‘Southern Charm’ Craig Conover’s Explosive Past: Dated New GF Before—And It Didn’t End Well

Did Southern Charm star Craig Conover date his new girlfriend, Natalie Buffett, in the past? It appears that this is not their first go round, but when were they together? Moreover, was it serious or just for fun? Keep reading for further details.

Craig Conover Dated New GF In Past?

When Paige DeSorbo broke up with Craig Conover after three years, the Southern Charm star was brokenhearted. He was also blindsided, as he claimed he never saw it coming despite all of the signs being there. They were on two different pages as her career was taking off, so she wanted to travel and live her best life. However, Craig has long wanted to settle down, get married, and start a family. On Thursday, March 27th, 2025, Craig was on WWHL alongside co-stars and best friends Shep Rose and Austen  Kroll. He shared that he had started seeing someone and appeared to be very happy.

Allegedly, he is dating influencer Natalie Buffett, who was with him at WWHL. She had just visited him in Charleston before heading to New York City. Some fans felt they had been together in the past, but someone stated it was another Natalie. As it turns out, Craig and his new flame do have a past as they supposedly dated back in 2019. It happened in the spring of that year, and Natalie had tagged Craig in some of her posts. Unfortunately, they may have had a fight in the Bahamas, leading her to exit the relationship.

It was noted that they dated six years ago, so they could have grown, evolved, and be ready for a new chapter. Craig Conover seemed thrilled when he was talking about moving on, possibly because Paige has been seen out with another man. Either way, the Southern Charm star has been praised for his “upgrade,” and fans are gushing over how pretty Natalie is. As for how serious they are, Natalie and Crag just seem happy.

It All Makes Sense

When Craig Conover was discussing his new lady on WWHL, he noted how the world works in mysterious ways. Therefore, to learn the Southern Charm OG previously dated Natalie Buffett makes a lot of sense to followers. They suspected this all along and only want the best for Craig and hoped he would get the happy ending he so desperately wanted:

• Wishing them the best and just praying he doesn’t get burned! Craig wears his heart on his sleeve, his intentions are clear so anyone dating should have the same vision in mind! (Marriage, kids, a future in Charleston etc)
• Hope she’s not just circling back now that’s he’s successful. I wish them the best!
• Timing is everything!! Happy for them! I hope they take their time and don’t rush.

One fan stated it makes sense why Craig did not feel the need to wait to find love as he and Natalie have a past. Hopefully, this all works in the best way possible.

Do you think that Natalie is a good match for Craig, or did he move on too soon? Let us know, and watch Southern Charm Thursdays on Bravo.