A few celebrity couples from the past to remind you how times have changed (24 Photos)

1

Madonna & Sean Penn

2

Billy Joel & Elizabeth Weber Small

3

Joshua Bowman & Miley Cyrus — A particularly devastating loss if you ask me

4

Orson Welles & Delores del Rio

5

Carrie Fisher & Paul Simon, 1983

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George Clooney & Kelly Preston

8

Mandy Moore & Zach Braff, 2005

9

Jimi Hendrix & Devon Wilson, 1970

10

Bruce Jenner & Chystie Scott, 1977

11

Eddie Murphy & Nicole Mitchell, 1999

12

Jane Seymour & Michael Attenborough, 1971

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Michael Douglas & Brenda Vaccaro

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Anthony Kiedis & Ione Skye

15

Matthew Perry & Julia Roberts, 1996

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Sean “Puff Daddy” Combs & Jennifer Lopez, 1999

17

Mandy Moore & Andy Roddick

18

Richard Gere & Cindy Crawford

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Erin Everly & Axl Rose

20

Whitney Houston & Jermaine Jackson, 1984

21

Mariah Carey & Derek Jeter, 1997

22

Jean-Luc Godard & Anna Karina, 1961

23

Natalie Portman & Lukas Haas, 2004

24

Sidney Poitier and Juanita Hardy, 1959