Yea or Nay?

One of my co-workers wore a strapless dress with a crisp white shirt underneath and I thought it was such a cute look that I wanted to profile it.

This is the actual dress that she wore (sans belt) with cranberry tights and shoes. (A fashionista herself, my co-worker and I have a mutual admiration society going on.)

So what are your thoughts, is this a look that you would try?