I've put in nearly 3 times the time/miles on the trainer than I have on the road. This is mostly due to buying a hybrid in March '10, liking it a lot but needing more speed to keep up with buddies. Then getting a Road bike in June. I rode a bunch outside up until it started getting cold, but nothing serious. Since then I've been riding with a bit more purpose.
All that said, I can't wait to get on the road again. My longest ride ever was on the trainer (27 miles). I can't wait to at least double it on the road this spring.