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Who: Kidada Jones
What: L.A. woman in 1998
The daughter of music mogul Quincy Jones (and sister of Rashida) famously dated Tupac Shakur, but in September of 1998, rumors were flying that she was the center of a love triangle between Diddy (or Puffy or whatever he was calling himself back then) and DiCaprio, who was still riding high on his "Titanic" fame. While it sounds fun, it wasn't long before the ship sank on the Kidada relationship.