I don't even know where to start on this one.
First and foremost, pocket carry of any gun the size of a j-frame can be difficult for some. Personally, and I'm not a big guy, but regardless of pants I'm wearing, I can't pocket carry a revolver. The gun is uncomfortable and it looks like I've got a j-frame in my pocket due to the thickness of the cylinder. The Kimber is likely bigger than the Ruger you are looking at so that might create a whole additional problem.
As far as the revolver getting caught in your pocket, yes, it is possible due to the hammer spur but I'd guess you could get any gun caught if you work hard enough.
Finally, the Kimber bouncing around in your pocket, or any gun for that matter, should be in a pocket holster if you plan on carrying in that method. Not everyone does, but I certainly think its the safest method to carry a pocket gun.
Before buying a gun for carry, I'd try to rent some of the models I was looking at and test them out. I'd also try to figure out what mode of carry I was going to use. Pocket carry doesn't work for everyone so maybe you might be more a of a IWB or OWB guy. If that's the case, that might open up some other guns to you. If you are intent on pocket carry, maybe some smaller guns might work better for you.
As far as feedback on those specific guns, the LCR gets pretty good reviews. Kimbers can be hit or miss but what specific model were you looking at?