Gray Matters (2006) Heather Graham Gray Baldwin Bridget Moynahan Charlie Kelsey Tom Cavanagh Sam Baldwin Molly Shannon Carrie Rachel Shelley Julia Barlett Bill Mondy Jordan Phillips Don Ackerman Conrad Spring Warren Christie Trevor Brown Alan Cumming Gordy Sissy Spacek Dr. Sydney Campbell Lane Harry Samantha Ferris Elaine Directed by: Sue Kramer Produced by: Jill Footlick, Dave Gare, John J. Hermansen, Joey Horvitz Gray and Sam are brother and sister and best friends, flatmates in New York City, where she creates ad campaigns and he's a surgery intern. Their social life is too insular, so they head to a dog park so Sam can, maybe, meet a woman. He does - Charlie - a zoologist new in the city; he likes her immediately, and the feeling seems mutual. As the three of them spend time together, what if Gray's feelings for Charlie aren't just sisterly? Not only might this explain her solitary life, but it could lead to real dilemmas - with Charlie (who's sweet, but a bit opaque) and with Sam. No advice comes from Gray's therapist, but a co-worker and a cab driver give theirs. Can Gray sort things out?