nice thread!
I'm thoroughly enjoying reading everybody's smoking vs. stashing habits.
it's something I'm *always* thinking about as a record collector. "to keep in mint/unplayed condition (when possible) or to play the heck out of it and enjoy it as it was 'intended' to be?"
cigars are a little different for me since I'm pretty new to it all, and don't have a nice stash of well-aged gars that I've nurtured for years...so it's easy to just say "aw, hell with it...just blaze on through them!". also something that I think would make the decision (to smoke or not to smoke) even more difficult is that cigars are, by nature, a one-time-only thing (unlike, say, records).
one other similarity between cigar and record collecting (for me) is my over-obsessing about optimal storage! a scratch or warping on a rare slab-o-vinyl is about as bad as mold or a beetle-sighting on an a perfectly aged havana (or so I imagine).
actually, not unlike Matt's cigar buying habit (buy two...one to smoke, one to save), I do the same exact thing with records (well, except I don't actually smoke the records, per se), when I know I'll want that mint copy tucked away.
I like to think that I'll have the willpower to allow the cigars that "deserve" to be aged to sit in my humidor until they're "ready"...and then that I'll have the willpower to know that it's time to do with them what was intended to be done with them!
someone said it well...can't take 'em with us when we go!