J.Z.
Try throwing out the Pull-Ups. They are really just diapers. Their novelty wears off very quickly with kids. An hour after you put one on and they are off and playing, they are not going to care that they "pulled" them up. They feel like a diaper and that's what kids use them for. Pee and poop running down their leg and messing up their clothes works much better. Of course this is a mess for you to deal with, but you would be surprised how fast they learn. Just tell him that the pull-ups are all gone and he is growing so much that they don't fit him anymore. Now he gets to wear big boy underwear. I would even put him to bed in regular underwear and only after he is sleeping put a pull-up over his underwear. In the morning take the diaper off before he wakes, or before he is really "with it" and he won't even realize he ever had one on. This saves on the confusion of why it's okay to wear them at night and not during the day. I'm telling you, ditch the pull-ups and you will have him trained before you know it!