I'm liking your list there... I've always thought if I make it into the movie industry I'd love to take a spin on this film... it's hands down my favorite western, period. I've watched it dozens of times since I was little... I'd very much like to read the book The Stars In Their Courses which the movie is loosely based on and maybe incorporate more elements from the source, if I ever had the opportunity to remake it.
But anyways, here's my list:
Jeffrey Dean Morgan - J.P. (Has that gruff charm and could play a hero -> turned drunk -> turned hero again well)
Chris Pine - Mississippi (Love your pick! He's proven himself as a very talented and witty actor. He fits perfectly and I'm surprised I hadn't considered him before.)
Cole's tougher for me to pick... I think Costner's just barely over the age limit I'd have, I know The Duke was older when he made this, but I was thinking late 40's borderline 50 for the role. It would take some serious weighing of options to ultimately decide.
James Caan - Bart Jason (It would be interesting for him to play the reversal of his character from the original.)
Karl Urban - Nelse McCloud (I'm a big fan of Karl, he has an awesome range and he could be threatening as hell with a big scar down his face.)
Morgan Freeman - Bull (Like you said wouldn't be as eccentric, still a smart ass though. Definitely would have some bugle tootin'.)
Lake Bell - Joey MacDonald (She fits well with Pine as Mississippi, as she's the same age. She could definitely play a strong female character well.)
Diane Lane - Maudie (Haven't put much thought into who I'd pick for Maudie... but, I think Diane Lane is the right age and still as beautiful as ever... so at the moment she'd be my pick.)
Things happen off camera. We never see characters use the toilet, but we can assume they did.
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