R., My son was a "poop artist" too! We had some really messy times when he was training - "paint" on the walls, on his toys, in his hair, ears, you name it! We'd hear him in the monitor at nap and go up to find....Uggghh it was gross. Anyway, I started to freak out and talked to his doctor about it. Apparently, its very common at this age and doesn't mean there's something wrong with your child. It just means that he's curious and likes the way it feels. He did suggest playdough as a new option at playtime (supervised well of course). Anyway, we just would have him go stand in his shower and clean him off good. While cleaning him, we'd talk about how poop is stuff that our bodies don't need. How it is yucky and can make you sick, so we don't play with it. We kept repeating over and over and over that poo poo goes in the potty. Then, we'd have him sit on the potty while we cleaned and disinfected his room (again with the "Mommy doesn't want you to get sick, so we're cleaning up the poo poo" stuff). His bathroom is right across the hall from his room, so he could see my husband or me cleaning it up. Then, back to nap. Eventually, it stopped. The sooner we'd catch him trying, the better is was on us though, so I recommend keeping an eye on him when he's likely to have a BM. Also, my son was/is a nap-time pooper, so we started making sure to have him try before we lay him down - which works wonders as then there is no poop to paint with. He liked to hear the "plop plop" sound in the potty, so that was a little motivation to him also. We'd listen real hard, and giggle and cheer if he did it. To answer your question - yes, I'd say it wouldn't hurt to have him start trying to poop before he has a chance to play in it. My son was 2 1/2 at this time as well and was potty trained completely (night and day) and in underwear within a few weeks of this. If he just doesn't seem ready for potty training, I recommend putting him in a onesie so he has more trouble getting his hands down there and/or diaper off. Best of luck to you and I know you'll have some great stories for the baby book! :)A.