24M4A Looking for pee holding challenges to push myself over the edge

Hi, I'm looking to create some pee holding challenges to help to push myself over the edge. If you have any ideas, let me know - I'll try them out 😉 (and send pics/report). Other not pee related tasks/kinks are also welcome.

What I'm looking for though:
replayability and repeatability - random tasks but with a limit of a number of certain types of tasks in a session 
something that would make it more difficult every time I play
randomness and illusion that the holding session is almost over e.g. roll a dice 1-pee, 2-6- hold for another 5minutes
some tasks to make the holding more difficult
some tasks to make the holding more interesting
something a little risky to do e.g. go out take a walk around the block