This is going to be the point where you will have to indulge yourself in leather chair and classy life-style. Collecting cigars is the process, not nicotine itself. It is a slow burn in a busy day. You need to buy some special equipment first.
You should discard the pack of cigars bought from the nearby gas station as soon as possible. You should start with mild and balanced cigars like Arturo Fuente Hemingway Short Story or Perdomo 10th Anniversary Champagne. They are nice to smoke and do not have burning taste like fire.
Do not even think about using keychain guillotine cutter. Instead, buy a double blade cutter, which is called Xikar Xi1. Although it cost fifty dollars, it works perfectly every time. You need to cut off the tip of the cigar by a sixteenth of an inch.
You also need to buy a torch lighter which is extremely loud but works perfectly. Choose Xikar Executive as it is nice to look at the boardroom table. Under no circumstances should you ever use Zippo as your lighters otherwise you will have to smoke lighter fluid.
Control yourself while smoking. In case if you will be smoking too fast, you will heat up the cigar and it will have bitter taste. You need to puff it once per minute in order to get the long ash that will slightly cool it down. Do not flick ash like you flick cigarette butt.
It is preferable to smoke cigars after eating a delicious steak dinner or drinking bourbon. It is a luxury not the way to relax. If you try to relax with a cigarette being nervous, you will only make yourself dizzy. Nobody wants to see a new vice-president sleeping outside.
It is a very expensive hobby but worth it. Have fun!