i waited until mine were VERY ready (articulate enough to tell me, 2 3/4 years old, interested, etc). i tried training pants, and all of that, but they didn't work. what did work was when we just bought some panties that they liked, let them choose which to wear, and put them on, with a quick explanation of what to do when they have to go. they loved the panties, and after a few accidents spread out over a week or so, they just got the hang of it. they still wore diapers at night for a month or so, but one night, we didn't have any for them, so we gave it a shot, and no accidents! we were very laid back about the whole thing, and so were they (well, they were excited about their accomplishments, but not obsessed!). honestly, it was really easy, and i think it was because we waited until they were older.