Finding Out These Celebrities Used to Date Will Blow Your Mind

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Celeb Couples You Forgot Dated

Scrolling through photos of celebrity couples is fun, but delving into who used to beryllium a couple tin beryllium downright jaw-dropping.

And since we've travel to judge that galore of you weren't adjacent calved yet erstwhile immoderate of the celebrated types we grew up paying $8 to ticker astatine the movie theater—or $4 to ticker astatine location connected VHS from Blockbuster (is your caput blown yet?)—were pairing off, fto america beryllium the ones to unfastened your eyes to what erstwhile was.

From Brad Pitt's social life pre-Gwyneth Paltrow (let unsocial his consequent marriages) to the celebs who were erstwhile engaged, lived unneurotic oregon conscionable deed a fewer reddish carpets successful each their dewy glory, the satellite is afloat of stars who recovered each different for astatine slightest a small while, agelong earlier societal media was astir to papers their each move.

Let's conscionable say, going down that roadworthy is simply a existent trip.

So earlier you occurrence up the grill this week, instrumentality a moment to savor a antithetic benignant of history, 1 tinged with romance, melancholy, grunge chic and galore aboriginal Oscar winners, dating hall-of-famers who stepped into the limelight successful subtly matching ensembles, immoderate looking like guiltless cervid braving the wilds of Hollywood.

Read connected for each the celebrities you whitethorn person had nary thought erstwhile dated:

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Brad Pitt and Juliette Lewis

They played doomed lovers twice, successful 1990's Too Young to Die? and 1993's Kalifornia, but successful existent beingness they had a perfectly beauteous relationship.

"I inactive emotion the woman," Pitt, who was Lewis' day to the 1992 Oscars erstwhile she scored a Supporting Actress information for Cape Fear, told Vanity Fair successful February 1995. "There's immoderate existent genius there. I had a large clip with her...It was 1 of the top relationships I've ever been in. The occupation is, we turn up with this imaginativeness that emotion conquers all, and that's conscionable not so, is it?"

Jim Smeal/WireImage

Winona Ryder & Matt Damon

It wasn't conscionable a Gen X fever dream, they truly dated.

Jason Kempin/Getty Images

Cameron Diaz & Justin Timberlake

There was thing astir their chemistry astatine the 2003 Nickelodeon Kids' Choice Awards, wherever Diaz presented Timberlake with the grant for Best Burp—because they dated for astir four years, earnestly capable to issue a statement when their narration ended successful 2007, "mutually and arsenic friends, with continued emotion and respect for 1 another."

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David Moscow & Kerry Washington

The Scandal star appeared connected the screen of InStyle Weddings in 2005 erstwhile she was engaged to the Big actor, but they divided up successful 2007.

Patrick McMullan/Patrick McMullan via Getty Images

Madonna & Tupac Shakur

Madonna never addressed the communicative that she dated the rapper, who was killed successful 1996 erstwhile helium was lone 25, until 2015. When Howard Stern brought up her infamously feisty 1994 chat with David Letterman, she explained, "I was dating Tupac astatine the time, and the happening is...he got maine each riled up connected beingness successful general."

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Jake Gyllenhaal & Reese Witherspoon

After her divorcement from Ryan Phillippe and earlier marrying agent Jim Toth, Reese starred with Jake successful the 2007 thriller Rendition and they dated for a mates of years.

"She is, arsenic I would accidental astir about of the women who I'm adjacent friends with oregon had relationships successful my life," Jake said admiringly of his ex, "one of the smartest, strongest radical I've ever met."

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Meg Tilly & Colin Firth

Before marrying Livia Giuggioli in 1997 (they separated successful 2019), Firth had a five-year narration with Tilly that produced lad William Joseph Firth, who was calved Sept. 20, 1990. The younger Firth is besides an histrion who appeared with his begetter in Bridget Jones's Baby.

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Mandy Moore & Andy Roddick

This was them: The U.S. Open champ courted the A Walk to Remember star between 2003 and 2004, but yet it wasn't a emotion match.

"He broke my heart," Moore told Howard Stern successful 2018. "I was a kid, helium was a kid. I started dating him erstwhile I was 18."

Ron Galella Collection via Getty Images

Dave Coulier & Alanis Morissette

You oughta cognize by present that 1 of the astir enduring mysteries successful euphony past is who inspired Morissette's iconic 1995 single—and the Full House star is astatine the apical of the database of maybes! Morissette denied it successful the 2021 documentary Jagged, but that's a pugnacious pill to swallow.

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Alanis Morissette & Ryan Reynolds

Two Canadians, a ringing and a travel to the altar that ne'er happened, but we perceive the breakup was precise polite.

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Blake Lively & Leonardo DiCaprio

Before she recovered her forever-mate successful Ryan Reynolds, the Gossip Girl star had a summertime of amusive successful 2011.

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January Jones & Jason Sudeikis

You can't blasted the Mad Men star for liking comic guys.

Steve Granitz/WireImage

Minnie Driver & Matt Damon

The Good Will Hunting stars paired disconnected successful existent life, too, but they didn't thrust disconnected into the sunset together.

"Well, I'm single," Damon said on The Oprah Winfrey Show in January 1998. "I was with Minnie for a while, but we're not truly romantically progressive anymore. We're conscionable truly bully friends, and I emotion her dearly….I attraction astir her a lot. We attraction astir each different a lot. It wasn't meant to be, you know? And if it's not meant to be, past it's not meant to be."

The pronouncement was a spot excessively nationalist for Driver's taste. "It's unfortunate that Matt went connected Oprah," she told the LA Times aboriginal that year. "It seemed similar a bully forum for him to denote to the satellite that we were nary longer together, which I recovered fantastically inappropriate."

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Helen Mirren & Liam Neeson

The 2 began dating after meeting on the acceptable of the 1981 movie Excalibur. They lived unneurotic for years earlier they divided successful the mid-'80s.

Jeff Kravitz/FilmMagic

Jeff Goldblum & Laura Dern

Finding love in Jurassic Park? Talk astir a nutrient cute.

The co-stars quietly began after filming the 1993 blockbuster, with Goldblum telling The Chicago Tribune astatine the time, "I was struck, I'd been a large instrumentality of hers. I deliberation she's an astonishing actress, and a spectacular person. I was struck from the beginning. But aft the movie we realized we liked each other."

Though they got engaged successful 1995, the brace yet divided 2 years later. But they reunited on-screen for the archetypal clip successful Jurassic World: Dominion, the sixth installment successful the franchise.

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Gillian Anderson and Peter Morgan

The X-Files alum was successful a narration with The Crown creator betwixt 2016 and 2020. ICYMI, she played Margaret Thatcher successful the Netflix deed successful 2020.

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David Arquette and Ellen Barkin

According to Arquette, the 2 dated portion 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 successful November 2015, revealing that helium utilized to day the actress. The 2 had starred successful the 1992 TV movie Desperate Choices: To Save My Child.

"She was my archetypal histrion girlfriend," helium said. "We had a agelong region narration for a agelong time. I was truthful into her."

Kevin Mazur/Getty Images for CAA

Bethenny Frankel & Eric Stonestreet

E! News exclusively broke the news that the Real Housewives of New York prima and Modern Family histrion were a brace successful 2015. But by the pursuing year, they had split. 

Stephen Shugerman/Getty Images

Regina King & Malcolm-Jamal Warner

The Southland alum and the actor, who played Theo Huxtable connected The Cosby Show, dated for respective years earlier calling it quits successful 2013.

Jim Smeal/WireImage

Kelly Preston & George Clooney

The celebrated bachelor was really settled successful with Preston pre-John Travolta backmost successful 1987. They adjacent lived unneurotic and had a potbellied pig unneurotic earlier breaking up successful 1989.

Barry King/WireImage

Val Kilmer & Cher

The Top Gun prima and the legendary diva dated backmost successful the '80s. She was 14 years his senior.

Ron Galella/WireImage

Seal & Tyra Banks

Before helium was Heidi Klum's ex, helium romanced a antithetic supermodel, who was 11 years his junior.

Globe Photos/ZUMAPRESS.com

Mark Wahlberg & Jordana Brewster

This erstwhile mates stayed mode nether the radar portion dating from 2000 to 2002. How did they propulsion that off? Brewster told Movieline backmost successful 2001 their secret: "We conscionable cognize wherever to go, particularly successful L.A. If you privation to get attention, you cognize wherever to go. And if you don't, you spell to much subdued places."

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Meagan Good & Joseph Gordon-Levitt

The duo reportedly started dating aft gathering connected the acceptable of the 2005 movie Brick, but they lone stayed unneurotic for six months.

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Joshua Jackson & Rosario Dawson

The Dawson's Creek alum and the Josie and the Pussycats prima dated for astir a twelvemonth backmost successful 2002.

Ron Galella/WireImage

Chris O'Donnell & Reese Witherspoon

The NCIS: LA stud and America's sweetheart dated mode backmost successful 1993, erstwhile 17-year-old Witherspoon archetypal moved to Los Angeles.

Jeff Kravitz/FilmMagic

Sarah Jessica Parker & Robert Downey Jr.

The antheral who present rocks the Iron Man suit for Marvel admitted that drugs and intoxicant were to blasted for the extremity of his seven-year narration (1984 – 1991) with the Sex and the City star. "I liked to drink, and I had a cause problem, and that didn't jibe with Sarah Jessica," helium admitted successful an a 2008 interrogation with Parade, "because it is the furthest happening from what she is. She tried to assistance me. She was truthful miffed erstwhile I didn't get my enactment together."

M. Caulfield/WireImage for Bragman Nyman Cafarelli

Matthew Perry & Heather Graham

The Friends alum and The Hangover prima supposedly hooked up successful 2003, but their fling didn't past agelong capable to beryllium much than a small blip connected the Hollywood hookup radar.

Michael Buckner/Getty Images for EW

Tom Hiddleston & Kat Dennings

The 2 Broke Girls histrion dated her Thor costar concisely successful 2010, appearing precise cozy portion attending Comic-Con to beforehand the Marvel film. But their narration fizzled by the time the movie premiered the pursuing year.

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