I'm having the same thing here with DS! We've been accidentally TT really. Last Thursday he had an infection on his poor little penis. Swollen and red and so painful for him to wee he was near hysterical. He wouldn't let us put a nappy on him while it was sore and started asking to go to the toilet or use his potty. By Friday the swelling had gone but it was still a bit sore to wee so he would panic when he had o go. Saturday it wasn't painful any more, he was still hesitant and holding it until the last second, but when he was weeing he would smile and say "all better not hurting any more"
So rather than go back to nappies we've just kept on with TT.
He can go all night and then a couple of hours in he morning. He'll ask heaps of times then sit and do nothing. I thought he might still be worried it might hurt, but after reading this thread, maybe it's just him.
I'm getting a little frustrated with all the trips in, undies off, sit on loo then do nothing, only to do it all again a hundred times But hey it's all the fun of a 2 year old I guess