Yes, it is a wonderful and very romantic idea. "Men ~ take note. Very romantic idea. If you don't know if she has the dress you want her to wear, buy her one and make sure it's a stretchy fabric so that you have a better chance at getting her right size.
Never underestimate the therapeutic power of driving and listening to very loud music. Music is so much a part of my life now. I grew up with family members who played instruments and I use it to change my mood any time I am down.