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