Manhattan glitterati with a desire to find the perfect mate have a new champion in matchmaker Vanessa Carlson. With her fledgling business giving her biggest rival—friend and mentor Althea Sevalas—a run for her money, Vanessa's services are definitely a hot commodity. To prove once and for all who's the best matchmaker in town, Vanessa and Althea enter into a competition to see who can score downtown playboy Mark Grayson as their client and send him walking down the aisle. Once a winner is crowned in this very public endeavor, there will be no question as to who rules Manhattan's matrimonial mergers. But emotions often have a will of their own, and Vanessa learns that her rules don't always apply.

When Andrea Sevalas’ long time boyfriend announces he’s seeing someone else, Andi’s thrown for a loop—well, actually, down a cellar. Head throbbing and nose out of joint, she’s rescued by one of New York’s finest – attorneys that is. Ethan McCay is the Upper East Side heir to the kingdom of Manhattan. But Andi isn’t interested in princes. At least not the uptown variety. She’s a downtown girl with no time for Park Avenue royalty. So what’s a fairy godmother supposed to do? Well, if she’s Andi’s Aunt Althea (the infamous Manhattan matchmaker) a little manipulation is in order. After all, even Cinderella needed a little prodding to go to the ball. And with a little help from her friends, Althea’s plan goes charmingly – until the clock strikes midnight and the truth is revealed. Certain that she’s been betrayed by the people she trusted the most, Andi runs for the safety of Soho. But matchmakers don’t give up that easily, and with Althea at the helm, Andi will discover that love comes in all kinds of packages, and that sometimes, all it takes to recognize the fact is opening your heart to the possibility.