High heels can make an attractive girl seem all the more elegant, and it makes sense that you would enjoy seeing your girlfriend in this dressier-than-daily attire. Letting her know your preference the right way can mean the difference between her feeling criticized for her current style and her wanting to accommodate your wishes. The key in bringing it up is to emphasize what you already like about her appearance.

Elements of Persuasion

Asking her to wear heels will work out best when your girlfriend identifies strongly with you, as indicated by a study conducted by researchers Rosanna E. Guadagno and Robert B. Cialdini under the title, “Persuade Him by Email, but See Her in Person: Online Persuasion Revisited” in the journal Computers in Human Behavior. Make sure your tone doesn't imply criticism or complaint; instead, compliment her look and then say something along the lines of, “I bet you'd also look great in a pair of heels.” Starting by emphasizing that you already like her basic style creates a sense of togetherness – as opposed to the distance instituted with complaint -- and can help persuade her to try things your way.