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Cassie, Sean Combs (aka Diddy), Lauren London

photo: WENN.com

 

There’s no denying that Diddy loves the company of a  beautiful lady, he’s a natural ladies man. The father of six has never been married, and as he’s inches closer to the 50-year-old age bracket, he should be very proud of the women in his past.

The bevy of beauties Diddy’s allegedly bedded over the years could make even the most debonaire gentleman just a little bit jealous. View some of the women have been linked to him in the gallery.

Photo: Instagram

Tracy Edmonds

Diddy dated  Tracy Edmonds –ex-wife of Babyface and Eddie Murphy (remember that?) — back in 2008. The stunning television producer and entrepreneur is currently invovled with Deon Sanders.

Kim Porter

The lovely Kim Porter is mother to four of Diddy’s six children (he counts her son Quincy as his own). After years of back and forth, their love merry-go-round is no longer in service.

Sienna Miller

Diddy found himself involved with actress Sienna Miller reportedly  after Porter gave birth to his twin daughters in 2007.

Cameron Diaz

Whatever it is that Cameron Diaz and Diddy once shared, is long over. However, they were rumored to be swapping spit (and maybe more) in 2011 and 2012.

Penelope Cruz

Another high-profile actress on the Diddy hit list was Penelope Cruz. Stories about she and Diddy swirled in 2007. Today, Cruz is married with two children.

Cassie

Between Cassie and Porter, it’s a toss up over who was more loyal to the “stand by your man” way of life. Cassie is only 27, and she’s has been dating Diddy for the last seven years — possibly while he was with Porter. Their loves seems pretty strong at this point, which is good.

Misa Hilton

The mother of Diddy’s eldest child is ex girlfriend Misa Hilton, who appeared in the Big Poppa video with her baby’s father.

Jennifer Lopez

Diddy and Jenny from the Block started in 1999 and lasted for a whirlwind two years. To this day, Diddy still enjoys praising J Lo’s cakes.

Naomi Campbell

Supermodel Naomi Campbell gave Diddy a shot try back in 2002 but that’s a thing of the past. Campbell is also close friends with Cassie.

**BONUS ROUND**

Kate Upton

There were rumors that Kate Upton and Diddy were a thing. Sorry guys, this one isn’t true.