Cupid (My Bloody Valentine)

This unnamed cupid appeared in a small town along with Famine.

Overview
This cupid received orders from Heaven to match certain couples together, using his powers. The first known pair he interacted with (albeit behind the scenes) was Russell and Alice. However, Famine's influence drove the two to hunger each other, leading to their deaths.

Sam and Dean Winchester came to investigate and found markings left by the cupid on the hearts of the deceased couple. They contacted Castiel, who provided info on the nature on cupids.

They trio waited at a restaurant until he was detected, and Castiel immobilized him. Castiel ordered he reveal himself, which he did, and proceeded to give all three a "hello hug".

Sam, Dean and Castiel suspected him to be behind the deaths of various couples, which shocked and hurt the cupid, driving him to tears. Castiel was talked into comforting him. The cupid reassured them that he didn't do it and simply brought people closer together. He then mentioned Mary and John Winchester, and how important their union was in Heaven.

His seemingly lack of remorse for the deaths of John and Mary led Dean to punch him in the face. The cupid subsequently vanished, his feelings once again hurt.

Characteristics
This cupid did his job while invisible. He was also very jolly and positive, and very sensitive, easily upset by insults and accusations. He was considerably strong, as he was able to lift both Castiel and Dean off their feet. Unlike Gail and the Trucker Cupid, he wore no clothes, much to the discomfort of the Winchesters.

Appearances
Season 5
 * My Bloody Valentine

Trivia

 * He is the first cupid to appear in the series.