I have never had an issue either. I even passed through Duquesne once because the trail was not yet opened and the person I was leading refused to ride on 837 in that area.
But I would not tempt fate and use the back streets. Nor would I ride at night. 99% of the people in those towns are wonderful people. It it the 1% you need to worry about.
The split you speak of is called look the loop as I recall. Staying on that side of the river the trail goes down to North Versailles It is rough but doable. You cross at the Boston Bridge. If you stay om the main street, it is a bit steep but there are a number of restaurants along the way, if you are in need of lunch.
Crossing the 15th Street bridge you . will have a nice steep hump to go over but other than that it is in good condition. I think they fixed it but the puddle at the very end of River Road might still be there. You can avoid it my passing the jersey barrier entrance to the trail a bit and slipping through the barrier.