First MISSISSIPPI GRIND Trailer Don’t miss the first MISSISSIPPI GRIND trailer! The film, written and directed by Anna Boden and Ryan Fleck, stars Ryan Reynolds, Ben Mendelsohn, Sienna Miller, Analeigh Tipton, and Alfre Woodard. MISSISSIPPI GRIND will be released in theaters on September 25. Down on his luck and facing financial hardship, GERRY teams up with a younger charismatic poker player named CURTIS in an attempt to change his luck. The two set off on a road trip through the South with visions of winning back what has been lost.