DeSorbo struck up a fling with their co-star Andrea Denver.

April 2021: Paige Visits Craig in Charleston

After Winter House filming wrapped, DeSorbo traveled to Charleston for a trip with her friends—and fans were quick to assume that she was going to see Conover. The fashion personality shut down the rumors on an episode of the Not Skinny But Not Fat podcast that month, saying, "Craig and I are a thousand percent not dating...Craig and I have known each other for years. We've always gotten along. We've always been friends. We have, like, very similar personalities. We are not romantically involved or anything, but we are very good friends."

But, as it turns out, romance did blossom on that trip. In a 2022 interview with ET, DeSorbo confirmed that she and Conover shared their first kiss while she was in town. "On that trip, I realized that Craig was single—and we were nothing but friends on that trip—and then the last night he kind of kissed me," she recalled. "I actually said, 'It's crazy that you haven't kissed me yet,' and he was like, 'I didn't know where we were at that point.'"

August 2021: Paige and Craig Attend a Golf Event Together

Later that summer, the pair continued to fuel relationship rumors when they attended the PGA Tour's FedExCup Playoffs together.

October 2021: Craig and Paige Confirm Their Romance

Finally, Paige DeSorbo and Craig Conover confirmed they were dating in October 2021, just one month after they were both seen at Summer House stars Kyle Cooke and Amanda Batula's wedding. (The rumored couple sent fans into a flurry when they posted cute photo booth snaps on their Instagram story.)

Then, in a conversation with People, Conover confirmed fans' speculations and gushed about his girlfriend. "We both had a crush on each other from three years ago when I came to the Hamptons for Kyle [Cooke's] birthday party," he said of his Summer House stint in 2019. "We always had an eye for each other."

He added that their friendship took a romantic turn after spending so much time together for Winter House. "It was done in a healthy way," the entrepreneur continued. "We built a friendship and got to know each other first, and it all happened naturally. You see the foundation of our relationship start to form on the show."

January 2022: Paige and Craig's Relationship is Featured on Summer House Season 6

Summer House's sixth season was one of its highest-anticipated in franchise history, notably because it featured early footage of Craig Conover and Pagie DeSorbo's relationship. Considering it was filmed before these two made things official, viewers watched as DeSorbo grappled with her feelings for Andrea Denver and Conover. They also experienced a roadblock when some castmates insinuated that Conover was having a fling with actress Kristin Cavallari.

Despite the drama, DeSorbo told ET that it actually helped her determine her true feelings for Conover. "I can't pinpoint a certain thing that he did or said, it was kind of just realizing how I felt about myself when I was with him," she told the outlet. "And it was just kind of undeniable. Little things that I would get excited—if I had a text message from him on my phone—and it didn't even compare to when other guys would text me. So I knew that I was very into him a lot more than any other suitors that were around."

March 2022: Paige and Craig Discuss Their Future Plans

In a candid conversation with Page Six, Conover confirmed he and girlfriend were already having conversations about their future. "We have talked about marriage and spending our lives together, which we're happy about," he said. "We talk about kids and a family." He continued, "We're both realists and obviously no one ever plans on breaking up…we hope that doesn't happen, obviously."

Conover also opened up about critiques that he was dating DeSorbo as a publicity stunt. "We've been official for a little over six months now, and we're happy," he added. "Hopefully we stand as an example that just because everyone else tells you it won't work, you know, doesn't really mean anything at all."

October 2022: Craig and Paige Discuss an Engagement at BravoCon

Paige DeSorbo and Craig Conover appeared on a panel together at BravoCon in October 2022 where they were asked about a timeline for an engagement—and Conover happily said he would propose to his girlfriend "whenever Paige is ready to say 'yes.'"

"I have a feeling that we're going to end up getting married one day," he continued. "It'll be great. I don't know if she knows that. I think you'll get to see it actually come out on one of the shows."

Even with the excitement for their shared plans, DeSorbo also addressed the struggles they've faced by living long-distance. "The thought of leaving and going to a new state is a lot for me, so I have to do it when I'm ready," she said.

May 2023: Paige and Craig Discuss Their Long-Distance Struggles

On Summer House's seventh season, fans got a deeper look inside Paige DeSorbo and her boyfriend Craig Conover's romance—but the distance between them continued to create challenges. In one episode, the New York native cried over the prospect of packing up her life and moving down South, saying, "I would be changing my whole life. I have no friends in Charleston. My whole career is [in New York]."

In another episode, she addressed how her actions could have been affecting her boyfriend. "I think when I say things to Craig like, 'I'm fine being independent and I don't want to move to Charleston and I don't want to get engaged yet,' he gets very insecure, which, valid. Totally get it," she said in a confessional interview. "But that is stressing me out."

Fall 2023: Paige Explores Living in Charleston

During the ninth season of Southern Charm, which aired in the fall of 2023, fans watched as DeSorbo began to integrate more of her life in Charleston. Not only did she help Conover design his house, cameras followed as she established a friend group in his hometown. In one episode, the podcaster hit it off with Conover's castmate Madison LeCroy at a dinner party, where they discussed what married life could look like in South Carolina.

December 2023: Paige and Craig Tease a Vegas Wedding

During a December 2023 conversation with Elite Daily, Paige teased that she and Craig *almost* got married at BravoCon a month prior, which took place in Las Vegas. "I said, 'Let's go do it in a chapel,'" she recalled, before adding she didn't have support from her boyfriend. "Craig chickened out, though."

Craig chimed in to say that a chapel wedding wasn't his ideal setting for a wedding: "I'm not going to get married in Vegas. I want something more real than that." DeSorbo joked, "What's more real than me, you and Elvis, honey?"

December 2024: Paige DeSorbo Confirms Her Breakup With Craig Conover

Ultimately, Paige DeSorbo and Craig Conover went their separate ways before the end of 2024. She announced their breakup on an episode of her podcast, Giggly Squad, confirming that they remained friendly. Though not a surprise to fans of their shows, DeSorbo opened up about what caused them to split. "I mean I started dating Craig and I was 29 and I'm 32 now," she explained. "Your 30s for women I feel like really are very transformative and you change a lot and you grow a lot...and him as well."

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