Thanks for posting a fun question, and your predicament techniques sound great.

Here is one that was fun and certainly challenging for me!

With my hands tied to the wall above my head and with an anal plug inserted, my balls were tied off and then the cord was run up through the crack of my ass and tied off to the O ring in the back of my collar and pulling my balls painfully backward and upward. There was no slack at all in the cord, so naturally I tended to tilt my head backwards to try and relieve the tugging and stretching on my balls.

She then attached black binder clips to my nipples (the kind from staples used in an office, those things are severe). She used these because they are almost impossible to pull off or slip off. She then connected the clips together with cord, and then attached another cord to that cord and tied it with no slack to the O ring in the front of my collar, pulling my nipples up sharply while the clips were very painfully pinching them. To relieve the pressure and pulling on the binder nipple clamps, I tended to lean my head and neck forward, which resulted in tugging and stretching my balls upward. She also ratcheted up the pain level by shortening both cords several times.

While this was going on, she alternated between using a vibrator and pouring hot wax on my cock.

Good times!!!