I don't know as much as guys like j0z3r, kuzi, or cabi, but from what I've learned so far, it really depends on the type of wrapper leaf is on it. Connies have less oil than any other cigar, so it would go past its prime a lot faster than others. The best cigars for aging are usually maduros and habanos because there's a lot more oil. I've heard of maduros and habanos aging for 5 to 9 years and still being good. Connies? I don't think they would be any good beyond 2 or 3 years.
I agree with my more knowledgable brothers on this and think you can take it to far but it really is dependant on the individual sticks. I have smoked some that were not as good after aging for a year as they were after a couple of weeks.
I had an Opus X torp that was in my box for 4 years. Smoked it while on vacation and it is one of my top 3 cigars. As long as the temp and humidity is on the money they can last for years.
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