
"Greasing" - the act of slyly giving someone a tip through a handshake or other formal gesture - is a slight-of-hand trick that's part of every gent's trade. A gent can "grease" just about anyone, from the barber who gave you a suitable shave and a haircut, to the goon who forcibly removed your drunk girlfriend from the discotheque after she received a "manwich" from two Persian men on the dance floor.
But I was recently faced with a silly situation that even your humble Gent friend did not know how to handle. Which is why I posit this quandary to you, fair reader.
Last weekend I was in the Gent country house, writing in my journals while sitting in front of a roaring fire in the fireplace (and sipping from a glass of Chivas Regal, no less). I heard a loud knocking at the door and answered it. Standing in front of me was a splotchy-faced delivery boy, who told me that he had boxes of wine to deliver for my father, Allan the Gent.
You see my father, despite his voracious appetite for games of chance, has amassed quite a collection of French and Italian wines over the years, which he stores in a cellar at the basement of the Gent country home. I have noticed that some of the boxes in his collection are stamped with "Property of Nick & Toni's," but have never inquired as to why this is, or why that kind busboy from the Nick & Toni's restaurant always delivers wine at 3 a.m. in the company of armed guards...
But I digress. The delivery boy standing in front of me - who worked at the local wine store and was delivering this wine through "kosher means" - asked if he could bring the wine down to the cellar. I let him do his deed and returned to my journals (I was writing a bit on how I met a fiery
Sicilian lass who stole my heart - and my suitcase - during a trip to Palermo in 2003).
The delivery boy returned from the basement and said he was finished with the delivery. I told him to wait while I removed a $20 bill from my pocket. I gave it to him, he gave me an awkward "thank you" and then trundled off to his windowless van.
Moments later, I was putting a log into the fire when there was another knock at my door. The delivery boy returned to tell me that he made a mistake and delivered wine to the wrong household.
I let him go back downstairs to retrieve the wine. As I stood there by the basement door, waiting for him to leave, I was suddenly left to wonder:
Do I ask him for the $20 back? Or do I let him keep it?
Well, for one, the delivery boy was just tipped for delivering wine that was not meant for my or my father's enjoyment. He was rewarded for doing the wrong job, in other words. Then again, this delivery boy does work for a wine shop that my father regularly patronizes, so I could have tipped him in advance for when he makes the correct delivery.
Then there is the awkward bit of having to ask for the tip back. Yes, it is rude. But when is it warranted? Even I - in all my infinite wisdom - do not know the real answer.
In the end, I decided to let him keep the tip. Of course it dawned on me that perhaps I may have been the victim of a "grift," his delivery nothing more than a ruse to filch $20 from me. If that's the case, then well played, Wineboy grifter.
I turn to you, fair reader: What should I have done in this instance? Should I have asked for the money back? Was I right in letting him keep the money? Should I have locked him in my basement cellar and held him for $40 ransom, thereby doubling my profit?
You will notice a poll to the right of this post that corresponds to the issue at hand. Be a dear and leave your votes - or your comments below - on the matter.
A presto, and happy Autumn,
EtG














