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R. Kelly Dating History

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  •  Married
  •  Relationship
  •  "Encounter"
  • 11
    R Kelly and Maxinne Daniels
     36      21
    R Kelly and Maxinne Daniels October 2007 - January 2008
    Daughter of Regina & George Daniels (r. kelly associates) [more]
  • 10
    Sparkle and R. Kelly
     34      12


     Taurus Taurus
    Sparkle and R. Kelly 1995
    Stephanie Edwards (born May 13, 1975), better known by her stage name Sparkle, is an American R&B singer. She began her career in 1998 as a protégé of fellow Chicago native R. Kelly. Sparkle is probably best known for her 1998 R&B debut hit single "Be Careful". [more]
  • 9
    Andrea Kelly and R. Kelly
     19      41

    Andrea Kelly

     Pisces Pisces
    Andrea Kelly and R. Kelly 1995 - January 2009
    They have three children: Two daughters, Joann (born 1998) and Jaya (born 2000), and a son Robert Jr. (born 2002). In 1996, Kelly married Andrea Kelly, his former backup dancer and mother to his children. In January 2009, after almost 13 years of marriage, the couple divorced. [more]
  • 8
    R. Kelly and Aaliyah
     484      36


     Capricorn Capricorn
    R. Kelly and Aaliyah July 1993 - February 1995
    (31 August 1994 - 7 February 1995) (annulled) With the release of Age Ain't Nothing but a Number, rumors circulated of a relationship between Aaliyah and R. Kelly. Shortly after, there was speculation about a secret marriage with the release of "Age Ain't Nothing but a Number" and the ... [more]
  • 7
    R. Kelly and Deleon Sheffield
     28      11

    DeLeon Sheffield

     Virgo Virgo
    R. Kelly and Deleon Sheffield unknown date
    It seems like only yesterday when an adorable, kindergarten-aged DeLeon Richards was wowing crowds as “The Young Gospel Sensation,” singing before thousands and appearing on major network TV. Now, with 20 years of experience in her repertoire, seven CDs and 2 DVD’s to her credit, DeLeon has spread her wings as an award-winning gospel artist, actress and television host. The petite beauty is also the wife of baseball superstar Gary Sheffield and the mother of three rambunctious boys ... [more]
  • 6
    Robert (Bob) Kelly and Bianca Darrington
     16      12
    Robert (Bob) Kelly and Bianca Darrington unknown date
  • 5
    R Kelly and Kim l. Dulaney
     13      14
    R Kelly and Kim l. Dulaney unknown date
  • 4
    R Kelly and Tracy Sampson
     20      11
    R Kelly and Tracy Sampson unknown date
  • 3
    K. Michelle and R. Kelly
     16      29

    K. Michelle

     Pisces Pisces
    K. Michelle and R. Kelly unknown date
    HIDDEN ERROR: Usage of "Signature" is not recognizedHIDDEN ERROR: Usage of "awards" is not recognized [more]
  • 2
    Jara Everett and R. Kelly
     7      16
    Jara Everett and R. Kelly unknown date
    At the tender age of eight, Jara began writing, acting and studying singing. In 1994, she joined a female singing group from Chicago on Columbia Records Label called “S.T.O.P.” for one year. In 1995, she entered the Miss Illinois Pageant where she was crowned Chicago’s Most Beautiful Girl. Jara continued to define and study her talent as a dancer, singer, rapper, actress which in turn, landed her being casted in Shelley Garrett Productions’ “Beauty Shop 2”, a ... [more]
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