Originally Posted by T.G

I can't speak for Tom or Moe, but here's how I look at it...

Of course the flavor changes (in most cases anyway), this is part of the enjoyment of the cigar. Eventually though, it gets to a point where the flavor has changed into something that is no longer a pleasant or likable flavor. This is the point at which I will put the cigar down for the last time as not to detract from the memory of and reduce the experience of the enjoyable part that I have already finished. There's really no set rule as to when that point will occur.

On a secondary note, smoking a cigar past that point can really mess up your palate for the next cigar.