I saw this topic on another site, and the answers were so diverse (and off the hook)
I decided to start one here. I'll start with the reply I left there:
I have a picture of my ex in a red suit -- with which he is wearing white shimmery socks and black shoes. My co-workers (women) used to call him Silky Slim because of the socks.
Any other fashion mistakes out there? Do tell!