A matchmaker is a person who arranges romantic relationships between two people. CUPID is a popular figure in mythology often associated with matchmaking, and is usually depicted as a winged cherub with a bow and arrow. A MIDDLEMAN is someone who acts as an intermediary between two parties, and in the context of matchmaking, this would be the matchmaker themselves. A pairer is someone who pairs two people together, which is another way to describe the role of a matchmaker.