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Where: First, closely examine the head of the cigar. Look to see how far the cap (the rounded tobacco used to seal the end, or head) extends down the barrel. On a standard cigar, this is somewhere between 1/4" - 3/8"; This should be your limit as to how far down you should cut.
A cut above the "cap line" will open up 75%-85% of the cigar's end. You need the cut large enough for an easy draw and small enough to keep the cigar from unraveling.
The cutter needs to be sharp; real sharp. You can experiment with different cutters; guillotine, double bladed guillotine, punch cutter, v-cut cutter, or the cats eye cutter. I don't recommend cigar scissors. REMEMBER: sharp.
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