A friend wants a cigar...

[Footbag]

For me, if the person is showing any interest in the cigars, I give them pretty much carte blanch with the exception of a single drawer of trades and valuable smokes. If they know enough about cigars, they can make their own selection, otherwise I will ask them what they like and suggest.
I usually try a how do you like beer? Dark = stronger cigar Light= milder cigar

I do have a drawer full of pass out smokes, but have them reserved for the #4 Mooches.