While Ann Taylor might not mean much to this generation, the brand was a major player in the early 2000s New York fashion scene, attracting celebrities and notable figures like Anna Wintour and Annie Leibovitz to its fashion shows and parties. While the brand no longer exists, the last vestiges of Ann Taylor are still revered for their high quality fabrics, classic tailored style, and New England heritage. Pair this top with a pair of slacks for work or loosen the wrap-around-ties and sport the deep-v neckline and cinched waist for a more sultry evening ensemble.