1. Diddy and the one and only Biggie Smalls in 1995.
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2. Diddy all laughs next to Andre Harrell.
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3. Diddy and Mase at the 11th Annual Nickelodeon Kids Choice Awards in 1997.
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4. Diddy and B.I.G.
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5. Diddy flaunting his bling in 1997.
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6. Diddy in a baggy suit.
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7. Diddy in camouflage.
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8. Old school Diddy.
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9. Diddy shining next to Tyra Banks.
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10. The super throwback of Diddy and Lil Kim.
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11. Bow tie Diddy.
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12. Diddy and the kids back in ’04.
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13. Mowhawk Diddy in ’04.
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14. Diddy maxin’ and relaxin’ in all white in 2005.
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15. Diddy with the shiny puffer vest on.
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16. Diddy in all black everything back in ’08.
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17. Diddy nurturing his baby, Sean John, in 2008.
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18. Diddy cleans up nice.
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19. Diddy, the king of branding.
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20. Calm Diddy Combs.
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21. Diddy with Dem Boyz.
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22. Diddy gets his inspirational speech on at Howard University last year.
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23. Diddy, the family man.
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24. Old school Diddy was a ladies man, but Cassie got 2015 Diddy locked down.
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25. Diddy still looking good in 2015.
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