I'm sure I have many, but the one that sticks in my mind was when I went to a party in a dress made out of a bin liner.
I had 'styled' it with safety pins so it was figure-hugging, and thought I looked great with my spiked hair, thick eyeliner and fishnet tights. Maybe I did, when I left the house, but bin bags are not breathable (not even gaspable!) and I was 'glowing' profusely by about half an hour in. My eyeliner ran, and the spikes in my hair drooped. It was horrible.
Never, ever again.