Maya decides that since the new Miss Pretty column is so good, she will do a column on Miss Pretty. Finch then informs her that the new Miss Pretty is actually a man, but Maya thinks that will make the article even better, and insists on meeting him. The trouble is that Miss Pretty is actually Finch himself-and he is determined to keep the office from discovering it. He tries to escape from the mess by hiring professional scam artist Kurt to pose as Miss Pretty, but things only get worse when Maya falls for him. Meanwhile, Nina finds herself roped into an unwanted friendship with a woman she can't stand, and Elliott and Jack find themselves in hot water when they accidentally insult an Asian-American executive from an important advertiser