It's almost cliched-British-aristocrat, except for the fact that it was very stylish a couple generations ago for black guys in the US, and there are/were several famous athletes named Reggie. So it has two very different images for me depending on if it's Reginald or Reggie. Reggie is a fun, friendly kind of name but I wouldn't say I liked it.
Before you criticize a man, walk a mile in his shoes. That way, when you criticize him, you're a mile away and you have his shoes!
Steve Martin