At work, when I was doing customer service, a woman called to update her details because she’d just got married. Her old name was Miss Love. Her new name was Mrs Storey. I have also encountered customers called Harry Potter and Tom Riddle.
When I was a kid there was a teacher in my school called Mr Chalk. (I guess nowadays he’d have to be called Mr Dry-Wipe-Marker-Pen for it to be funny. I don’t think schools even use chalk anymore).
The funniest ever was during a cricket commentary. Michael Holding was batting for the West Indies and Peter Willey was bowling for England. And the commentator said “The batsman’s Holding the bowler’s Willey”. That became a legend.