This is a good question. It's also a common one. There was a question asked not to long ago that is similar to yours. Get familiar with the search tool. Me personally, I just read every thread till like page 5 when I first joined, lol.
Now to your question. Aging is all personal preference really. Yes, there are many cigars that taste better after aging. There many cigars that are great to smoke fresh. Heck, there are some cigars that aren't better aged then fresh. You can also buy many cigars pre-aged to save you the time or if you lack patience like some and I sometimes do. It's not always the brand or model of a cigar that is better for aging, but it's it contents. For example, me I like my Corojo and Criollo cigars with some age on them. I like a hefty cigar, but I think it really helps the taste. Now, I don't mean age like 2 months I mean aged. I also love Maduros. I know with some age, they mature more. I'm fine with smoking one fresh. The easiest way to determine what you like is to get a 1/4 wheel of smokes and smoke 1 every month or two. Take some notes and by the time the second year rolls around, compare your first with your last. If you start with a quality smoke, I know you will have a difference.
Aging is a complex process which requires special attention. While all cigars show some degree of maturity from additional aging, not all cigars age well. A common misconception is that a cigar which was rolled with "new" tobacco will lose its bite and harshness through humidor aging. No amount of humidor aging will mellow "new" or un-cured tobacco.
"The best cigars for aging are those which were well balanced and enjoyable to being with."
Proper aging requires a designated humidor which will not be used for daily use. It should have a capacity that exceeds the amount of cigars to be aged by at least 20%. Cigars should be placed in the humidor without cellophane. Allow for space for the head and foot of the cigars evenly. The humidity source should be one that can exceed 70% humidity. Aging cigars should be kept at 70%-79% humidity depending on the thickness of the wrapper. Thicker wrappers require higher levels of humidity. Once desired age is achieved a cigar should be brought to 70% before smoking.
Recommended Aging
High Primes (Thicker Wrappers) Maduro/Habano/Corojo/Habano 2000/Criollo/Sumatra/3-7 years
2-3 Primes (Medium Wrappers) Low Primes/Ecuador Connecticut/2-5 years
1st Cut (Thinner Wrappers) USA Connecticut/Cameroon/1-4 years
Now if you are wanting to age, I recommend having two separate humidors. I know this wasn't a full answer to your question. I have a few Camacho Corojos that have been in the humi going on a year. I had one fresh and it about put me in my seat. I was curious to what it would be like with some time on it.
I hope this helped a bit.
-Gianni-