Do it! My 2000 base Boxster is my daily driver. I rotate the other Boxsters in and out of the weekend driving line-up. Save the jeep for the crappy weather days and drive the Boxster the rest of the time.
Keep up on the oil changes and other maintenance. The only other thing I'd watch is the suspension on the crappy OKC roads.
It's a lot of fun to be able to drive these cars every day.
Rick