Will the Simple Pump drop pipes install in my pump house?

The Simple Pump drop pipe lengths are 9 feet but the roof to where my well is shorter than that. Are the pipes flexible enough to bend a little? The roof is about 8 feet.

No. The drop pipes are not flexible enough. Schedule 80 PVC tubing has thick walls relative to the diameter of the tube. You will need to buy half-length drop pipes or cut a hatch in the roof.