What is the widest 15" tire any of you would mount on a 9.5" wide wheel?
That depends on the tire. Tire specifications include "recommended rim width" on for each specific size, and I would stay within those recommendations. Easy to find, easy to read.
For example, the chart for Avon CR6ZZ shows 295/50R15 have a "Rim Choice" of 8.5" - 10.5", so 9.5" is right in the middle. CR6ZZ | Avon Motorsport
OTOH, the Pirelli P Zero System in 345/35ZR15 has a minimum rim width of 11.5" - it's only 20mm wider than the Hoosier Drag Radial, but it has much shorter sidewalls due to the 35 aspect ratio. https://www.tirerack.com/tires/tires...omCompare1=yes