Celebrity Breakups Archive - 2000

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It's hard to keep a relationship going when you are in the public eye 24/7. The pressures of stardom took their toll on a number of couples in 2000.
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See also Celebrity breakups by year, Celebrity events in 2000, 2000
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  1. Jennifer Syme and Keanu Reeves

    Jennifer Syme and Keanu Reeves

    36,455 views
    Date Separated: 2000
    Keanu and Jennifer had a daughter together who was stillborn. The pair splits a few weeks after her death, but remained good friends afterwards. Jennifer died in a car accident in 2001.

  2. Eve and Stevie J

    Eve and Stevie J

    30,337 views
    Date Separated: August 2000

  3. Jay-Z and Aaliyah

    Jay-Z and Aaliyah

    42,377 views
    Date Separated: 2000
    Jay-Z once dated Aaliyah, back in 1999. The relationship didn't last. Unfortunately Aaliyah died only 2 years later, at the far-too-young age of 22.

  4. Angelina Jolie and Jenny Shimizu

    Angelina Jolie and Jenny Shimizu

    20,282 views
    Date Separated: 2000
    Jolie and Shimizu dated on and off for many years and Jolie stated on many occasions that she was bi-sexual. "I would probably have married Jenny if I hadn't married my husband. I fell in love with her the first second I saw her," Jolie said.

  5. Shiri Appleby and Jason Behr

    Shiri Appleby and Jason Behr

    17,480 views
    Date Separated: September 2000
    From on screen to off screen during the first season of their show Roswell. To the dismay of many fans he eventually started dating Katherine Heigl during the second season of the show.

  6. Beyoncé Knowles and Lyndell Locke

    Beyoncé Knowles and Lyndell Locke

    17,368 views
    Date Separated: 2000

  7. John Frusciante and Milla Jovovich

    John Frusciante and Milla Jovovich

    12,142 views
    Date Separated: October 2000
    Milla simply adored John, she couldn`t stop telling about how his records profoundly changed her life. John also admired her work as an actress, when they went to see her movie "Joan of Arc" he cried several times. Some say that Milla`s admiration put too much pressure on John, and that he just ...

  8. Macaulay Culkin and Rachel Miner

    Macaulay Culkin and Rachel Miner

    11,753 views
    Date Separated: 2000
    Macaulay Culkin started dating actress Rachel Miner in 1996. The two announced plans to marry, causing a stir over their young ages. They wed in 1998. They separated in 2000 and divorced in 2002.

  9. Jay-Z and Lil' Kim

    Jay-Z and Lil' Kim

    10,256 views
    Date Separated: 2000

  10. Ben Affleck and Gwyneth Paltrow

    Ben Affleck and Gwyneth Paltrow

    9,988 views
    Date Separated: October 2000
    Gwyneth Paltrow, ex-girlfriend (1998 to 1999) Affleck had a high-profile romance with actress Gwyneth Paltrow in 1998, following her breakup with actor Brad Pitt. ------------------ Paltrow told E! in a special that her relationships with Brad Pitt and Ben Affleck were a bit surreal. "It was strange ...

  11. Bai Ling and Chris Isaak

    Bai Ling and Chris Isaak

    9,113 views
    Date Separated: 2000
    http://www.wireimage.com/search/#events?q=Chris%20Isaak/|Bai%20Ling:201459:SpecificPeople|/[75154324]&ep=1/60/1&s=3

  12. Kevin Spacey and Dianne Dreyer

    Kevin Spacey and Dianne Dreyer

    9,775 views
    Date Separated: 2000
    Between 1992 and 2000, Spacey discreetly dated Dianne Dreyer, script supervisor to Anthony Minghella, M. Night Shyamalan and Sydney Pollack.

  13. Anne Heche and Ellen DeGeneres

    Anne Heche and Ellen DeGeneres

    7,841 views
    Date Separated: August 2000
    Anne and Ellen were together for three years. Heche's same-sex relationship with comedienne Ellen DeGeneres and the events following their breakup became subjects of widespread media interest. The couple started dating in 1997, and at one point, said they would get a civil union if such became legal ...

  14. Winona Ryder and Jimmy Fallon

    Winona Ryder and Jimmy Fallon

    9,618 views
    Date Separated: 2000
    Who: Jimmy Fallon What: Funny valentines from 2000-01 Winona tried a new type of man -- the comedian -- when she hooked up with Jimmy Fallon, who was only a few seasons into his run on "Saturday Night Live" at the time. We guess things didn't end too badly, because they looked like they ...

  15. George Clooney and Lucy Liu

    George Clooney and Lucy Liu

    8,084 views
    Date Separated: 2000
    The two were rumored to date for most of 2000, but no official confirmation was ever issued by either party. The two were caught by paparazzi sharing a steamy New Year`s Eve kiss in 2006.

  16. Beck Hansen and Leigh Limon

    Beck Hansen and Leigh Limon

    6,534 views
    Date Separated: 2000

  17. Nina Hartley and Bobby Lilly

    Nina Hartley and Bobby Lilly

    6,760 views
    Date Separated: 2000

  18. Rebecca Budig and Daniel Geller

    Rebecca Budig and Daniel Geller

    6,389 views
    Date Separated: 2000
    (1 June 2000 - October 2000) (divorced)

  19. Matt Damon and Winona Ryder

    Matt Damon and Winona Ryder

    6,407 views
    Date Separated: August 2000
    The two were a high-profile couple while together -- 'People' magazine declared them "Hollywood's It Couple" -- despite both their efforts to keep it from the public eye. "There's no advantage to putting it into public consciousness," Damon told GQ in 1999. "It's ...

  20. Kelly McGillis and Fred Tillman

    Kelly McGillis and Fred Tillman

    5,424 views
    Date Separated: 2000

  21. Oscar De La Hoya and Shanna Moakler

    Oscar De La Hoya and Shanna Moakler

    6,093 views
    Date Separated: September 2000
    Moakler started dating boxer Oscar de la Hoya in October 1997 and they moved in together in early 1998. Moakler and de la Hoya became engaged prior to the 1999 birth of their daughter, Atiana Cecilia de la Hoya (born March 29, 1999). Moakler has said "it wasn’t a planned pregnancy, but it was ...

  22. Nick Carter and Willa Ford

    Nick Carter and Willa Ford

    5,690 views
    Date Separated: 2000

  23. Yasmine Bleeth and Richard Grieco

    Yasmine Bleeth and Richard Grieco

    5,943 views
    Date Separated: February 2000
    Yasmine and Richard met on the set while filming "Heaven or Vegas". Before the end of their first week together, they were inseperable. They dated between 1996-1997, then got back together again between 1998-2000. They had an on-again, off-again relationship that was hindered by her involvement ...

  24. Erica Durance and Wes Parker

    Erica Durance and Wes Parker

    5,337 views
    Date Separated: 2000

  25. Robin Givens and Howard Stern

    Robin Givens and Howard Stern

    5,292 views
    Date Separated: April 2000

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