My best one is this...
I'm at the local Taco joint that I used to frequent. Normally, I wear clothes and stuff that my dogs can't hurt or destroy. This time I was dressed and I had on my B01. The owner was talking to me as usual and all of a sudden he notices my watch. He's was in awe of it and wanted to look at it further. I said OK and asked if he liked Breitling - he replied yes and said he had 2 - as he's looking at it he inhales and turns to me and says "the dials are wrong." I smirk as I'm about to tell him this is Breitling's new movement and he suddenly says "I wear fake too"...now I'm cringing. I look up and say yeah, it's fake, did the sub-dials give it away? He says "yeah" and goes on to point other things that were wrong. I was laughing and cringing silently at the same time but he did say "it's a great example of a Breitling even if the dials are wrong."
Another good one happened at the same restaurant. I was wearing a Panerai when I went to buy another Panerai. I didn't want to leave it in the car while I stopped for something to eat; therefore, I put it on and went inside to eat. I was sitting where there was a window (plexi-glass) to the other dinning room (bar dining looking into the main dinning area). All of a sudden I hear this guy say "check this guy with 2 watches on." I'm intrigued and only look at them with my peripheral vision (I was watching the news and can only assume they think I can't hear them). His female dinning partner goes "huh" and looks over. She then said "those look like my boss's watch, no way he's wearing 2", then the guy goes "yeah, they're fake, I can tell." I so wanted to say, oh yeah, how can you tell (pounding on the plexi-glass)? Then I figured if they didn't know the difference then what's the point. They giggled at me for the rest of my lunch. It was so comical to me - I gave them all sorts of wrist shots - and they keep their peanut gallery going. I tried to record them but my 3Gs wouldn't pick them up. I even sat it right next to the plexi-glass dividing the two rooms.
FTR, I never wear 2 watches, I just didn't want a smash and grab for my electronics in my car and have them find my new watch - I hadn't even insured it yet.