I am guessing here, so if I am wrong, forgive me. You are primarily not talking CC, correct? With that basic presupposition...
A) There is no knowing how long a domestic cigars (any cigar not born in Cuba) has been aged by the maker before they release it from post-roll storage. Fuentes are supposedly aged years before shipping. Each manufacturer has a specified time that they age a cigar after it is rolled before it is shipped to retailers.
B) CCs are boxed immediately with a born on date, just like cheap beers are. It is up to the buyer to age them.
C) Based on this preliminary information, how long should I age cigars? How will they age? What do you prefer in regard to aging?
1) Starting with the last question first, the answer to that will probably vary by the number of responses you get. Everybody is different. Some will fastidiously age their cigars a certain period of time, in fact some are so OCD about it that they will not even open the box until that X? number of years has been achieved.
2) Going to the second question. Each cigar ages differently. I have cigars that are 2, 5, 10, 20 years old that have aged wonderfully. I have had cigars that go so flat at about 5 years you may as well pitch them, they are to all intents and purposes, flavorless. I have never really studied how ring gauge or length affects aging, but if I think back, I would have to say that smaller ring sticks did "seem" to "age" more quickly, but I do not think that length had much to do with it.
3) Now getting to the fist question in (C). How long should I age cigars? Good question. How old do they have to be before I enjoy them? Again, that is subjective. Your tastes are not mine, your palate is different than mine - and everyone else's for that matter. For example: My wife and I both like hot (spice wise) Thai food, but her idea of hot I find severely lacking, while my idea of hot leaves her taste buds numb for a few weeks (if you don't believe me, ask her, that is how she explained it to me - although I believe she was exaggerating a tad). When you have the definitive answer that will apply to everybody, let us know.
As stated above by
memphsdad &
bostoneo, this is more an issue of personal tastes than anything else.
Personally? (And this is worth as much as you paid me for it) When I get a box of cigars (CC or domestic) I smoke one as soon as possible. If they are good, I start smoking them when I want a cigar with that flavor profile. If that first cigars tastes like it could use some time aging, then I let them sit for at least 6 months and try again. In my case, it has happened that I put a box in the bottom of the coolerdor, intending to try again in 6 months, and forgot they were there till I found them 3 YEARS later.
Cigars are a journey, and the more answers you discover on your own along the way, the more exciting the ride. I can go trout fishing myself, or can look at the pictures from the trout fishing trip my buddy took. Which teaches me more? What is more enjoyable? Which do I remember longer?
Peace of the Lord be with you.
The bottom line is, "it is up to you.