After working for Jill Kelly, Roberts did some movies for other companies such as Odyssey, Evil Angel and Digital Sin. In 2002, she secured a two-year deal with VCA Pictures. The deal wasn't successful financially, and, within a few months she wanted out. A friend of hers suggested she give Vivid another try. Roberts got out of her contract with VCA and signed a two-year contract with Vivid that included six movies a year. Her first three films for Vivid won her critical acclaim, all gaining the highest reviewer ratings, including Most Beautiful Girl in the World, Unlovable, and Dual Identity. Marey Carey told AVN in January 2008 that she planned to include Tawny in a movie with Krystal Steal and other friends of hers, tentatively titled The Adventures of Mary and Krystal. Roberts retired from the adult industry around that time and moved to New York with her husband David O'Conner.