Here is a list of celebrity men Kim has either dated or had a fling with, and the years she was with them, starting from 1994. She did confess on Keeping up with the Kardashians that she lost her virginity at 14. See the list below;
TJ Jackson (1994-1998)
Damon Thomas (m. 2000–2004)
Julian St. Jox (2001) (during her marriage to Damon)
Ray J (2002-sex tape made 2003(during her marriage to Damon)-2007)
Nick Lachey 2006
Nick Cannon (Sept 2006-Jan 2007)(during her relationship w/Ray J)
Fonsworth Bentley (2006-Feb 2007)
Marquis Houston (March 2007)
Evan Ross (May 2007)
Reggie Bush (2006 (during her relationship w Ray J)-2009/2010)
Christiano Ronaldo (April 2010)
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See more below;
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See more below;
Shengo Deane (April 2010)
Miles Austin (June 2010)
Michael Copon (October 2010)
Jon Mayer (October 2010)
Gabriel Aubrey (November 2010)
Kris Humphries (m. 2010–2013)
Kanye West (2007–present)
Also Brett Lockett, The Game, 50 cent, Scott Storch, and various others (no specific dates)
Not saying these are all the men she's ever been with, but just the celebrity ones.
So therefore, Ray J didn't hit it first!...LOL
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