I never broke anything in my life, so I guess I never had to endure extreme pain.
The most recent thing was a biking accident, I was going super fast, and the brake fell OFF the handrail, landed in the wheel and completely stopped it. I flew forward and did a complete flip, landed on my back, and my bike landed on top of me. My arms and legs were scraped up badly, but the pain lasts so short for these kinds of physical injuries. It really only hurts if you apply pressure.
So the worst pain I had I think was when I had tonsillitis. Felt like a knife was stabbing into my throat every time I tried to swallow, it was brutal

And this pain was constant and lasted quite a while