I had a customer called Glasscock. He regularly called into the travel office where I worked and I never needed to address him by name, just write out his travel tickets. Then one day, while he was in the office, I needed to ring an airline to check on his flight times. As I gave his name over the phone, pronounced phonetically, he hissed at me "it's pronounced Glassock" I was so red-faced as I apologised to him!
I remember reading, as a child, of a couple about to get married who were called Ruby Rose and Rose Ruby. I guess they had three choices: keep his surname, in which case she'd be Rose Rose; keep her surname and he'd be Ruby Ruby, or have a double-barrelled surname - Ruby Ruby-Rose / Ruby Rose-Ruby 