How Cynthia described herself in one word: "Bland."
Two reasons she likes to wear practical clothes: "I have two sons, 8 and 10, and I spend lots of time with them outside at ball games."
Why Cynthia's life is really anything but dull: "I also have three grown daughters and two grandchildren."
Why she's ready for a change: "When I turned 50, one of my sons told me I look old. Oh, and I can't remember the last time I had a haircut."
O's Creative Director Adam Glassman Says: "It's understandable that Cynthia is concerned mainly about comfort. But unfortunately she's also put herself at the bottom of her priority list."
Next: See how Cynthia found the perfect mix of glamour and practicality