Hmmmmm, where to start.......

Try a few different MADURO cigars I like maduros because while they LOOK intimidating, the wrapper is generally sweet and tastes like sugar.

La Unica maduros should be available in your local shop.
Hoyo de Monterrey & El Rey del Mundo maduros are also usually easy to find.

You can save yourself a lot of money buy shopping on line from:

Famous Smoke
Cigars International

At some point, you should treat yourself to some expensive cigars like a Padron 1926 maduro or a Padron Anniversay 1964 maduro. These are hard to find in local cigar shops and on line as well