As has already been stated, I smoked everything that looked appealing to me for the first few years.
After I got a handle of what I liked in general (Nicaraguan), I focused on sticks that on paper at least fit the bill of what my favorite smokes were.
That didn't always work out however.
You can read reviews, listen to what folks have to say about cigars but in the end you'll only really know if you like a cigar if you actually smoke a few.
That's the fun part anyway isn't it....trying them out?