Anna used to be a fat, nerdy, overeater with low self esteem. At 23 she moves from Ohio to Manhattan and life changes. Her boss, a caterer and excellent cook helps her lose weight and though not yet Kate Moss she drops her inferiority complex. When she meets Ben, the man of her dreams she can't believe she is dating himl. Deep down, she is still the chubby nerd. But not everything is perfect; Ben is a huge flirt and every leggy blond who crosses his path feels like a threat. Anna can't escape the feeling that Ben is way out of her league and that everyone thinks he's dating down. So Anna decides she will do anything to make these women go away. Enter the Makedown or reverse makeover. Where she went from shabby to chic, he will go from prince to frog. Anna will sabotage his appeal for the sake of her sanity and change Ben into more of what she considers her own league. Enter Nair to induce premature balding, Sears catalogs to inspire bad dressing and secret additions of cream to her cooking. Hilarity ensues but in the end, Anna must find out if Ben's makedown will save their relationship, or end it.