Renée Zellweger, Ant Anstead and More Unlikely Celebrity Couples You Need to Know About


Renee Zellweger and Ant Antstead Are Reportedly Dating

Renée Zellweger has a new man in her life.

According to multiple outlets, the Academy Award winner is dating Ant Anstead, who was previously married to HGTV star Christina Haack. TMZ reports the actress met the Brit on the set of his new Discovery+ show Celebrity IOU: Joyride. The show is basically a combination of MTV’s Pimp My Ride and Celebrity IOU, with Ant and his co-host Cristy Lee helping the stars gift their loved ones with a new car. 

The Bridget Jones’ Diary actress participated in one of the episodes earlier this month, according to TMZ, and that’s how she met her new love interest. 

Prior to dating Ant, the starlet was in a longterm relationship with musician Doyle Bramhall II, though it now seems she has her sights set on the newly-divorced 42 year old.

Like Ant, Renée was previously married. She wed country star Kenny Chesney after just four months of dating, but they went their separate ways five months later.

Renée and Ant aren’t the only ones to surprise the masses with their dating experience. To see the other celebrity pairings that once seemed out of the blue, check out the gallery below!

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Renée Zellweger & Ant Anstead

The Judy actress and HGTV star began dating in early June after meeting on the set of the new Discovery+ show Celebrity IOU: Joyride, according to multiple reports. Neither Renée nor Ant have addressed their rumored romance.

Astrid Stawiarz/Getty Images; David Crotty/Patrick McMullan via Getty Images

Minka Kelly and Trevor Noah

The Friday Night Lights star and host of The Daily Show dated for about a year. In May 2021, multiple reports said they broke up.


Gillian Anderson and Peter Morgan

The X-Files alum and Sex Education actress, who played Margaret Thatcher on The Crown, was in a relationship with The Crown creator between 2016 and 2020. 


David Arquette and Ellen Barkin

According to Arquette, the two dated while filming their 1995 Western Wild Bill.

Amy Sussman/Getty Images/Matt Petit/A.M.P.A.S. via Getty Images

Jeremy Sisto & Reese Witherspoon

The Clueless actor confirmed a little-known rumor during a Reddit AMA chat in November 2015 when he revealed he used to date the actress. The two had starred in the 1992 TV movie Desperate Choices: To Save My Child.

“She was my first actress girlfriend,” he said. “We had a long distance relationship for a long time. I was so into her.”

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Bethenny Frankel & Eric Stonestreet

E! News exclusively broke the news that the Real Housewives of New York star and Modern Family actor are a pair!

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Regina King & Malcolm-Jamal Warner

The Southland alum and the actor, who played Theo Huxtable on The Cosby Show, dated for several years before calling it quits in 2013.


Alyssa Milano & Justin Timberlake

The actress and the singer dated briefly after he and Britney Spears broke up in 2002.


Michelle Rodriguez & Zac Efron

Color us surprised! The actors shocked everyone when they were causing kissing and being all kinds of affectionate during a trip to Sardinia in summer 2014.

Jim Smeal/WireImage

Kelly Preston & George Clooney

The famous bachelor was actually pretty settled with Kelly Preston pre-John Travolta back in 1987. They even lived together and had a pet potbellied pig together before breaking up in 1989.

Barry King/WireImage

Val Kilmer & Cher

The Top Gun star and the legendary diva dated back in the ’80s. She was 14 years his senior!

Ron Galella/WireImage

Seal & Tyra Banks

Back in 1996, Heidi Klum’s ex-hubby romanced the supermodel, who was 11 years his junior.

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Mark Wahlberg & Jordana Brewster

This former couple stayed way under the radar while dating from 2000 to 2002. How did they pull that off? Brewster told Movieline back in 2001 their secret: “We just know where to go, especially in L.A. If you want to get attention, you know where to go. And if you don’t, you go to more subdued places.”

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Meagan Good & Joseph Gordon-Levitt

The duo reportedly started dating after meeting on the set of the 2005 film Brick, but they only stayed together for six months.


Joshua Jackson & Rosario Dawson

The Dawson’s Creek alum and Fringe star dated Pacey himself for about a year back in 2002.

Ron Galella/WireImage

Chris O’Donnell & Reese Witherspoon

The NCIS: LA stud and America’s sweetheart dated way back in 1993, when 17-year-old Witherspoon first moved to Los Angeles.

Jeff Kravitz/FilmMagic

Sarah Jessica Parker & Robert Downey Jr.

The man who now rocks the Iron Man suit for Marvel admitted in an a 2008 interview with Parade that drugs and alcohol were to blame for the end of his seven-year relationship (1984 – 1991) with the Sex and the City star. “I liked to drink, and I had a drug problem, and that didn’t jibe with Sarah Jessica, because it is the furthest thing from what she is. She tried to help me. She was so miffed when I didn’t get my act together,” he told the mag.

M. Caulfield/WireImage for Bragman Nyman Cafarelli

Matthew Perry & Heather Graham

The Friends alum and The Hangover star supposedly hooked up in 2003, but their fling didn’t last long enough to be more than a little blip on the Hollywood hookup radar.

Michael Buckner/Getty Images for EW

Tom Hiddleston & Kat Dennings

The 2 Broke Girls actress dated her Thor costar briefly in 2010, appearing very cozy while attending Comic-Con to promote the Marvel film. But their relationship fizzled by the time Thor premiered in 2011.

Mirek Towski/DMI/Time Life Pictures/Getty Images

Ryan Reynolds & Kristen Johnson

In 1999, way before he wed Blake Lively, Reynolds dated the 3rd Rock From the Sun star. The duo even attended the premiere of the 1999 film The Green Mile together.

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Jake Gyllenhaal & Natalie Portman

These two A-listers dated back in 2006 for a brief time, but they still remain close friends. In 2011, Gyllenhaal poked fun at his ex while presenting Portman with the Desert Palm Achievement Award. “She’s a vegan, which makes it really frustrating when you’re picking a place to eat,” he joked.

Time Life Pictures/DMI/Time Life Pictures/Getty Images

Ted Danson & Whoopi Goldberg

This relationship was laced with scandal, as the Cheers actor’s affair with his Made in America costar back in 1992 led to his divorce from producer Casey Coates.

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Cameron Diaz & Matt Dillon

Diaz and Dillon began dating in 1995, but broke up shortly after they wrapped filming on the 1998 comedy There’s Something About Mary.

Evan Agostini/Getty Images

Julie Bowen & David Spade

Spade’s dating roster reads like a who’s who of hot Hollywood blonds: Heather Locklear, Nicollette Sheridan and Playboy Playmate Jillian Grace. In 2002, he added the Modern Family star to his list, but the couple called it quits after a year of dating.

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Ashton Kutcher & January Jones

Before he was Mr. Demi Moore, Kutcher dated Jones from 1998 to 2001. And according to the Mad Men star, he was not a very good boyfriend. “He was not supportive of my acting,” Jones told GQ in 2009. “He was like, ‘I don’t think you’re going to be good at this.’ So, f–k you!”

Ron Galella, Ltd./WireImage

Helen Hunt & Matthew Broderick

Before he met wife Sarah Jessica Parker, the Broadway vet was smitten with Hunt in 1987. The two remained friends after the split, even starring in 2008’s Then She Found Me together.


Michael Keaton & Courteney Cox

The Friends alum dated a Batman! The couple split in 1995 after over six years together. Cox told People magazine shortly after the split: “It’s the most important relationship I’ve ever had, and I think he’s the most wonderful person I’ve ever met.”

Kate Hudson & Dax Shepard

Hollywood’s golden girl dated the funny man (and new dad!) back in 2007, but their relationship only lasted a couple of months.

Scott Gries/ImageDirect/Getty Images

Winona Ryder & Jimmy Fallon

The SNL alum and late night host was linked to Ryder in 2002, but she denied a hookup to W magazine, insisting that the two were “just friends.”

Barry King/WireImage

Johnny Depp & Ellen Barkin

In 1994, long before he won the coveted Sexiest Man Alive title from People (twice!), Depp dated Barkin, who was nine years his senior.

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