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1. Diddy and the one and only Biggie Smalls in 1995.

P Diddy and Biggie Smalls at the 1995 Source Awards Source:Getty

2. Diddy all laughs next to Andre Harrell.

p. diddy & Andre Harrell at urban aid party Source:Getty

3. Diddy and Mase at the 11th Annual Nickelodeon Kids Choice Awards in 1997.

Diddy and Mase at 11th Annual Nickelodeon's Kids Choice Awards Source:Getty

4. Diddy and B.I.G.

Diddy and Biggie Smalls at The 11th Annual Soul Train Music Awards Source:Getty

5. Diddy flaunting his bling in 1997.

P. Diddy - The 3rd Annual Soul Train Lady of Soul Awards Source:Getty

6. Diddy in a baggy suit.

P. Diddy - Grand Opening of Sean Comb's 'Justin's Restaurant' Source:Getty

7. Diddy in camouflage.

P. Diddy - 8th Annual Billboard Music Awards Source:Getty

8. Old school Diddy.

Diddy at Arista Records Pre-Grammy Party Source:Getty

9. Diddy shining next to Tyra Banks.

Sean Combs & Tyra Banks - vh1 fashion awards Source:Getty

10. The super throwback of Diddy and Lil Kim.

Puff Daddy, Lil Kim - 'Interview Magizine 30th Anniversary Presents David LaChapelle's Source:Getty

11. Bow tie Diddy.

2004 CFDA Fashion Awards - Arrivals - Diddy Source:Getty

12. Diddy and the kids back in ’04.

2004 Olympic Torch Relay - Sean 'P. Diddy' Combs in Queens Source:Getty

13. Mowhawk Diddy in ’04.

MTV Video Music Awards 2004 - Arrivals P. DIddy Source:Getty

14. Diddy maxin’ and relaxin’ in all white in 2005.

Evening For The National Underground Railroad Freedom - Diddy Source:Getty

15. Diddy with the shiny puffer vest on.

MTV TRL With Sean 'Diddy' Combs Source:Getty

16. Diddy in all black everything back in ’08.

Diddy - Timestalks Hosts New York Screening of 'A Raisin in the Sun' Source:Getty

17. Diddy nurturing his baby, Sean John, in 2008.

Sean John - Backstage - Fall 08 MBFW Source:Getty

18. Diddy cleans up nice.

Sean Combs Celebrates His October 2008 L'Uomo Vogue Music Issue... Source:Getty

19. Diddy, the king of branding.

Sean 'Diddy' Combs Celebrates CIROC Last Train To Paris Promo Tour Source:Getty

20. Calm Diddy Combs.

SXSW Interview: Sean 'Diddy' Combs - 2014 SXSW Music, Film + Interactive Source:Getty

21. Diddy with Dem Boyz.

Diddy Hosts Deleon Tequila Launch Party At Vanquish Source:Getty

22. Diddy gets his inspirational speech on at Howard University last year.

Sean 'Diddy' Combs Delivers Commencement Address at Howard University Source:Getty

23. Diddy, the family man.

Diddy Source:Getty

24. Old school Diddy was a ladies man, but Cassie got 2015 Diddy locked down.

Stars Attend Mayweather vs. Pacquiao Fight at MGM Grand Hotel, Pre-fight parties in Las Vegas Source:Getty

25. Diddy still looking good in 2015.

Sean 'Diddy' Combs Fragrance Launch Source:Getty
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