We switched DS to underwear during the day when he turned 2. He does very well with going in the toilet--like 100% of the time we put him there. Also, he will hold his urine for up to 3-4 hours at a time.
However, he still does not request to be put on the toilet. If we didn't offer it to him, he would just hold it for however long and then soil his underwear. It isn't that big of a deal because he only poops every other day. So, our accidents are usually isolated to the pooping.
It is frustrating though. He verbalized perfectly well when he has other requests and comes running to find us when he does have an accident. What can I do to help him "get" that he needs to tell us beforehand and not after?
Also, if you think that he isn't ready for this, I don't think that we can go back to diapers. He doesn't like to wear them and really prefers his Thomas underwear.
Re: STILL pooping & peeing in underwear!
I went through the same thing w/ DD and then one day she got it. I actually credit peer pressure. More of her friends in preschool were becoming big girls and she would tell me their names and express interest in being like them.
Maybe this will help? DD had trouble sitting on the big potty, she only wanted her training potty. I bought a travel, folding potty seat w/ Sesame Street. They make other Disney/Nick character seats. She got so excited to sit on Elmo and Big Bird it made the transition really easy. It was only $10 so if it didn't work, I wasn't stressed.
In conclusion, I say try peer pressure or maybe interest in turning the potty into a new theme w/ a folding seat. It's also great for public restrooms!
https://www.walmart.com/ip/Sesame-Street-Folding-Potty-Seat/15846720
I would do a combination of all of the above. Continue what you're doing, but before you take him, prompt him to say "I need to pee on the potty!" Give him an M&M or whatever, as soon as he does then take him and put him on. I would do that for a week and then wait a little longer to take him to see if he initiates. Hopefully this will help him practice the verbalizing and give him success under the belt using the words and then require less initiation from you.
After he is initiating for pee all the time then withold the candy for getting poop on the potty. Good luck!!
I could have wrote your post myself! I was just thinking about posting something very similar to this. We are in the EXACT same boat. My DS was doing really well, and then he went back to daycare and regressed a bit, and now we are having a lot more accidents. We started PT almost 8 weeks ago.