Famous People Who Used To Date


Bradley Cooper and Renée Zellweger were so stinkin’ cute!

1.

Madonna and Warren Beatty


Michael Ochs Archives / Getty Images

When they were together: For 15 months from 1990–1991.

2.

Kate Hudson and Alex Rodriguez


Nydailynews / Getty Images

When they were together: 2009.

3.

Jennifer Lopez and Wesley Snipes


Ron Galella, Ltd. / Ron Galella Collection / Getty Images

When they were together: 1995.

4.

Brad Pitt and Robin Givens


Vinnie Zuffante / Getty Images

5.

Sarah Paulson and Cherry Jones


E. Charbonneau / WireImage for CW Productions / Getty Images

6.

Taraji P. Henson and Common


Michael Bezjian / WireImage / Getty Images

When they were together: 2005.

7.

Renée Zellweger and Bradley Cooper


Kevin Winter / Getty Images

8.

Zooey Deschanel and Jason Schwartzman


James Devaney / WireImage / Getty Images

9.

Jaden Smith and Sofia Richie


Rich Fury / MTV VMAs 2020 / Tommaso Boddi / Getty Images

When they were together: 2012.

10.

Zoë Kravitz and Penn Badgley


Alo Ceballos / FilmMagic / Getty Images

11.

Kristen Stewart and St. Vincent


Jeff Vespa / Getty Images

When they were together: 2016.

12.

Gwyneth Paltrow and Ben Affleck


Ron Galella, Ltd. / Ron Galella Collection via Getty

13.

Rashida Jones and Mark Ronson


J. Vespa / WireImage / Getty Images

14.

Ciara and 50 Cent


Scott Gries / Getty Images

15.

Jennifer Aniston and Adam Duritz


Ron Davis / Getty Images

When they were together: 1995.

16.

Angelina Jolie and Jenny Shimizu


©Samuel Goldwyn Films / Courtesy Everett C / Everett Collection

When they were together: 1996.

17.

Fred Armisen and Elisabeth Moss

18.

Lenny Kravitz and Nicole Kidman


New York Daily News Archive / Getty Images

When they were together: They were briefly together (and eventually engaged) from 2002–2003.

19.

Carrie Fisher and Dan Aykroyd


Universal / ©Universal / Everett Collection

When they were together: They were briefly engaged while filming The Blues Brothers in 1979.

20.

Diana Ross and Gene Simmons


Images Press / Getty Images

21.

Madonna and Jean-Michel Basquiat

22.

Linda Perry and Clementine Ford


Jason Laveris / FilmMagic / Getty Images

23.

Drew Barrymore and David Arquette

24.

Busy Philipps and Colin Hanks


Barry King / WireImage / Getty Images

When they were together: In the late ’90s when they attended Loyola Marymount University.

25.

Barbra Streisand and Elliott Gould


Michael Ochs Archives / Getty Images

When they were together: They were married from 1963–1971.

26.

Mariah Carey and Derek Jeter


Dave Allocca / The LIFE Picture Collection / Getty Images

27.

Carly Simon and James Taylor


Bettmann / Bettmann Archive / Getty Images

When they were together: They were married from 1972–1983.

28.

And Ted Danson and Whoopi Goldberg


Archive Photos / Getty Images

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