Re: A friend wants a cigar...
For situation number #1, I would try once to offer something better, and then respect his/her wishes after he told me "no" once.
For #2 and #3, I would ask if there was something they had been wanting to try, and maybe offer some suggestions. If they had no ideas, I would give them something likely better than they would have selected themselves.
#4, if they had no true experience, I would give them something mild but tasty.
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