Sometimes as a server We have this unfortunate curse of trying to be friendly and getting our foot stuck in our mouth. Either you say something without realization or you just...blurt something out. I have two stories, each being an example of these.

Story 1: The Awkward Moment
On a Saturday night I had table 1 want to pay for table 2's ticket. I went to table 2 and said, "That table over there wants to pay for your ticket, it's your lucky day!"
The man looked at me, gingerly placed his hand on my arm and said, "Miss. We buried my brother today."
Oh man.

Story 2: Verbal Diarrhea; The blurt out.
I had a guy keep asking me where my heritage was from. The WHOLE time. As it grew annoying, I started ignoring him and talking more to his fellow meal-mates. He kept saying things like,
"So are you egyptian?"
"No."
"What about Italian? Persian?" Greek?"
"No. No. And no."
"Oh I know! Are you Jewish? You look Jewish."
As I got angry the words left my mouth before I could filter them
"Well are you stupid? Because you look stupid."
He didn't leave me a tip. though his buddies all left a GREAT one.