Look Back at Paige DeSorbo and Craig Conover's Relationship
When Summer House met Southern Charm.
The Hamptons are for lovers. Charleston is, too. And Stowe, Vermont ;definitely is.
Over the years, fans have watched Summer House's Paige DeSorbo and Southern Charm's Craig Conover respectively search for love. There have been other romances, sure — but when the East Coast girl and Southern gentleman got together after filming Winter House, something special happened.
“It sounds so cliché, but Craig just gets me. There’s a lot of things I don’t have to explain to him because we look at things very similarly," the fashion maven told Us Weekly when confirming their relationship in October 2021. "It just fits, like, it just is very natural and it’s a lot of fun."
Watch the video above (and keep reading!) to see how friendship blossomed into a committed romantic relationship for Paige and Craig.
February 2021: Craig Conover and Paige DeSorbo filmed Winter House Season 1
Craig and Paige first became close while filming Season 1 of Winter House in February 2021. At the time, Craig was in a relationship Natalie Hegnauer, but they broke up after filming ended for the season.
April 2021: Craig Conover and Paige DeSorbo's First Kiss
In a January 2022 interview with ET Online, Paige spilled the story of her first kiss with Craig. A few months after Winter House wrapped, she and her brother took a trip to Charleston.
"I hadn't really talked to Craig in between that, so I didn't really know what his relationship status was. I kind of just went and assumed that he still had a girlfriend," she shared. "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."
May 2021: Craig Conover and Paige DeSorbo started casually dating
According to her ET interview, Paige and Craig started hanging out more regularly in May.
"He asked me to come down and spend a weekend with him and that is what really started us hanging out, but we were very single. It was kind of like, don't ask, don't tell," she said. "He was doing his thing in Charleston. I'm certainly doing my thing in New York, but we loved the time that we were together and hanging out. So we were very much casually dating."
The fashionista doubled down on the status of their relationship during an early Summer House Season 6 interview.
"We're free to do whatever we want," she said. "The door is open for anyone who would like to give it a shot."
June 2021: Craig Conover hooked up with his ex, Naomie Olindo
Featured in: Southern Charm Season 8 Episode 1 (Aired June 2022)
During a June 2021 trip to Las Vegas, Craig hooked up with his ex-girlfriend ;Naomie Olindo.
The following year, he confirmed there was "no crossover" between their time together and him and Paige becoming an official item during an episode of Watch What Happens Live with Andy Cohen.
Summer 2021: Craig Conover stopped by Summer House
Featured in: Summer House Season 6 Episode 4 (Aired February 2022)
While romance between Paige and her fellow Summer House and Winter House cast member Andrea Denver wasn't entirely off the table, Craig swooped in and began the very-important process of blowing the New Yorker away.
After hearing he'd been hooking up with other people (even though she'd said their relationship was not exclusive), Paige realized she liked Craig more than she thought.
"I have no right to be mad, but I can still be sad," she told fellow cast member Ciara Miller during a pool party in Summer House Season 6 Episode 4. "Look, call it what it is. I like him."
Summer 2021: Craig Conover invited Paige DeSorbo to meet his parents
Featured in: Summer House Season 6 Episode 10 (Aired March 2022)
After discussing their growing feelings for each other and hanging out more throughout the summer, Craig invited Paige to meet his parents in Delaware.
"You are obsessed with me," joked Paige in a confessional. "You love me. You want to marry me."
Nevertheless, the Sewing Down South businessman made sure Paige knew there was no pressure to define their relationship. She echoed his sentiments.
"I'm not gonna ever put pressure on you to be your girlfriend," she told him during a car ride with heavy hand holding. "If it's gonna happen, it'll happen. I'm not worried about it."
Summer 2021: Craig Conover surprised Paige DeSorbo at the Summer House "Prom"
Featured in: Summer House Season 6 Episode 14 (Aired April 2022)
Craig surprised Paige during a prom-themed party (cueing excited screams from most of the cast). While she was originally wearing a tuxedo outfit for the night, Paige changed into a dress to match Craig's suit.
September 2021: Craig Conover and Paige DeSorbo became Instagram official
Craig and Paige fueled rumors they were an item by posting a photo together from Summer House cast members Amanda Batula and Kyle Cooke's wedding.
October 2021: Paige DeSorbo confirmed she was officially dating Craig Conover
Paige confirmed she and Craig were dating during an October 2021 Us Weekly interview.
“I met Craig, actually, three years ago and he was single. I had a boyfriend and I absolutely respected that I was in a relationship,” she recalled. “And then when we got to Vermont, I didn’t know he had a girlfriend. So, I was a little bummed when I first got there. But, of course, he was absolutely respectful to his girlfriend. And I’m so happy now looking back that he had a girlfriend because we built just a very platonic friendship, which is, like, the base of our relationship now. Everything really does happen for a reason.”
Early 2022: Craig Conover and Paige DeSorbo filmed Winter House Season 2
The duo were officially dating when they showed up in Vermont to film Season 2 of Winter House.
"I'm not used to living with a boyfriend. I'm petrified," Paige said in an Episode 1 confessional.
Over the season, "I love yous" were exchanged and an anniversary breakfast in bed was consumed.
May 2022: Craig Conover and Paige DeSorbo talked about their long distance relationship
In an exclusive interview with Bravo Insider, the duo talked about being long distance and their next steps as a couple.
“I love long-distance. I need to be by myself a certain amount of days and watch my shows,” Paige shared in the above video.
As for who would sacrifice their home, should they move in together? “If and when the time comes, it would be me moving to Charleston," she added.
June 2022: Craig Conover addressed his Naomie Olindo hookup
Featured in: Southern CharmSeason 8 Episode 1 (Aired June 2022)
During the Southern Charm Season 8 premiere in June 2022, it was revealed that Craig and Naomie had hooked up after running into each other in Las Vegas, around the same time he started seeing Paige.
The revelation was surprising to everyone... except the fashion maven herself.
“Paige knew the whole time,” Craig revealed during a June 2022 appearance on WWHL. “The guys were the only ones that didn’t, because we hadn’t really been hanging out."
December 2022: Craig Conover and Paige DeSorbo started a pillow line
Craig announced during a December 2022 interview with Men's Health that he and his girlfriend were collaborating on a pillow line for his company Sewing Down South.
[It’s] really exciting," he shared. "Finally a black-and-white line for our people that don’t necessarily have ‘Coastal Chic' houses or designs.”
June 2023: Craig Conover and Paige DeSorbo traveled to Italy together
One stop in an idyllic summer for this Bravo couple was a Mediterranean vacation. Paige and Craig travelled to Italy together just one year after Paige had gone with her family.
“They wanted to do one last family trip without me,” Craig revealed to The Daily Dish in June 2022. “And her parents are like, ‘Well, I guess Craig’s gonna stick around, so let’s go do one more trip.’”
August 2023: Southern Charm Season 9 was announced
The trailer for Season 9 of Southern Charm (set to premiere in September 2023) showed a glimpse of Paige and Craig's relationship. In the preview, the couple talked about future plans, including marriage and a potential move to Charleston.
Craig Conover revealed Paige DeSorbo suggested getting married at BravoCon 2023
During a "Bravo BFFs" panel at BravoCon 2023, Craig revealed that he and Paige had at least discussed the idea of tying the knot while in Vegas this weekend, though they aren't yet even engaged.
"In a weird twist of fate, Paige was like 'Both of our families are here. Why don't we just get married in Vegas?'" he told the moderator. "And I started to panic. I was like, 'Wait what?!'"
Paige's reasoning? "The number one question is, 'When are you getting engaged?'" Craig added. "So she was like, 'What if we just pull the trigger in Vegas?'"
Teasing aside, Craig told fans that the two were in a really good place.
"She's helped me grow up a lot," he said. "I just always thought you went from the fun boyfriend, to husband, to dad. I didn't know there was any growing up involved with that."
"I don't think you can change people, but I think you can help people improve and get where they want to be. And so, I just calmed down," he added. "When you have a partner, you also stop chasing stuff. You don't have to go out and look for a void or look for a partner. She loves the couch, too. So we just hang inside."
Later, during the “It’s All About to Go South” panel on Day 3 of BravoCon, Craig revealed that his and Paige's families had met for the first time that weekend.
“I hope to propose one day," he added during the panel. "She actually mentioned eloping here because of both of our families are here at BravoCon. We’ll see, and what’s neat is we get to share it with everyone else."
Originally published Aug 26, 2023.
