Jennifer, 25, is a new mother and a successful, full-time nurse. With a great husband and a loving family, why is Jennifer still dressing like she is 14? Perhaps it has something to do with her love of shopping in the juniors section; maybe it's her habit of wearing clothes that are so big she drowns in them, or outfits so small that her daughter could soon start wearing them. Whatever it is, Stacy and Clinton have to help this young lady's wardrobe catch up with the rest of her life, while Nick takes care of some overgrowth on the top of her head. With so much change in the works, the only question that still remains is whether this Southern belle is ready to part with her familiar ways and learn What Not To Wear.