In this sequel to How to Ruin a Summer Vacation, EVERYTHING in sixteen-year-old Amy Nelson Barak's life is going wrong! Her mom got married and moved to the suburbs, and now they are going to have a baby. Amy moves in with her dad in Chicago and signs him up for an online dating service. His first four dates are that night . . . What else? Her dog Mutt impregnated her grumpy neighbor's prized poodle, so Amy will actually have to get a part-time job to pay for half the veterinary bill. And there's this totally annoying boy, Nathan Rubin, who just moved into her apartment building. Luckily, Amy has a cute boyfriend named Avi. Only he's more like a non-boyfriend considering Avi is in the Israeli army for the next three years. What's a girl to do when everyone is conspiring to ruin her life?