How 5 Women Faced Their Fashion Fears

Photographed by Ben Ritter.
Any woman who even comes close to having a sense of personal style knows exactly what fashions, trends, and elements just sing on her. At the same time, she probably has an idea of what doesn't. However, preconceived notions of sartorial no-nos were probably established during a pretty specific time in your life. And, as constantly changing, growing, experimenting women, we can't count on our style to stay the same if we don't expect our mailing address, breakfast order, or favorite band to.
So, to remind ourselves that stepping out of our comfort zone can be a great thing, we asked five R29 editors to confront their sartorial anxieties. And, with the help of stylist Jen Steele, we gave these ladies an entirely new look that directly addressed their fashion fears without making them feel like they were wearing a costume. Ahead, see what they thought of their mini makeovers — these transformations are not to be missed.