In other words, an awkward yet lovable Midwestern with a flair for dressing in menswear. Nothing wrong with that. Annie Hall is one of the most iconic characters in the Woody Allen movie universe and one of the most interesting dressers in the history of film. So, do like me, and swing by the mens department and pick up some pieces to incorporate into your wardrobe. Hey, there can be something quite stylish about women in menswear.