Will Smith and Luke Perry during MTV’s First Annual Rock N’ Jock B-Ball Jam, 1991.
Will Smith and Karyn Parsons at the wrap party of The Fresh Prince of Bel-Air, 1996.
Mariah Carey and Will Smith at the at the KIIS FM Endless Summer Jam, 1988.
Jay Z celebrating his 30th birthday in Aspen with Mariah Carey, Will Smith and his kids Trey Smith and Jaden Smith, 1999.
A young Will Smith playing pool on a mini pool table.
A young Will Smith playing a baseball game on his Nintendo.
Will Smith, Hugh Hefner, Karyn Parsons and Alfonso Ribeiro at the Playboy Mansion.
Michael Jordan, Christopher “Kid” Reid, Will Smith, DJ Jazzy Jeff and Christopher “Play” Martin.