L.W.
L.,
I have three kids, ages 5, 4, and 1. All but the little one are pottytrained, now, but it was a long road. I tried to pottytrain my first when she turned 2. She was interested, but after a couple of weeks of mostly accidents and barely any actual pottying in the potty I realized that she had no idea what I was talking about. I put her back in diapers and at 33 months she just up and started pottying in the potty that had sat in the living room all that time. She did it herself and that was it.
The second was a bigger challenge since my third was born at just about the time when I would have trained him. I didn't want to mess with the up and down and cleaning up messes at 8 or 9 months pregnant, so I just let it go until after the baby was born. He was completely disinterested in it, and I found it easier just to change diapers than change entire outfits and clean up the floor, furniture, etc., so I didn't mess with it. He was 3 1/2 before he got some ninja turtle underwear for Christmas and decided he really wanted to wear them. After that, hardly any accidents EVER. He's been great!
I have no idea what number three will be like! I guess my basic theory has been to let it go until they were physically old enough to control it well and mentally old enough to understand what in the world I was talking about. Then it's just a matter of them deciding that they want to do it and then they do. I know that doesn't help much with the problem of buying two packs of diapers, but it probably won't be long before he'll decide to stop and the double diaper duty will be short. For a while, I had all three in diapers since my 5 year old wore them at night!
One huge thing that has helped with both kids is to let them pick out underwear that they absolutely love and cannot live without. There's a great motivation in that alone. OF course, I did that with my boy a year before he actually was pottytrained and it didn't work at that point. He just had to get old enough to see his friends doing it and understand that he was ready for it.
Hope that helps. L.