I've only been smoking cigars for about a year. I started after my friend's (the groom) father gave all of us a really nice cigar. I can't remember what it was, but I know that it was fantastic. I finally understood why people smoked cigars. That was the initial push. Although it was mainly through this forum (and CS) that my slide became a free fall.
My current top 5 (in no order):
Padron Anniversary Series
AF Hemi's
Tatuaje
Illusione
Oliva V