Ditto on many of the comments. My son turned 5 in July and wears "nighttime" underwear and daytime underwear. We celebrate when he wakes up dry and try to make a game of it to see how many nights in a row he can do it. If he breaks his streak, we do not moan and groan about it, but just say, "oh well, we'll try again tonight." As the other posters have said, I wouldn't worry about it until he's 7. The nighttime pull-ups go to about 78lbs, I think. My son is only 40lbs so I know there are plenty of kids out there with this same issue. He's gone as many as 4 nights in a row, but then there will be a lapse. Most important is to not embarass or show disapproval in any way--it's not their fault and they didn't do it on purpose. I've done the no liquids before bed, woke him up at 1:00 in the morning--and that actually works, but it's wearing on both of us. Some nights, he is insistent that he wants to wear his big boy underwear to bed, so I put a waterproof pad down, and let him try. Those are the nights that I try to get him up by 1:00 so he won't have an accident, but as you said, if I oversleep, then he's likely to have the accident, although not always. Also, he was potty-drained during the day before he turned 2, so we've been dealing with the nighttime issue for over 3 years. This summer when he went to Grandma's for a week, I sent the nighttime underwear, as well as the pad in case he wanted to try and go the "big boy" route. He knows he can wear the daytime underwear to bed, but he has to sleep on the pad. There were no issues. He's slept over at his cousins' houses as well and as long as he doesn't feel bad about it, he's good. The key is to not make an issue of it.