Good questions but I'm afraid I will fail the first. I have not found a solid answer for why "Shaggy-foot" other than "Old World Tradition". I suspect it might go back as far as the first cigars. Now, yes I think it is just a novelty.
Properly lighting a cigar is probably as diverse as smoking one; But, I have some solid "Must do" and "Must not do" rules.
Lighting media - Get away from sulfer matches. They are only better than rubbing two sticks together. Basically, any match or torch that can introduce any contaminates to your cigar can and will taint the taste. It is almost impossible to avoid contaminates, mainly soot, so that's why it is so important to:
Toast - Use a blue flame torch or cedar spill to get the best results. Hold your cigar in one hand (not your mouth) and the torch or spill in the other. Keep the foot just above the tip of the flame where it is the hottest and most contaminates have been consumed. Slowly roll the cigar above the flame until you see an ember start to glow. Do not allow the flame to light the wrapper, just the very end of the foot. When it starts to glow, pull the flame away and blow on the foot, watching for a full ember. If you see some dark spots or it looks uneven, toast a little more and blow again. This really takes much less time than you might think and will vary with each vitola. A robusto would take longer to light than a corona. As soon as you have a full ember, puff away. Because you already have a full ember you won't have to draw very hard, it is already well lit. I promise, it will be become a natural and you will appreciate the result over time.
The Results - Because you have not drawn any contaminates into the cigar it will be in it's purest state. Let's take an extreme case with a sulfer match. Strike the match and immediately start to light your cigar. The burned sulfer is pulled completely through the entire length of the cold tobacco filler. As it does it condenses on the cooler tobacco and remains there. You have ruined an otherwise good cigar and it will not change as you smoke it. Oh, you will probably not notice it after a few minutes because you are now used to the sulfer taste. I am so picky that I can even taste the soot from a soft flame lighter if it is allowed to blacken the foot of a cigar. Zippos? Don't even ask. This is a cigar not a cigarette. You are in a different league.
Spills - The correct name for a cedar splint or stick or even the rolled up cedar sleeve you just removed from you cigar is a "Spill". Use one to toast your cigar. It is not as easy as using a torch because they sometime burn faster than the time it takes to toast. I like cedar spills but they also produce a lot of soot and sometimes pop and shoot little embers which can also be a challenge. Some justify the extra effort with an improved taste.
I hope this will help. I don't claim to be an expert by any stretch of the imagination, but I have picked up some helpful hints along the way. Quite a long way I might add.
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