"espresso doppio macchiato" is an order that confuses loads of waiters/baristas in Italian cafes outside Italy.
Lemon to squeeze on steak/meat also causes a bit of confusion. In VIE, I was brought a tiny slice (off the bar that used lemon slices for drinks) on top of my massive Schnitzel, and in England I was once asked to pay an extra 70p for the lemon!
Plenty of drinks orders confuse bartenders, because I tend to know their drinks better than themselves! I am having a lot of trouble explaining what Krupnik is to barpersons at bars that evidently stock it and I can see the bottle...