Jasmine Guy (born March 10, 1962) is an American actress, director, singer and dancer. 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 . She also played a small role of Richard Webber’s friend on “Grey's Anatomy”.