Her Broadway theatre break came in 1985 when Penelope Ann Miller was cast in the lead (opposite Matthew Broderick) in the Neil Simon play Biloxi Blues. She then appeared as Pee-wee Herman's (Paul Reubens) fiancée Winnie Johnston in the 1988 release of Big Top Pee-wee. She also guest-starred as Fran on Desperate Housewives.
She began her career on Broadway and starred in several major Hollywood films particularly in the early 1990s and has continued to appear in supporting roles in both film and television. Penelope Ann Miller (born Penelope Andrea Miller; January 13 1964) sometimes credited as Penelope Miller is an American actress.