re: Retailer/server employees: worst ever customer?

I was working at a shoe store. It's Christmas Eve and the store has been slammed all day, at the end of the night right before closing a well dressed gentleman comes in and wants a single pair of socks, 2.99 I think.
He pays with a $100 bill and then once I give him the $96+ in change and put up the $100 bill he says "Oh wait I have exact change, counts out the exact amount and says "now give me back the 100." I didn't fall for it and he gets insistent and the manager comes over.
I tell my boss he's lying, but he is well dressed and a smooth talker. My boss wanted to count the register but there was so much business that day that it was stuffed. He starts throwing the race card and that he has to go and give him his money blah blah blah. My boss gave it to him and of course there was 100 missing from the register when we counted it.