Here's my 2¢

I wanted lighter wheels for my Madone 4.6 and got a killer deal on a set of Easton 38mm. I didn't want anything too deep since my average was about 18mph. And didn't want anything too heavy since i'm not the strongest climber. The bike also looked great and I rode it more.

On my new bike got a killer deal on a set of 45mm wheels. A bit deeper than the 38s but just as light.

If you looking sharp is important and makes you enjoy riding more... go for it.