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Your best bet is to find a local cigar shop and pull up a seat. Best way to learn is to find a good knowledgeable source and immerse yourself in the cigar world. They will be able to school you and show you many different type or cigars to suit what you like. Most I used to go to that were a little higher end would have cigar tasting night much like wine sellers. Can be a very slippery slope once you get into it .. much like any other vice ... single malts, wine, and golf!
Just my 2 cents ... Good luck.
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