Luann de Lesseps has had lots of high-profile romances throughout the years.
The Real Housewives of New York star married Count Alexandre de Lesseps in 1993 and went on to welcome daughter, Victoria, and son, Noel, in 1994 and 1996, respectively. The twosome eventually called it quits in 2009.
Following her divorce from Count Alexandre, Luann was linked to Hugh Grant, Jacques Azoulay and Harry Dubin before she started dating Tom D’Agostino Jr. in 2015. The pair tied the knot in December 2016, but split in August 2017 amid rumors that D’Agostino Jr. cheated on Luann.
“I don’t think he could give up his bachelor life to lead a married life the way I wanted to. I think he really loved me. I really do,” she shared on Watch What Happens Live in September 2017. “He still loves me. At this age, it’s really hard to change people … I expected more. I expected him to change.”
After her divorce from D’Agostino, Luann has continued to have other relationships throughout the years, including Rich Super, Garth Wakeford and Joe Bradley. Luann began appearing on Bravo’s dating series Love Hotel in April 2025.
“The guys were good looking and have careers and were interesting. … I’m a big manifester. So I said to myself, ‘I’m going to find love,’” she told Us Weekly in May 2025, noting that she “connected” with a man “further down the road” while filming the show.
Keep scrolling to learn more about Luann’s dating history throughout the years:
Keith Hernandez
Before she got married for the first time, the New York Mets player alleged that he had a “friends with benefits” situation with Luann.
“I met her in Manhattan, somewhere I forget, and she was absolutely gorgeous. I chased her like a hound,” Hernandez recalled on Watch What Happens Live With Andy Cohen in May 2018.
Count Alexandre de Lesseps
Luann married Alexandre in 1993, and the twosome went on to welcome daughter Victoria in 1994 followed by son Noel in 1996. After 17 years of marriage, the twosome called it quits in 2009, one year after season 1 of RHONY premiered.
“My family knew my marriage was in trouble,” she told producers on the RHONY 2016 special. “But the Housewives didn’t know. I didn’t want it to be fodder for the show.”
Hugh Grant
In an interview with TooFab in November 2024, Luann claimed she began “making out” with Grant during a night out in the Hamptons. It is unclear when the alleged interaction took place.
Luann told the outlet that her friend sat her right behind Grant and said he would take a shot with her.
“Before you know it, we are taking shots and making out … heavily at the table,” she shared. “My brother was like, ‘I can’t believe you’re making out with Hugh Grant,’ and I was like, ‘Neither can I.’”
Later that month, Grant shared a screenshot of a headline about the story to his Instagram Story, noting that he did remember “meeting a charming RHNY in a restaurant.”
“But I’d like to stress it was about 15 years ago. I don’t recall shots or kissing but her memory might be better than mine,” he said.
Bethenny Frankel and Luann de Lesseps have come a long way since their Real Housewives of New York City feud. “Guess what, Bryn? I guess life is actually a cabaret,” Frankel, 53, asked her daughter, 14, in a Saturday, July 6, Instagram Story video during a party in the Hamptons. As Frankel panned the camera, […]
Luann responded to Grant’s comments via an exclusive statement to Us.
“Obviously, my memory is better than his!” she joked. “He’s right it was 15 years ago. We were both not married at the time, I had just divorced Alex. He was ever so charming and couldn’t have been nicer.”
Jacques Azoulay
Following her divorce from Alexandre and alleged makeout session with Grant, Luann began dating wine entrepreneur Azoulay in 2010. Although the twosome were serious and even began discussing having a family together, Azoulay and Luann ended up going their separate ways in 2013.
“They are at different points in their life now and have mutually agreed it is best,” Luann’s rep confirmed to Us at the time. “Luann is upset, but it’s amicable and they remain friends. Jacques has been a wonderful part of her life.”
Harry Dubin
During season 6 of RHONY, which aired in 2016, Luann had a brief on camera hookup with Dubin, who was once married to her costar Aviva Drescher and linked to castmates Sonja Morgan and Ramona Singer.
Several years later, in May 2020, Dubin shared that he had hooked up with Luann after meeting her at one of Morgan’s cocktail parties and going home together.
“That’s the way Luann is,” Dubin said on an episode of the “Behind the Velvet Rope with David Yontef” podcast. “She goes after what she wants and she gets it. You can’t really deny that.”
Tom D’Agostino Jr.
D’Agostino Jr. and Luann were introduced by their mutual friend, Dorinda Medley, in 2015 and ended up getting engaged a few months later in February 2016. Despite allegedly cheating on her days before their engagement party, D’Agostino Jr. and Luann tied the knot in December 2016.
“I feel really lucky to have a second chance. At over 50 years old, I’m getting married again,” Luann said on the Steve Harvey Show at the time. “It’s very easy to walk away. The hard part is staying and working it out.”
After seven months of marriage, the twosome announced that they were getting a divorce.
“We care for each other very much, hope you respect our privacy during this sad time!” Luann wrote via X in August 2017.
Rich Super
After her divorce from D’Agostino Jr., Luann had a brief fling with her agent Super in summer 2018.
“Luann and Rich started hooking up after she got back from rehab [in July],” a source told Us, at the time. “It wasn’t a serious relationship; they were just having fun. He didn’t break up with her, he is still her agent, and the two both decided to stop hooking up and keep things professional.”
Less than one year later, Luann revealed that she started dating Super again after giving him another chance.
“Listen, when there’s a connection, there’s a connection,” she told TMZ in October 2019. “He’s my agent and, you know, we’re just killing it on our cabaret tour and we’re having the best time. He’s the best. He’s the best agent in Hollywood. I’m a very lucky girl.”
The pair seemingly split a few months later.
Garth Wakeford
Luann started dating Wakeford after meeting on Hinge in August 2020. The twosome’s relationship was short-lived as they went on to split in 2021.
“Luann and Garth broke up a few months ago,” a source told Us in April 2021.
The Real Housewives of New York City star Erin Lichy is weighing in on the future of the show — and sharing her predictions for new cast members. Erin, 37, exclusively told Us Weekly that she “wasn’t surprised” when Bravo put out a casting call for RHONY in January before season 15 even finished airing. […]
Radamez Rubio Gaytan
Following her brief fling with Wakeford, Luann began dating Gaytan after meeting him on a trip to Tulum.
“They were really into each other when they first met,” an insider told Us in May 2021. “He was catering to her and she got special treatment at the resort. He took special care of her when she was down there and they really hit it off.”
The pair seemingly split later that year.
Joe Bradley
According to an eyewitness source for Us, in January 2024, Luann and the Southern Hospitality star were seen “all over each other” at The Dream Hotel in New York City after flirting while taping Watch What Happens Live With Andy Cohen.
While a rep for Bradley denied getting cozy with Luann, he finally confessed to kissing her in January 2025.
“I think that enough time has passed and I’m sick of the rumors and the lies,” he told Us, claiming he was “never self-conscious or trying to hide the fact” that he kissed her because Luann’s “iconic.”
James Quine
While on the Love Hotel, Luann struck up a connection with Quine and the twosome have been seeing each other ever since.
“[James] said to me, ‘You know [Luann], I live in Hawaii, I can’t be there with you all the time. It is totally OK if you date, and when we see each other, we see each other, because I love you,” Luann said during a Watch What Happens Live With Andy Cohen episode in June 2025.
Luann later sparked engagement speculation in June 2025 when she was seen with a ring on her finger.
“I will say that I got a brand new ring, and I’m a very happy girl,” she told Us at the time. “And that’s all I can say about that for now.”
Michael Riemerschmid
Although she is still seeing Quine, Luann has continued to also spark romance rumors with Riemerschmid after being spotted in public on several occasions in 2025.