Annaleigh Ashford: Annaleigh Ashford. Actress: Welcome to Chippendales. Annaleigh Ashford won the Tony Award, Drama Desk Award, and Outer Critics Circle Award for her portrayal of Essie in You Can't Take It With You on Broadway. She starred opposite Jake Gyllenhaal as Dot in Stephen Sondheim's Sunday in the Park With George, and played Betty on Showtime's critically acclaimed Masters of Sex. Other Broadway credits include Sylvia in Sylvia, the original Lauren...