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Description: During a hometown memorial for his Kentucky-born father, a young man begins an unexpected romance with a too-good-to-be-true stewardess. Cast: Drew Baylor: Orlando Bloom Claire Colburn: Kirsten Dunst Hollie Baylor: Susan Sarandon Phil Devoss: Alec Baldwin Bill Banyon: Bruce McGill Heather Baylor: Judy Greer Ellen Kishmore: Jessica Biel Jessie Baylor: Paul Schneider Uncle Dale: Loudon Wainwright III Charles Dean: Gailard Sartain Chuck Hasboro: Jed Rees Aunt Dora: Paula Deen Uncle Roy: Dan Biggers Aunt Lena: Alice Marie Crowe Mitch Baylor: Tim Devitt Sad Joe: Ted Manson Samson: Reid Thompson Steen Starstruck Kid: Shane Lyons Cindy Hasboro: Emily Rutherfurd Another Cousin: Michael Naughton Griffin: Griffin Grabow Staring Mona: Nina Jefferies Star Basketball Player: Emily Goldwyn Connie: Kristin Lindquist Desk Clerk Charlotte: Allison Munn Crematory Concierge: Tom Humbarger Sharon: Patty Griffin Helicopter Pilot: Gregory North Dock Worker: Steve Seagren Security Guard: Jeffrey De Serrano Assistant: Catherine McGoohan Mike Bohannon: Sean Nepita Debbie: Dena DeCola Hotel Manager: David Brandt Loud Kid: Delaney Keefe Electrician: Travis Howard Des: Bobby Daniels Raymond: Rod Burke Trent: Nate Mooney Woman in Finery: Judy Pryor Trice Rusty: Jim Fitzpatrick Jessie's Band: Scott Sener Etown Veteran: Erwin Russell Marlowe Drew at Age 6: Michael Hatch Drew at Age 10: Masam Holden Rebecca the Bridesmaid: Kelly Pendygraft Bridesmaid: Elizabeth Sujin Ford Maid of Honor: Alana Ball Russ from Ernestine and Hazel's: Russell George Man on the Bench: Ralph Conlee Brett: Billy Tencza Isis: Hailey Knight Sharon's Son: Nicky Roos Little Chapel Boy: Zane Rice Little Howling Girl: Kassie Pinegar Mercury Shoe Designer: Coleman Horn The Young Recruit: Michael Jaroscak Basketball Coach: Nigel Miguel Frightened Memorial-goer: Samantha Ray Other Girl in Red Hat: Nicole Spector Airport Security 2: Leslie David Baker Uncle: Robert Benard Flight Attendant: Karen Boles Business Traveler: Kari Cornwell Groomsman: John Will Clay Shoe Girl: Caprice Crawford Executive Shoe Designer: John D. Crawford Guest at Memorial: Chad C. Hundley Artsy Guy: Kyle Davis Airport Security 3: Jack Forbes Waffle House Man: Christopher Gehrman Aunt Dora's Nephew: Jobi Graham Featured Extra: Christopher Hurt Nephew: Casey James Blonde Pearl Wearing Woman: Toni Karpinski Baylor Nephew: Shane Kaufman Cousin Jimmy: Joe Koons Wedding Guest: Wendy Kush Hurrache Sandal Guy: Donald J. Lee Jr. Dancing Girl: Rana McAnear Daughter: Billie D. Merritt Co-worker: Andrea Monier Delivery Guy in Van: Joe Monroe Dutch Girl: Deborah Ouellette Airport Security 1: Andrew Palmer Mercury Dancing Executive Assistant: Laurie Meghan Phelps Music Teacher: Brett Quinn Frederick the Florsheim Guy: Matt Rabinowitz Army Guy 2: Lucas Ross Extra: Delbert Shoopman Executive Assistant: Deidra Sarego Server: Paul Smith Construction Foreman: Hugh Jennings Townsend Street Shoe Person: Sonia Valle David Tan: Kelvin Yu Artsy Girl: Diva Zappa Written by: Cameron Crowe Director: Cameron Crowe Production: Paramount Pictures, Cruise/Wagner Productions, Vinyl Films, KMP Film Invest Release date: 14 Oct 2005 Box Office: $26,850,426