Based on your question I assume the point of fucking yourself with the cigar would be to get it wet (or as wet as possible) and have it smoked later laced with your essence… A very naughty and interesting question indeed. I can’t claim to have specific knowledge of how to best execute on your idea, but I can say that having the tobacco wrapper of a cigar “moistened” (or wrapper which had been moist but was now dry) wrapper would most certainly not “ruin” a cigar. A “wet” cigar would be a different story but probably more depend on whether how “soaked” it had become versus whether one could still light it. I actually really love the idea (as does Bill Clinton apparently – although supposedly he left the clear plastic wrapper on), but I do wonder whether smoking it is even the point. Lots of people simply suck on cigars. If the idea is to have your partner witness you pleasuring yourself in a dark public space with a profoundly phallic consumable, and then to allow him to enjoy the taste and aroma of your sex on his cigar (and you to enjoy watching how he savours every inch of the cigar in front of others), then I would think this could be very exciting scenario. Smoking it, and the effect that doing so may have on the pleasure of the scent and taste are a bit more of an open items for me…

A scenario that I like is to imagine (as a guy) is that you go to the club with two men – one of whom is her husband and the other is a business colleague or casual acquaintance who has been somewhat unabashedly hitting on you – either that evening or during previous engagements – which she has playfully engaged in but steadfastly rejected. The woman offers to select her two guests cigars and asks them to stay seated while she goes to the cellar. She “adulterates” one of the cigars while away. When she comes back, she explains how amazing the smell of the cellar had been and how she thinks they will both like the aroma and flavor of the selections she has made for them. She proceeds to hand her husband one and hold the other beneath the nose of the colleague and ask him to see what she means… She then takes a bite out of the rounded end and hands it to the man who is not her husband (you have to bite or cut off the tip to be able to draw smoke through the cigar, and then places it in his mouth. Then she bends down and whispers in his ear, “Since you will never have me, but I still like you…I thought the least I could do was allow you to savor what you are missing…”. Sexy thought (obviously based on my response).

Love to hear if there are any takers…

Further investigations are most definitely required.