I went to a tri-stake dance in HS when I was 16. Big deal since 3 stakes covers a lot of territory outside of Utah. As a teenager, many people said I looked older than I was, but this took it to a new level.
Found a cute girl and I asked her to dance. She immediately hesitated and took a step back.
"Um...I don't think we're supposed to dance with chaperones..."
"...I'm 16....
"Oh.....ok then, sure I guess..."

yeah that was an awkward 3 minutes.

The other was a company Christmas party a few years ago, formal dress. There was a lot of music and booze, so naturally, people got up to dance. Head of HR announced there would be a 200$ prize to the employee with the best moves. I entered the contest and took 2nd. They didn't announce a second place prize, but I got 50$ for second place, mostly out of pity. While I was dancing, my suit pants split right down the middle, exposing my garments on my backside.
I took my prize, and told my wife that we were done for the night and went home.