There are many excellent cigars and there are many differing opinions on the subject also. Keep that in mind while you read this for there may be many opinions with merit. There are certain characteristics that define cigars and two of them are related to how the cigar tastes and the strength of the cigar in relation to the nicotine content. Some cigars will have more of a pronounced taste then others, such as the difference between light roast and dark roast coffees. Some will be stronger in their nicotine content similar to the difference between 50 proof liquor and 100 proof liquor. The Prendado that you mentioned, for example, is really an excellent cigar, but it is very bold in its flavor and very strong. If you are new to cigars and smoke that one first, there is a great chance you will be ill for a good while until you get it out of your system. I would recommend a lighter start and one of the most popular cigars for such is the Macanudo Gold Label, or the Macanudo Cafe if the Gold Label isn't available. There are differing sizes and that is up to you, but a shorter one might be better because that is less time to be exposed to nicotine essentially. Also, the Fonseca line of cigars are rather light in their potency and are okay to start off as the first smoke. If you feel that starting too light is not to your liking, I would try the Rocky Patel Connecticut or the Rocky Patel Edge Lite (not the regular Edge). Just remember, smoke them slowly, if they get too red or the lit end starts to look like a torpedo, you are smoking it too fast and too hot and it will begin to taste nasty no matter which cigar you have. So, just like earlier mentioning, everyone will have a different opinion and when someone says a cigar is good or bad doesn't mean it is the same for you.