Not hearing his tone of voice makes it difficult to assess his intent... he may only have meant that you seemed to enjoy your cigar. Or maybe he was being a tool!
As far as the cigars on Grand Cayman... they do have a
La Casa del Habano just down the block from Jimmy Buffett's place in Georgetown. Real smokes - real high prices. Wife bought me a Sig VI for $35 and surprised me with it. (She found the store on her own and picked up a few things for me - sweet lady!) That
Churchill's store was there too. Stuff seemed to be authentic.
Anyway... I try to give the benefit of the doubt. He may just have chosen his wording poorly. Substitute "enjoying" for "nursing" and assume you just met another fine BOTL.
