I'm coming to hang out with you guys. I'm quite fond of Oliva cigars. Oliva V series in double toro, full body, smooth, and at a great price (why does it always come to that), have always been a favorite of mine. But recently I've taken to the lighter Oliva O's, more of a medium, and slightly spicy, but not over powering Nicaraguan smoke. Also enjoy Rocky Patel's, Decades are my favorite, but also take to the Sun Grown, Vintage, Reserve, and their seasonal offerings. I like other makers as well, but these are my staples. And I also enjoy smoking tobacco from a pipe also.
The key with cigars, that at least works for me is, try a wide range of different smokes, in different bodies and characteristics. I'd recommend Olivas, since they offer just that. Go with a medium to start you out for a while, then try a full and then mild smoke. After you find out what you want in a cigar, then branch out into other similar varieties from the various producers. But never be afraid to try something outside you comfort zone, I've found that my taste in smokes has changed somewhat over time.
And one more thing. I demand you pick up some bourbon to drink while smoking.

Go get a bottle of Jack, Gentleman or Single Barrel, for smoking occasions. And go buy a pipe, not close to the same thing as a cigar, but a nice, inexpensive, and well tolerated smoke.
http://www.olivacigar.com/cigars_oliva.aspx