Depends on what you like.
Your pallette will be closer to the milder cigars at first, stick with a Connecticut or a Dominican wrapped cigar.
Also try a maduro version of a cigar that you've liked and tried and see the oilier complexity of the same cigar with a different wrapper.
Make sure you set off some time to smoke whatever you are trying, you don't want to be putting it down and relighting it over and over.
If you have a local tobacconist near you, go there talk with the regulars and ask questions.
Theres no right or wrong cigar, just the one that you like.
And don't smush out your cigar when you're done, just sit it in the ashtray.
If you smush them, they smolder and stink.