My grandfather in Denver smoked cigars when I was a kid in the '60s. After dinner, he'd light up, turn on the St. Louis Cardinals game on radio and he'd teach me cribbage, gin and poker. Think he was smoking NC Anthony & Cleopatra at the time, but I found an empty box of H. Upmanns from the '40s with photos of my father in Italy in WWII so I know he was smoking Cubans before the embargo. Regardless, cigars held a wonderful connection for me. My father smoked cigarettes when I was young and pipes as I was older, but a cigar always transported me.
By junior high, my buddies and I would buy Roi-Tan cigars for our "campouts" at each others ranches. Most dropped cigars by college, but I still enjoyed them on hunting weekends by the campfire even if sometimes years apart.
It wasn't until another friend returned from Europe with some Romeo y Julieta cedars of some sort that I had my first Cuban in 2012 or so. That was when the lightbulb went off and I realized what a difference there was. I now buy them with a goal of holding them for 3-5 years aging at least. I still have that connection with my grandfather, but there's also the optimism that I'll enjoy these in 5 years, kind of like the old joke about an optimist buying green bananas when you're old. I like the promise of a cigar, of what it should be and what it can be. Life slows down for a good cigar and that's no simple thing.