well, the really first one was a cheap ass shortfiller to light some firecrackers when I was about 16, and I smoked about 1 cigar a year after that. What really got me into cigars, and what I consider to be the first cigar because it started this hobby and the slope was a MonteCristo No.4. I smoked it sitting on a porch in Yogjakarta, Indonesia, while sipping on a nice cocktail enjoying the view (a pool with some nice looking Indonesian women).