This moving episode of "Tim Gunn's Guide Style," follows Karen, a mother who is anxious about getting older. Gunn and Webb must help her understand that dressing her age and covering her cleavage doesn't mean she can't be fashionable and sexy. With a looming luncheon of 200 potential clients that she will be speaking in front of, she calls on Gunn to guide her through an emotional journey to unearth her personal, more mature style. By using wardrobe essentials, tips on how to shop and advice on finding the right fit, Gunn arms Karen with the basics to own her look. With tough-love and guidance, Gunn turns Karen into a mom her daughter admires inside and out.