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The Cash Money CEO has had a history of dating some pretty high profile, and beautiful women.

Which shouldn’t be a surprise that the boss is dating the legendary Toni Braxton.

Also in the Prince relationship mix during the 1980s was singer and drummer Sheila E, with the pair getting close after meeting in 1978 which led to Prince working and recording with Sheila on a variety of projects, including Purple Rain.

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They dated for a few years, during which Prince renamed her Vanity, instead of Denise Matthews.

This year, he paid tribute to their love after she died She would go on to have relationships with artists rockers Billy Idol and Nikki Sixx of Motley Crue before marrying football player Anthony Smith in 1995, one year after becoming a born-again Christian following an overdose of crack cocaine.

In 2006, while starring in an alleged sex tape of her and her ex-boyfriend Ray-J went viral.

Due to the sex tape leak, Kim got dumped by her then-boyfriend Nick Canon.

Regardless of relationship status or lack thereof, on first glance that seems like a random pairing.

Last modified 25-Oct-2016 04:11