It's not unusual for boys not to be potty trained before three. At the same time, here are two things I learned from our potty training mishaps. One: you're in a power struggle with you son, and, for the first time, he realizes he can control what you want -- completely (we made the exact same mistake. Two: Pull-ups are one of the worst things ever done to parents. On the power struggle front, we were in the same place. Our son was potty trained for 10 days and then he had an accident at preschool. The school suggested we send him in pull-ups for a bit. Disaster! He went from being so proud of using the potty to just not caring. After several weeks, I bought a book (name escapes me, but it is written by a pediatrician and was the most clinical, boring looking one at Lullaby Lane in San Bruno about three years ago) and realized that we had ended up in a power struggle. The only thing to do was take a hiatus for a month or two and start all over again. We went back to diapers. It was diapers or undies, no pull-ups from there on out. Then, a week before a four day weekend, we let our son know that starting on Friday, there would no longer be diapers in our house (we gave him nighttime ones still, even though his night diaper had been dry for months -- did things backwards!). It was a nice weekend, and we wanted him to not wear undies or pants, and we always had a potty nearby and did the every 45 minutes thing and made him sit on the potty for three minutes each time (gave him a fun timer just for that) because kids can get confused if they don't go right away and think they don't need to go. Our son did not want to be half naked, so we told him we would try it his way first. If it worked, great! If not, he tried it our way. He agreed. He had an accident, and we did not get mad. We just let him know that we were going to try the other way, like we had agreed. We then let him know that kids who pee in their pants aren't allowed at the bagel store, where he and his dad went every Saturday morning. If he had any more accidents, he would not be able to go to the bagel store w/ Dad the next day (keep in mind that he had been using the potty successfully already and was now almost 3.5). He had another accident, and we gave him a hug and told him it was okay and that we were so sorry he could not go to bagels the next day. When Sat AM came and his dad went for bagels without him (nothing we could do; store rules!), he cried and cried, and I told him that it was okay because I was sure he would stop having accidents soon. And by the way, music class has the same rule as the bagel store. If he made it through the day without any accidents (he would poop in his overnight diaper for a few extra weeks, so we're just talking pee here), he could go to music class. Otherwise we would need to skip it that weekend. And that was it. No more accidents. Once it was no longer us versus him but rather, "Wow, I places I really want to go won't let me in if I don't start using the potty," his behavior changed almost immediately. There was no reward (control) for not using the potty. Anyway, we used a few more things to transition him from our having to take him every so often to his letting us know when he had to go or just going into the bathroom himself. Please feel free to send me an email. Also, we didn't pretend that we couldn't get more diapers. We simply said that he was too old to need them anymore.