The 10 Most Shocking ‘Real Housewives’ Celebrity Hookups of All-Time

The stars of Bravo’s hit reality TV franchise, Real Housewives, are known for creating drama, but you might be surprised to learn that many of them have hooked up with some big-time celebrities — some real, some alleged.

From George Clooney to Jay-Z, here are the ten most shocking Real Housewives celebrity hookups.

‘Real Housewives of Beverly Hills’ star Brandi Glanville on ‘Watch What Happens Live’ on March 06, 2018
‘Real Housewives of Beverly Hills’ star Brandi Glanville | Charles Sykes/Bravo/NBCUniversal via Getty Images

1. ‘RHOBH’s’ Brandi Glanville and Ben Stiller

While their relationship didn’t last long, Fame 10 reports that there was a time when Real Housewives of Beverly Hills star Brandi Glanville dated Ben Stiller. The actor confirmed their relationship during an episode of Watch What Happens Live and admitted that his wife didn’t even know about it.

2. ‘Real Housewives of New York’ star Carole Radziwill and George Clooney

It might sound unbelievable, but Hollywood hunk George Clooney once dated Carole Radziwill. The Real Housewives of New York star referred to Clooney as “lovely” and admitted that their romance was a long time ago. “We dated literally during the Eisenhower administration.

3. ‘RHOC’s’ Lizzie Rovsek and Nick Lachey

It isn’t clear how Real Housewives of Orange County’s Lizzie Rovsek met Nick Lachey, but they once had a fling. Following Lachey’s romance with Jessica Simpson, Rovsek admitted that she dated the 98 Degrees star for a short time.

4. ‘RHONY’ star Carole Radziwill and Ralph Fiennes

According to Bustle, Radziwill also had a summer fling with actor Ralph Fiennes. Back in 2014, Radziwill dished a few details on their steamy romance, which may have inspired a few stories in her book, The Widow’s Guide to Sex and Dating. Although Radziwill claims that Fiennes didn’t influence the book, she added that her “stories are a pinch of the writer’s experience and a part of their imagination.”

5. ‘Real Housewives of New York’ legend Sonja Morgan and Jack Nicholson

Who would have thought that Sonja Morgan and Jack Nicholson made a great couple? According to Slice, the reality star admitted during an interview with Andy Cohen that she and Nicholson spent the night with each other and this it was “so much fun.”

6. ‘RHOA’ star Cynthia Bailey and ‘RHOP’s’ Katie Rost and Russell Simmons

Russell Simmons has had a relationship with two Housewives over the years. Katie Rost of the Real Housewives of Potomac revealed that she dated Simmons and things didn’t end on good terms. Real Housewives of Atlanta star Cynthia Bailey shared a similar story and parted ways with Simmons after he proposed.

7. ‘Real Housewives of Beverly Hills’ Troublemaker Brandi Glanville and Gerard Butler

In addition to Stiller, Glanville had a brief fling with Gerard Butler. Glanville admitted that Butler is probably the most popular celebrity she’s slept with apart from Eddie Cibrian. Butler, on the other hand, couldn’t remember Glanville’s last name when he confirmed the rumors to Howard Stern.

8. ‘RHOA’s’ Phaedra Parks and Shemar Moore

Phaedra Parks got extra flirty with Criminal Minds star Shemar Moore when they appeared together on Watch What Happens Live. It isn’t clear if the two hooked up, but Moore hinted at a possible relationship during a later interview. “Well, you hooked me up with somebody and we chat from now and then,” she told Cohen.

9. ‘RHOBH’ castmember Eden Sassoon and Jesse McCartney

Former RHOBH star Eden Sassoon didn’t even know she was dating a celebrity when she hooked up with Jesse McCartney. Even worse, the one season and done star was almost forty when they met and the singer was only 23. “I had no idea who Jesse McCartney was. I just saw his eyes and this swagger that’s mine,” she shared.

10. ‘Real Housewives of Atlanta’ star Kenya Moore and Jay-Z

It may have happened before Kenya Moore became a part of the Real Housewives of Atlanta, but she once has a connection with Jay-Z. Prior to the rapper’s marriage to Beyoncé, Moore starred in one of his music videos. There is no telling if they actually hooked up, but there’s definitely a possibility.

Honorable Mention — Brandi Glanville and Denise Richards

Denise fully denies anything ever happened with the RHOBH pot-stirrer, but Brandi has gone into great detail about their alleged drunken hook-up. Although fans will probably never know if these two actually hooked up, we will always have the drama of season 10 of the Real Housewives of Beverly Hills. “Bravo, Bravo, f–king Bravo!”

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