Simmons has appeared in small roles in television and films including Beauty Shop, Brown Sugar , Waist Deep, and Little Nicky. She has also appeared in music videos for Ginuwine and Usher.
In 2003, Simmons signed on as one of the judges on America's Next Top Model( tak pernah tinggal oke!adore sgt) , Cycle 1. She was scheduled to return to the show as a judge starting with cycle 14. However, she changed her plans and did not return to the show as judge.She has been a co-host of Sony Television's syndicated talk show Life & Style.