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Originally Posted by Mr C
Long, short, at half way, I stop enjoying it and generally am finished.
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Ditto what the other gorillas have said, if you get to a point where you're not enjoying the cigar, it's time to part company. I think it has to do with conditioning your taste buds. I, too, had some difficulty getting past the last third of a 'gar when I started. But as I became accustomed to the flavor of the smoke, and effects of the nicotine, I'm now in a different place.
Also, it helps if you are eating or drinking something. Not only does it 'cleanse' your palate, but enhances the experience.
Welcome aboard!