I agree with a couple of the other other guys here who have mentioned that if your goal is to find what cigars you really like, this probably isn't the best plan. I have found it much more enjoyable over the years to take my time and smoke what I want (sometimes that means the same cigar 2-3 times in a week). Also, if I'm trying to determine if I really like a cigar or not, particularly if it has gotten good reviews from guys on the board, then I like to give it 2 or 3 tries. Sometimes I might try different sizes of the same cigar as well as experimenting with it in a natural wrapper then maduro (when there is the option to do so). This often helps me hone in on what I really like.
If I only smoked a Padron 1926 once, I wouldn't have any in my humi. The cigar, the first time around, didn't do that much for me. However, the 2nd, 3rd and all other times have been VERY enjoyable! I first started out thinking I liked the natural, then I tried a maduro and it blew my hair back. So I tried another natural, then another maduro to experiment a little and same experience - I found that although at first I liked naturals, maduro is the way to go for me. My point is that to really determine what you like, it takes time, patience and trying a cigar more than once (and for me, that's the fun part of this hobby of ours!)
In addition, I remember when I first started out, some of the smokes that I regularly lit up and enjoyed were in the $2-$3 range. However, now you wouldn't find any of those sticks in my humi. For example, Flor de Oliva Torpedo bundles and Connies were regulars in my humi, but now they just don't do it for me. Your palette and tastes will change and what you enjoyed in the beginning may very well taste quite different (to the point of not really liking it anymore) a year or two later. Also, good smokes (like Padron 1926's, Anni '64's, Opus, Anejos, Tatuajes, Ashton VSG's, etc) may not be all that special to you now, as you're just starting out, but a year or two from now as your palette matures, you will probably come to love some or all of those smokes. Just my 2 cents for what its worth.
However, as most of us who have been in it for some time have found out, there is no grail at the end of this quest, there is only the pleasure of the quest itself.
Wilkey
Very well put, Wilkey.