I’ve always gone by the “three dry nights” rule as well. Boys, in general, take a bit longer to stay dry at night. There are other things you can do to help him stay dry. Limit fluid intake in the hour or two before bedtime, wake him up to use the bathroom in the middle of the night (or, wake him up to go potty right before you go to bed), have him help clean up if he has an accident, etc. My son just turned six and has only once managed to stay dry all night. He wears pull-ups to bed. We’ve tried all of the things I listed above, but it hasn’t worked. His pediatrician said to give him another year to physically mature and then look into other options. When he was 4, I wasn’t the least bit worried about it. Now, I’m not worried, but I am hoping he’ll grow out of it soon. Limiting fluids didn’t do anything, and even if we woke him up only two or three hours after he went to bed, he’d already be wet. He is certainly capable of holding it longer than that during the day, but I think he sleeps so deeply that his brain just isn’t getting any signals at all from his bladder. Back when he was still napping, he could nap for three hours or more and wake up dry. It’s only at night that he isn’t able to stay dry. As for cleaning up, if our son wakes up with wet pajamas and wet sheets, he is responsible for changing his own clothes. He then helps me strip the bed and put the sheets in the washer. He doesn’t really enjoy it, but I hope that by making him partly responsible for these chores, he won’t fall into a “I’m just feeling too sleepy and lazy to get out of bed” rut. We even tried having him sleep in underwear for a week, but waking up wet (sometimes twice in a night) upset him so much that we went back to pull-ups. How long has your son been potty-trained? If it’s fairly recent, it may take a bit longer for him to stay dry. My youngest is 4 now, but he started staying dry all night only a few weeks after being potty trained. All kids are different. Just be patient, remember that it isn’t his fault or anything he can control, and give him time to mature a bit more. If you do have concerns about it, talk to the pediatrician. Good luck!