I'd suggest any of the Arturo Fuente Hemingway series, or a bundle of
Tampa Sweethearts if you want to save a lot of coin.
To me, the differences are negligible.
In a lot of years, I've suggested Tampa Sweethearts to lots and lots of guys, and I can't think of one that didn't enjoy them as much as me.
I like the maduros, but you should probably try the naturals first. At least until you find out if you enjoy that extra maduro fullness and sweetness.
Darlene the Cigar Girl at Tampa Sweethearts is the BEST.
Good Luck!!!