I was 17 years old... my friend was working at a convenience store. He had cigars at the counter... I think they were 15 cents a piece.
We both bought a King Edward and fired it up. As I recall, it wasn't too terrible.
The first long-filler all tobacco cigar was a Baccarat... around 1994. The one that made the difference was a Honduran puro my wife brought back for me in August 2006. Been all over for me sine then.