Sounds like you have quite the challenge ahead of you!
I know from experience with my daughter (26months) that if they don't pee often it is soooo much harder! There were so many days I wished the kid would just pee all over! Waiting, hoping she would pee on her favorite animals or blankie so I could make a big production out of it having to go in the wash. But if they only pee every 3,4,5+ hrs that lesson just doesn't come!
Can you have him in the thicker underwear so he still gets wet, but it absorbs more so less mess for you? Again, won't help much if he is not clueing in.
Would he respond if you took the toy he is playing with away if he pees? For my daughter I started putting anything she was playing with on the washing machine when she peed. Even if it was not wet, it was "dirty" and had to be washed because she peed while playing with it. This just brought home the message that it is indeed better to run to the potty and come back to your toy, instead of peeing with the toy and having it put away to be washed.
The only other thing I can think of is when you notice him starting to pee point out that he is peeing. Maybe (with lots of time) he will start to register it (if he has any sensation while peeing, which he may not).
Hope he progresses, and it isn't too long and painful on your end :-(

































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