I was going to point you to the Bike Austin Kyle ride, but it looks like they no longer do it. I wonder if that says something about the route? I know that even a few years ago. OSR didn't seem the safest road to take.
I did the Tour de Cure a few years back from San Antonio to Austin, but it was a lot more circuitous route. I bet some of the south folks will post with more recent info.
I feel more comfortable out of the city. IMO the suburban FM/RM are the worst.