If you are looking for clothes for a date night, you want your first date to be a fun time. Choose a dressing gown that is very simple and increases along with the right accessories and shoes. If you are a woman wearing classic clothing, a simple black dress is almost always a sure bet. When looking for an evening gown, look for something simple and classic so you can wear it for a long time (it’s the end of the wardrobe that most of us know and love).