I have a spreadsheet of all the cigars I've bought, which includes the date of purchase, and I've been marking flavor notes along with the date smoked.
I tried using the Cigar Register computer program, but I couldn't get it to work; maybe it's incompatible with a 64-bit OS.
I'm just now starting to distinguish the differences in flavors. This past weekend, I could pick up on the different flavors in each third of the cigar for the first time.
I've decided that with my 5-, etc. packs that after smoking one to not smoke another until I've tried the others, to allow each variety to get various ages on them. I'm looking forward to noting the differences age may make.
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