Shep Rose knows how to make it nice. While appearing on the “Yachties & Hotties” edition of Watch What Happens Live, which was filmed at Bravo Fan Fest in Miami, the Southern Charm star revealed that he “hit it off” with The Real Housewives of New York City alum Dorinda Medley.
Rose’s confession came after host Andy Cohen asked him whether there were any Bravolebrities we’d be surprised to know had hit on him.
“I mean, ‘hit on’ is subjective,” Rose said, before adding, “But I really kind of hit it off with Dorinda. I think she was trying to set me up with her daughter, by the way.”
A shocked Cohen replied, “This is delicious!”
But Medley isn’t the first woman outside of Southern Charm to shoot her shot with Rose.
Back in 2017, the forever bachelor admitted on an episode of Watch What Happens Live that he had dipped his toes in the Summer House pool when he hooked up with Jaclyn Shuman, who appeared in the show’s first season.
Vanderpump Rules star Scheana Shay has also opened up about hooking up with Rose in 2018, but insisted they “never had sex.”
“Shep and I kind of had a little fling. It was a blip in time,” Shay said in an April 2023 episode of her Scheananigans podcast, noting that she found Rose to be “the funniest, most charismatic person” when they first met.
Shay also recounted a separate incident to Bravo Insider in 2020, telling the outlet that she intended to hook up with Rose at Jax Taylor and Brittany Cartwright‘s 2019 wedding, but he ended up getting too drunk.
“He’s not the best at rounding all the bases. By the time he hits second going on third base, he’s like too drunk to remember what he’s doing,” she said. “It was like a bunt to first and like the start of a drunken makeout and I was like, ‘I can’t do it.’ It was just so sloppy.”
Watch What Happens Live airs Sunday through Thursdays at 10 p.m. ET on Bravo. New episodes are available to stream the next day on Peacock.
