Guy is known for her role as Dina in the 1988 film School Daze and as Whitley Gilbert-Wayne on the NBC The Cosby Show spin-off A Different World, which originally ran from 1987 to 1993. Guy won six consecutive NAACP Image Awards from 1990 through 1995 for Outstanding Lead Actress in a Comedy Series for her role on the show. She is also known as Roxy Harvey on Dead Like Me and as Sheila "Grams" Bennet on The Vampire Diaries .