In the sequel to The Trouble with Playing Cupid, December's best friend and agent, Clarissa Gregory, finds herself as the latest person destined for love. Love never felt so good for pop singer December Brown and her boyfriend, Hollywood heartthrob, Tom Elmswood. A year later and they're still crazy about each other. Now it's their turn to be the well meaning but still pretty terrible matchmakers. Except, for Clarissa, it isn't only meddling friends...