In collecting stickpins for the last 13 years, this one is probably in the top 10 of more than 200 I've collected. Most fine metal. Few costume.  
   This stickpin is 14k yellow gold with authentic rubies and diamonds.
I've learned lately that if you put a UV light over a ruby, if it's the real thing, it will fluoresce. These rubies light up like a Christmas tree! 
It's the winged shoe of Hermes, the Greek God.
  A little history I read about him......
Hermes was the Greek god of commerce, son of Zeus and Maia. Quick acting and cunning, he was able to move swiftly between the world of man and the world of gods, acting as a messenger of the gods and the link between mortals and the Olympians.
He was the protector of travelers, thieves and athletes. He occassionally tricked the other gods for his own amusement or in an effort to protect humans. With the ability to move freely between worlds, he also served as the guide of the souls of the dead to the underworld and the afterlife.
   This stickpin is a symbol of his winged shoes. 
Thank you.