Mississippi Grind

Ben Mendelsohn

Gerry

Ryan Reynolds

Curtis

Sienna Miller

Simone

Lio Tipton

Vanessa

Alfre Woodard

Sam

James Toback

Tony Roundtree

Robin Weigert

Dorothy

Yvonne Landry

Louise

Anthony Howard

Larry

Jayson Warner Smith

Clifford

Kerry Cahill

Riverboat Waitress

Jane McNeill

"Bloody Mary" Kate

Jason Shaffette

Chuck Poker Dealer

PJ Marshall

Dale

Stephanie Honoré

Denise

Teri Wyble

Home Buying Wife

Hunter Burke

Home Buying Husband

Randy Austin

Big Winner

Jared Bankens

Skinny Thug

Joshua Powell

Waiter