Step 2: Determine Flavor. There are an almost infinite number of cigar flavor blends. Some of the popular flavor types are: spicy, earthy, peppery, and sweet. Typically classifications for cigar flavors range from bland (flat or no flavor) hints, overtones, decidedly, rich (or full), and massive (or gushing).
Step 3: Determine Size. Conveniently, the length and gauge of a cigar is often dictated by the cigar flavor and strength. This means that once you have settled steps 1 and 2, most of your work for step 3 is already complete. That is, larger cigars are typically milder and smaller cigars are often more potent. Smaller cigars (stronger) also usually offer a more flavor-rich experience where larger cigars (milder) offer a flavorful experience but one that is more balanced and simple. And, of course, a larger cigar will offer a longer smoking experience and a shorter cigar a more brief smoking experience.
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Step 4: Determine Draw. Once you have selected your cigar based on strength, flavor, and size - you need to determine if it has a good "draw" or not. Draw is simply a term for the ease with which you can puff a cigar. Finer cigars have an easier draw, cheaper cigars have a harder draw. You should not have to waste your lung power taking in the tobacco smoke, but rather conversing with your friends over a first-rate cigar instead.
Step 5: Determine Price. In an ideal world, only steps 1-4 would be required for picking out the cigar of your dreams. But, in the real world, you are going to have to find a balance between what cigar best suits your palette and what doesn't break the bank. One good piece of advice in this realm is that if you buy a box of cigars rather than just one at a time of a brand you really like, you might be able to reduce the per cigar cost significantly. You can also trade cigars with friends as gifts, so that for every cigar you buy you are essentially getting one free, plus you're pleasing your smoking buddies.
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