" Sittin ' Up in My Room " was performed on several television and award show ceremonies , such as '' Late Show with David Letterman '' , the 23rd Annual American Music Awards , the 1996 Soul Train Awards , the 39th Annual Grammy Awards , and the 2015 Soul Train Music Awards . A music video was also filmed , depicting Brandy keeping herself penned up in a retro , brightly colored room after her friend tells her that her love interest is joining the party downstairs . Actor Donald Faison appears as her love interest in the video , directed by Hype Williams . It was nominated for Best Song from a Movie and Best Video from a Film at the 1996 MTV Awards . The song has since been performed on several awards shows and Norwood 's concerts and tours , including the 1998 Never Say Never World Tour and the 2016 Slayana World Tour
23rd Annual American Music Awards
American Music Awards of 1996
Sittin' Up in My Room