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Your first premium cigar should be a mild one, with a tan or light-brown wrapper and medium-sized. Expect to pay at least $5 and maybe even more than $10 for the single cigar, because you want your first experience to be a good one. You can look online or in magazines for cigar recommendations or ask the smoke shop attendant for one. If no one is around to give you a recommendation, stay with name brands like Macanudo, Cohiba or Montecristo. You'll want to make sure you have a lighter and a cutter, too. But a sharp knife will work if you don't want to invest in a cutter right away. Most important is to have some fun with it. Enjoy the cigar in a place where you can smoke it with pleasure and taste the premium tobacco for the first time.