Catherine Zeta-Jones' first role was in A Little Night Music.
Catherine Zeta-Jones . In her early teens , she played roles in the West End productions of the musicals Annie and Bugsy Malone . Zeta-Jones initially established herself in Hollywood with roles that highlighted her sex appeal such as in the action film The Mask of Zorro ( 1998 ) and the heist film Entrapment ( 1999 ) . Parts in smaller-scale features were followed by a decrease in workload , during which she returned to stage and portrayed an ageing actress in A Little Night Music ( 2009 ) , winning a Tony Award .