Sean 'Diddy' Combs, Bill Barretta, Sal Bolton, and Annabel Brown in Muppets Most Wanted (2014)

Sean 'Diddy' Combs and Ashton Kutcher in The Late Late Show with James Corden (2015)

Sean 'Diddy' Combs and Kourtney Kardashian in Kocktails with Khloé (2016)

Sean 'Diddy' Combs, Alison Krauss, and Robert Plant in The 51st Annual Grammy Awards (2009)

Natalie Cole, Sean 'Diddy' Combs, and Herbie Hancock in The 51st Annual Grammy Awards (2009)

Salma Hayek, Adam Sandler, Sean 'Diddy' Combs, Sarah-Jane Fenton, Clive Owen, Kim Porter, and Jackie Sandler in The 77th Annual Academy Awards (2005)

Sean 'Diddy' Combs in Late Night with Seth Meyers (2014)

Sean 'Diddy' Combs and Seth Meyers in Late Night with Seth Meyers (2014)

Sean 'Diddy' Combs in Can't Stop, Won't Stop: A Bad Boy Story (2017)

Billy Bob Thornton, Sean 'Diddy' Combs, Heath Ledger, and John McConnell in Monster's Ball (2001)

Sean 'Diddy' Combs in I Want to Work for Diddy (2008)

Sean 'Diddy' Combs in Hawaii Five-0 (2010)

Sean 'Diddy' Combs and Carine Roitfeld in Mademoiselle C (2013)

Sean 'Diddy' Combs in It's Always Sunny in Philadelphia (2005)

Sean 'Diddy' Combs, Rob McElhenney, and Lynne Marie Stewart in It's Always Sunny in Philadelphia (2005)

Sean 'Diddy' Combs and Rob McElhenney in It's Always Sunny in Philadelphia (2005)

Sean 'Diddy' Combs in Empire Under Fire (2025)

Sean 'Diddy' Combs in The Making of a Mogul (2025)

Naomi Campbell and Sean 'Diddy' Combs at an event for G.I. Jane (1997)

Sean 'Diddy' Combs and Lee Byung-hun in Rush Hour 4: Face/Off 2 (2015)

Sean 'Diddy' Combs, Sanaa Lathan, Justin Martin, Audra McDonald, and Phylicia Rashad in A Raisin in the Sun (2008)

Sean 'Diddy' Combs at an event for Lawless (2012)

Sean 'Diddy' Combs, Mario Van Peebles, Jaclyn DeSantis, Luis Guzmán, and Jay Hernandez in Carlito's Way: Rise to Power (2005)