I ride in a kilt once a week and use a western saddle. The saddle is well padded. The only problem I find is remembering to pull the apron to you when mounting. I have found it to be more comfortable without the pants. My riding is for pleasure and I don't do a lot of Light Brigade charges, but with the apron tucked between your legs a brisk pace isn't much of a problem. They do indeed make saddles for Clydesdales and I've heard they are a smooth ride similar to the smooth gate of a T. Walker. I've never had the chance to ride a Clydesdale. I did ride a Percheron once bareback and they are a little wider in the chest than Clydesdales. I would still recommend a saddled Clyde unless you have a very mellow horse or experience.