First, a woman will ask questions a guy never will. Not because he doesn’t want to know, but because he’s embarrassed to ask about things he feels he should already know, even if he doesn’t. Women have no such compunctions. For example, one of the most frequently asked questions at women’s seminars is, “How do I hold a cigar?” They also want to know what to do if they get lipstick on a cigar. My answer: “Leave it, just as you would with lipstick on a cocktail glass. It shows you are a woman. And if you put your cigar down for a moment in an ashtray, there’s no question that it’s yours.
Also, women do not necessarily like big ring-gauged cigars, and the current trend of 54 to 60-plus ring sizes may be macho enough for us guys, but it’s off-putting for female smokers. Many of them feel much more comfortable – and to me at least, look more elegant – with a Lonsdale or a panetela. During the cigar boom, when my wife found herself attending many of my media interviews and TV appearances, she took up smoking Macanudo Portofinos, as she liked the mild taste of the Café. In addition, the tubed cigar was convenient to carry in her purse without having to resort to a cigar case.