42 Celeb Couples Who Used To Date That Gen Z Would Find Especially Surprising

BuzzFeed
·3-min read

Gen Z learned a big lesson from millennials this past week about former celeb couples.

Professor lecturing in a classroom filled with students, with the prof representing "annoying millennial screaming about the '90s" and the students repping "Gen Z held captive"
Tom Werner / Getty Images

It appears they just discovered that Lindsay Lohan and Samantha Ronson dated.

Screen capture of a tweet by user @sedentarysecret calling a realization that Lindsay Lohan dated "a butch in 2008/2009" "life changing information"
Twitter: @sedentarysecret

This *shocking* information had me thinking about other couples that would surprise them, so here's a whole-ass list of 'em.

Sam and Lindsay embracing
Jeff Vespa / WireImage / Getty Images

The following celeb couples would blow Gen Z minds...

1.Christina Ricci and Chris Evans

Christina smiling in a strapless white gown and Chris in a black suit and tie, walking on a staircase
Patrick Mcmullan / Patrick McMullan via Getty Images

2.Serena Williams and Brett Ratner

Serena in a green dress with Brett in a black suit at an event
Larry Busacca / Getty Images

3.Cameron Diaz and Alex Rodriguez

Cameron using a phone and standing next to A-Rod, both casually dressed
Tiffany Rose / Getty Images

4.Emma Stone and Kieran Culkin

Emma wearing a patterned top and Kieran in a black shirt
Bruce Glikas / FilmMagic / Getty Images

5.Megan Fox and David Gallagher

Megan in a black blazer, red top, and jeans and David in a striped shirt and jeans at a Rock the Vote event
Chris Walter / WireImage / Getty Images

6.Billy Bob Thornton and Laura Dern

Billy Bob in a black suit and Laura in a beaded lace dress, holding hands on the red carpet
Jeff Kravitz / FilmMagic / Getty Images

7.Usher and Chilli

Usher smiling and wearing sunglasses and a V-neck top and Chilli smiling and embracing
Frazer Harrison / Getty Images

8.Jonny Lee Miller and Angelina Jolie

Jonny in a leather jacket and Angie in a red-striped jacket
Frank Trapper / Corbis via Getty Images

9.Jessica Biel and Chris Evans

Jessica wearing a white tank top and knit hat and Chris in a patterned sweater and jeans on the red carpet
Gregg Deguire / WireImage / Getty Images

10.Alanis Morissette and Ryan Reynolds

Alannis in a mesh top and holding an award, and Ryan in a suit with an unbuttoned shirt, with his arm around her
Jeff Kravitz / FilmMagic / Getty Images

11.Brigitte Nielsen and Flavor Flav

Brigitte in an off-shoulder dress looking at Flavor Flav, in a suit with a unique helmet
Jeff Kravitz / FilmMagic Inc. / Getty Images

12.Ashton Kutcher and January Jones

Ashton wearing a dark suit and January in a metallic suit with a sheen on the red carpet
Ron Galella Ltd. / Ron Galella Collection via Getty Images

13.Usher and Naomi Campbell

Usher wearing a graphic shirt and beanie, and Naomi in a black cap and sleeveless top, sitting at a sporting event
Moses Robinson / WireImage / Getty Images

14.Wilmer Valderrama and Lindsay Lohan

Wilmer in a suit and Lindsay in an embroidered dress, posing together at an event
Gregg Deguire / WireImage for NARAS / Getty Images

15.Topher Grace and Anne Hathaway

Topher in a white T-shirt, cap, and jeans with Lindsay in a purple top and jeans on the red carpet
J.P. Aussenard / WireImage / Getty Images

16.Lisa Marie Presley and Nicolas Cage

Lisa Marie in a printed shirt and blazer, and Nic in a cap and layered shirts, holding hands
Albert L. Ortega / WireImage / Getty Images

17.Danny Mozes and Cynthia Nixon

Danny in a black top and white pants, and Cynthia in a black dress with a V-neckline and orange shoes
Jim Spellman / WireImage / Getty Images

18.Cameron Diaz and Jared Leto

The pair standing side by side outdoors
Bauer-griffin / GC Images / Getty Images

19.Mandy Moore and Andy Roddick

On the red carpet: Mandy in a strapless black dress, Andy in a classic black suit
Jim Spellman / Getty Images

20.Sarah Michelle Gellar and Jerry O'Connell

Sarah smiling in a strapless dress with embellishments, Jerry smiling in a classic tuxedo
Jeff Kravitz / FilmMagic / Getty Images

21.Lenny Kravitz and Nicole Kidman

Lenny and Nicole seated in a theater box together
New York Daily News Archive / NY Daily News via Getty Images

22.Ryan Gosling and Sandra Bullock

Ryan in a shirt embracing a smiling Sandra, in a jeans jacket, at an event
Gregg Deguire / WireImage / Getty Images

23.Jennifer Lopez and Cris Judd

On the red carpet: JLo with curly hair and wearing a lace dress, Chris in a suit
Jeff Kravitz / FilmMagic,Inc. / Getty Images

24.Zach Braff and Mandy Moore

Zach in a suit and tie next to Mandy in a black dress with unique neckline at event
Jeff Kravitz / FilmMagic / Getty Images

25.Prince Harry and Chelsy Davy

Harry and Chelsy sitting close together and leaning in to each other
Max Mumby / Getty Images

26.Ben Affleck and Gwyneth Paltrow

Ben kissing Gwyneth's head

27.Ashton Kutcher and Demi Moore

Ashton in a gray suit and white shirt, and Demi in a sleeveless black and white dress
Donato Sardella / WireImage / Getty Images

28.Drew Barrymore and Luke Wilson

Drew with curly hair wearing a sleeveless black gown, and Luke in a beige suit  and tie, holding hands on the red carpet
Vinnie Zuffante / Getty Images

29.Chris Klein and Katie Holmes

Chris and Katie smiling and wearing jeans
Chris Weeks / FilmMagic / Getty Images

30.Chris Howard and Gabrielle Union

Chris smiling and wearing a black suit and Gabrielle smiling in a green off-shoulder top at a media event
Jim Spellman / WireImage / Getty Iimages

31.Ricky Martin and Rebecca de Alba

Ricky in a pin-striped suit kisses the temple of Rebecca, who's wearing a pink ruffled dress, at a media event
Scott Gries / Getty Images

32.Lance Bass and Reichen Lehmkuhl

Lance and Reichen smiling and posing playfully for the camera at an event
Donato Sardella / WireImage / Getty Images

33.Hilary Duff and Joel Madden

Hilary and Joel sitting and looking at each other
John Parra / WireImage / Getty Images

34.Justin Timberlake and Cameron Diaz

Justin and Cameron walking, he in a black coat and jeans and she in a dark jacket and jeans
James Devaney / WireImage / Getty Images

35.Jimmy Kimmel and Sarah Silverman

Sarah sitting on Jimmy's lap and both smiling with a bare-chested Tracy Morgan
Jeff Kravitz / FilmMagic Inc. / Getty Images

36.Kelly Blatz and Blake Lively

Blake and Kelly embracing, she in an orange dress and he in a beige suit
Gregg Deguire / WireImage / Getty Images

37.Brody Jenner and Avril Lavigne

Brody in a cap and sneakers and Avril in a graphic tee and patterned pants exiting a building
Marc Piasecki / FilmMagic / Getty Images

38.Britney Spears and Colin Farrell

Britney and Colin posing playfully on a red carpet; she's in a sleeveless outfit and he's in a suit with an open shirt and his arm is around her shoulders
Kevin Winter / Getty Images

39.Janet Jackson and Matthew McConaughey

On the red carpet: Janet is smiling in a long sleeveless,denim dress, and Matthew is in a casual shirt and jeans
Kmazur / WireImage / Getty Images

40.Scarlett Johansson and Jack Antonoff

Scarlett and Jack seated together, she in a patterned top and corduroys and he in a printed shirt and jeans
Evan Agostini / Getty Images

41.Jessica Simpson and John Mayer

Jessica in a deep-V sparkling outfit at an event, surrounded by people, including John behind her
James Devaney / WireImage / Getty Images

42.And last but not least, Kristen Johnston and Ryan Reynolds

Kristen, in a black crop top, long coat, and red leather pants, with Ryan, in a casual jacket, T-shirt, and corduroys, on a red carpet
Frank Trapper / Corbis via Getty Images

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