Nothing wrong with the question. I had to think about this for awhile and conclude that it is a hugely subjective question. The following are only my personal tastes and experience. I offer them as one example.
I agree with you on the two cigars you mention. I happen to like a lot of CC's very fresh, but others, aged for one to three years. Some, like the R&G Lonsdale, taste superb between three to four years. I have smoked a lot of BBF's from six months to four years old. The ones I preferred out of all of them were about two years old. A couple of years ago I had some R&J Churchill A/T's and some Esplendidos, all from ~1997. They were about 7 years old at the time of smoking and they were stunning. I have had other brands and sizes from the same or earlier time periods that were nowhere near as good as their younger siblings from '01 , '02 and '03.
The bottom line is that what one person finds to be a sweet spot may not hold true for others. Even though each smoker may be able to taste the nuances among aged and fresh smokes, it will still depend upon individual preference.
