Continuity mistake: When Silent Bob is telling the Amy story in the diner, his cigarette mysteriously grows from barely above the filter to about half length, then it disappears from his hand entirely, and he draws a new one. (01:30:40)
Chasing Amy (1997)
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Directed by: Kevin Smith
Starring: Ben Affleck, Jason Lee, Kevin Smith, Joey Lauren Adams, Jason Mewes, Dwight Ewell
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Banky Edwards: Archie is not fucking Mr. Weatherbee!
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Answer: I'm gonna be totally honest... I'm 99% sure there's no significance. In fact, I think it's just stained skin from all the smoking people do in the movie. Most people hold their cigarettes between their first two fingers. And most of the characters are depicted smoking throughout the film, which means they had to smoke a LOT during filming to maintain continuity. I used to get occasional orange (and sometimes yellow or light brown) stains on my fingers and hands when I smoked cigarettes. Especially if I smoked more than one in a short period of time and didn't wash me hands between them. So it's probably just smoking stains on the actor's fingers. In fact, I looked, and you see Banky holding a lit cigarette in his right hand and smoking during the story swapping scene you mentioned, with gives some direct evidence to my theory. (For reference, those stains can wash off with some good scrubbing).
TedStixon