How To Dress For A First Date April 13, 2013 5:00 amHow To Dress The StylistCathleen Simmons2 SHARE True story. Nearly seven years ago, I had my first date with my now husband. He told me to be ready at 7:30am (yeah, 7:30. In the morning.), and kept the location a surprise. It was summertime, and I knew we would be outside, so READ MORE POST TAGS: datingfashionfirst datehow to dressstyle