Cindy Crawford Dating History

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Complete list of Cindy Crawford dates, listed in chronological order.

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  •  Profile
  •  Married
  •  Relationship
  •  "Encounter"
  •  On-Screen

Robert De Niro
Cindy Crawford and Robert De Niro unknown date
Richard Gere
Cindy Crawford and Richard Gere July 1987 - 1995
Cindy Crawford and Richard Gere got married on December 12, 1991 in Las Vegas. They had no children together and divorced in 1995. Cindy has called her ex one of the most influential people in her life. [more]
Christy Turlington
Christy Turlington and Cindy Crawford 1991 RUMOR
While she has never announced her sexual preference, her marriage to Richard Gere was widely whispered to be a publicity ploy to hide his and her homosexuality. Crawford was caught by paparazzi kissing Christy Turlington behind a New York nightclub in 1991. [more]
John Enos III
John Enos III and Cindy Crawford August 1994 RUMOR
Cindy Crawford and actor John Enos were photographed together in the back of a limousine in August 1994, shortly before the model and Richard Gere announced they were divorcing. Cindy and John are reportedly still friends today. [more]
Jon Stewart
Cindy Crawford and Jon Stewart September 1994
Cindy Crawford and Jon Stewart were spotted arm-in-arm at an awards show in 1994. [more]
John Kennedy Jr.
John F. Kennedy, Jr. and Cindy Crawford 1995
Cindy Crawford and John F. Kennedy Jr. dated in 1995. During their relationship the model appeared on the cover of John's magazine, "George." [more]
Jon Bon Jovi
Jon Bon Jovi and Cindy Crawford 1995
Cindy Crawford starred in Jon Bon Jovi's "Please Come Home for Christmas" video, and naturally everyone thought their relationship was more than a working one. [more]
Val Kilmer
Cindy Crawford and Val Kilmer 1996
Cindy Crawford and Val Kilmer dated in 1996. Apparently part of the reason they split was Val didn't approve of the advertising she did for a bar. He later claimed he was being unreasonable. [more]
Rande Gerber
Cindy Crawford and Rande Gerber April 1997
Cindy Crawford and Rande Gerber got married in 1998 and they now have two children together. [more]

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