Cherubs

• Appears in: 5.14 My Bloody Valentine
• Played by: Lex Medlin

Occupation

In Supernatural, the term Cherub simply refers to an angelic occupation inherent in cupids as it describes a lower order or choir of angels. According to Castiel, humans have misinterpreted the role of them. There are dozens of them stationed on Earth as of now, according to Castiel^{5.14 My Bloody Valentine} In their occupation, they're responsible for marking humans making them fall in love on instruction from Heaven.

Castiel: your people call them "Cupid"...what human myth has mistaken for "Cupid" is actually a lower order of angel. Technically it's a cherub, third-class.

John and Mary Winchester fell in love because Michael had a Cherub intervene which ultimately resulted in their marriage; they also couldn't stand each other prior to a Cherubs intervention^{5.14 My Bloody Valentine}

Featured episodes

5.14 My Bloody Valentine

Castiel finds a Cherub and binds it telekinetically, they converse, then the creature decides to reveals itself.

Notes

• For more information, see Angel Lore and Cupids which further angelic details.
• Unlike a Seraph, information concerning a Cupid's angelic complexion or shape remains undefined in Canon.

Cherub Angels In Lore

A Cherub angel as depicted on Wikipedia

The information below is info derived from http://en.wikipedia.org/wiki/Cherub but I reworded and reorganized the information.

Cherubs or Cherubim are an order of angels that are of a lower ranking than Seraphs but they outclass all other angels of the angelic choir or spheres which divides, separates and fully compromises the angelic society.

Attributes of Cherub Source.

• They guard, watch and monitor God's throne room at all times.
• They have four different faces, each representing a different organism, and have four wings that are used for flight. Two of the wings extended upward, meeting above and sustaining the throne of God; while the other two stretched downward and covered the creatures themselves.
• God also stationed two Cherubs at the gate of the Garden of Eden.