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- Jennifer Lopez as Mary Fiore
- Matthew McConaughey as Dr. Steven James 'Steve' Edison
- Bridgette Wilson-Sampras as Fran Donolly
- Justin Chambers as Massimo Lenzetti
- Judy Greer as Penny Nicholson
- Alex Rocco as Salvatore Fiore
- Joanna Gleason as Mrs. John Robert Donolly
- Charles Kimbrough as Mr. John Robert Donolly
- Fred Willard as Basil St. Mosely
- Lou Myers as Burt Weinberg
- Frances Bay as Dottie