1. Natassia Malthe
Rumors have flown around that Diddy had flown this model/actress around the globe
2. Karrine Steffans
Queen video vixen ‘Superhead’ says that she hooked up with Diddy once upon a time
3. Naomi Campbell
Naomi and Diddy were once “The Ultimate Power Duo” according to ‘Vogue’
4. Jennifer Lopez
These two were really the ultimate power couple of the late 1990s
5. Misa Hylton
Misa is the mother of Diddy’s oldest child, Justin
6. Cassie
Diddy’s current boo
7. Penelope Cruz
Penelope starred in Diddy’s fashion campaigns but did they go the extra mile?
8. Cameron Diaz
It is alleged that Diddy said Cameron is “the one that got away”
9. Sienna Miller
These two were spotted frequently hanging out together in 2007
10. Kim Porter
Kim is the mother of three of Diddy’s children
11. Tracey Edmonds
These two were linked together even though Tracey maintains that they are “just friends”
11 Hottest Women Diddy Has Dated
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