I have an awkward one:
Went to watch the Phantom UK Tour in Manchester last year. As always I waited outside the stage door for the stars. Katie Hall, who played Christine, walked out and strolled right past us all like we wouldn't want to meet her. I ran after her and asked her to sign my program, trying to make things less awkward I told her I saw her in the Les Mis UK Tour and thought she was terrific (lies, Christine was the first role I'd seen of hers that I didn't hate) then I told her how lucky she was to get to cuddle up to Gareth Gates every night, who played Marius and is a famous ex-pop star turned musical theatre star, she gave me back my program and walked off without another word.
My friend then told me she had a very publicized affair with Gareth Gates during Les Mis as Gates was married! So I basically slapped her across the face with her past and didn't even realize it.
"Charlotte, we're Jewish"