Bill Irwin Bill Irwin (segment "Subway Car from Hell") KRS-One Vendor (segment "Subway Car from Hell") Bonnie Hunt Fern McDermott (segment "Fern's Heart of Darkness") Kevin Corrigan Writer (segment "The Red Shoes") Taral Hicks Woman with Flowers (segment "Sax Cantor Riff") Paul Lazar Mr. Nervous (segment "Subway Car from Hell") Christine Lahti Red Shoe Woman (segment "The Red Shoes") Gregory Hines Jack (segment "Manhattan Miracle") N'Bushe Wright Young Girl (segment "The Red Shoes") Seth Zvi Rosenfeld Mercedes Ruehl Leyla (segment "Underground") Danny Hoch Edward (segment "Honey-Getter") Michael Rapaport Jake (segment "The Listeners") Nicole Ari Parker Sharon (segment "Honey-Getter") Anne Heche Pregnant Girl (segment "Manhattan Miracle") Gretchen Mol Wife (segment "Love on the A Train") Jeremy Jordan Boy No. 2 (segment "Underground") Mike McGlone John T. (segment "Love on the A Train") Steve Zahn Tucker (segment "The 5:24") Jerry Stiller Old Man (segment "The 5:24") Denis Leary Wheelchair Man (segment "The Red Shoes") Ajay Naidu Prashant (segment "Honey-Getter") Lili Taylor Belinda (segment "The Listeners") Sarita Choudhury Humera (segment "Honey-Getter") Rosie Perez The Girl (segment "Love on the A Train") Israël Horovitz Older Man (segment "The Listeners") Peter Sarsgaard Boy No. 1 (segment "Underground") Sam Rockwell Man Eating (segment "Sax Cantor Riff") Mekhi Phifer Man in Hallway (segment "Fern's Heart of Darkness") Robert W. Castle Knish Buyer (segment "Subway Car from Hell") O. L. Duke News Seller (segment "The Red Shoes") Will Hare Homeless Man (segment "Sax Cantor Riff")