It was toward the end of the movie after he and Wyatt are done playing cards.
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He believed he’d “die with his boots on” meaning in a gunfight, etc.. That was considered an “honorable” death for a rough-and-tough type man.. IN fact there’s a cemetary IN Tombstone called “Boot Hill” that is dedicated to men who died “with their boots on”
Doc Holliday wanted that honorable death. He was reckless and fearless in his gunfighting ways, because, hey, what’s the worst that could happen.. Someone would shoot him, putting him out of his misery, saving him from dying a slow, painful death by TB
Unfortunately Doc Holliday’s wishes didn’t come true. His ilness is what killed him, not gunfight.. That’s why, in the movie, he looks at his bare feet and says “I’ll be darned” (okay, diff word, but I don’t use that language) and “this is funny”
He considered it ironic that he died in bed of sickness, because of how reckless he’d been, halfway hoping to die in a gunfight.
BTW.. you get a glimpse of the famous “Boot Hill” at the beginning of the movie, when the Earps are entering tombsone. If you look quickly enough, you can see grave (or replica) that really exists. Yes, in tombstone “boot Hill” there’s a grave that says
“Here lies Lester Moore
4 slugs from a 44
No Les, no More”
LOL.. it’s true..
No one ever believed he would die in bed with his boots off but instead in a gun fight. His last words were “This is funny” because he died with his boots off.