Thanks everyone for the suggestins! It looks like if he really wants his roller back, he is going to have to go to a broken mouth piece. In all honestly, it will probably give him more bend in his movement anyway. He can be stong when I first hitch him up, but settled down to the "old gray mare who ain't what she used to be" - even though he is a gelding - within about 20 minutes. Yes, lunging first would probably shorten how long he is stong, but he is not dangerous, just wants to get out and stretch his legs at a good working trot. His verbal "whoa" if perfect and does not requiring my touching the reins.
I have a rubber training bit that was loaned to me for starting my filly, I will see how he likes it - but I am betting we will end up wit this one... http://www.toklat.com/dyn_prod.php?p=88-25055&k=87332
It will do him good to try somethign new. At 14 he can be a bit set in his ways. Over the years we started with a simple D ring snaffle - that he hated and we had a wreck in. Then we switched to bitless where his turn was great, but standing still SUCKED. And that is when I picked up that simple medium port Kimberwick for $5 including bridle and reins at a garage sale and he loved it. He was even briefly used as a lesson horse for kids in it. And he had WHOA no matter what scary thing jumped out at him.
Shaman at a medieval event in a Dr Cooks bitless bridle.
Well, I no longer use any of the slots, just use it as a D-ring as I dont' need the leverage, not driving - his pasion is to drive. Yes, he is a fine riding horse, but he comes alive when hitched.
I think it is time to change bits, get his his copper roller that he loves so much, and go to a broken mouth piece. I can afford $50 to see how he likes it. It doesn't look like it will have the nut cracker affect on the roof of his mouth like the basic snaffle - which just freaks him out.
So, I wanted to say THANKS to everyone who brought up the ideas!
OH, and to lessen the confusion, we drive in the medium port Kimberwick, and ride in a medium port curb with roller - Western.
I will post pics and ask for opinions on my whole hitch as soon as I get it all together. My shafts are still a bit too close (and being metal can be seperated). I am not going to worry about repainting, just yet. That can wait!