No real regrets, but in retrospect it would have been more sensible to have bought a nice commuter-worthy roadbike first (capable of having fenders, racks, etc), and then bought the light fun racy bike second. I spend a lot more time on the commuter bike these days. But they're both road bikes so... I don't suppose that answers your question.

For me, the switch from mountain/hybrid to road was amazing. No going back, even my clunky commuter bike is so much lighter and faster.