I'm sure this is fun for him or he wouldn't do it. So the fact that he's spending more time on this than he would dressing in additional layers doesn't matter. He likes doing this and he can work on it at his convenience. Dressing in additional layers is a daily task that he doesn't like.

If I were to be honest, the additional time it takes to get dressed is one of the more annoying aspects of riding in the winter. It probably takes anywhere from 10 to 20 minutes out of my day. This is in addition to the extra time it takes to get where I'm going in cold weather. Now for me, it's cold enough here in the winter that fairings aren't going to allow me to get rid of any layers, but for him, it sounds like they can.

As far as the temps go, the average low is also just that, an average. It means that a on a fair number of mornings it gets colder than that while on other mornings, it's warmer.