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11 Hottest Women Diddy Has Dated  was originally published on

1. Natassia Malthe

Natassia Malthe

Rumors have flown around that Diddy had flown this model/actress around the globe

2. Karrine Steffans

Karrine Steffans

Queen video vixen ‘Superhead’ says that she hooked up with Diddy once upon a time

3. Naomi Campbell

Naomi Campbell

Naomi and Diddy were once “The Ultimate Power Duo” according to ‘Vogue’

4. Jennifer Lopez

Jennifer Lopez

These two were really the ultimate power couple of the late 1990s

5. Misa Hylton

Misa Hylton

Misa is the mother of Diddy’s oldest child, Justin

6. Cassie


Diddy’s current boo

7. Penelope Cruz

Penelope Cruz

Penelope starred in Diddy’s fashion campaigns but did they go the extra mile?

8. Cameron Diaz

Cameron Diaz

It is alleged that Diddy said Cameron is “the one that got away”

9. Sienna Miller

Sienna Miller

These two were spotted frequently hanging out together in 2007

10. Kim Porter

Kim Porter

Kim is the mother of three of Diddy’s children

11. Tracey Edmonds

Tracey Edmonds

These two were linked together even though Tracey maintains that they are “just friends”