One New Year's Eve, shy singer, December Brown drunkenly texts her talk show host pal, Trace Randall, about her long time crush on the aloof actor, Tom Elmswood. Thinking the two celebrities would make a cute couple, he unwisely decides to play matchmaker... in front of a live studio audience.

Things start to go downhill when Tom admits he's never even heard of December before. Now what seemed like a sure fire hit quickly becomes a flop. Will these two lonely hearts ever make a love connection or has this cupid's arrow missed its mark?