I had the same problem, and am still iffy on my saddle. It seems to fit best of any so far, and I have tried on tons. It's an Aussie. Ok, a pricey Flex tree and Tucker seemed to fit well. Have you tried an Aussie? The kind with the English style padding, not the fleece? Have you tried any Flex trees? You have to be careful bc a cheap one probably won't work well. When researching, I found that treeless are expensive and I am not sold. I read that your weight does not get distributed with no tree, so all your weight in one spot causes back pain. But I have never tried one. I also read not so good things about Flex trees, so who knows. Have you tried English saddles? And have you taken him to a tack store where the owner actually knows how to fit saddles? Or possibly look for a saddle fitting clinic nearby. I understand your pain, bc I am still not sure about my saddle. She does not seem sore, but she's not wet all over where I think she should be. If you have big bucks to spend you can have one custom made. You really are not going to be able to buy one unless he tries it one, or you do proper tracings of him for a saddle company.