xman,
I've not used my Supertuck for that type of carry. I've been told that the Quickclip is the more viable Crossbreed platform for SOB and cross-draw carry as it's not as wide and is a differently shaped piece of leather. In my opinion, the Supertuck is the better of the two and should give you a bit more versatility, but the Quickclip has its place with folks as well. The previous poster said it right, it depends on what you're carrying as that will dramatically impact your comfort level.
That said, I sympathize with you. I started as a SOB. (insert your favorite joke here) I was quickly desuaded once a Columbus, Ga police officer gave me a crash-course on why I shouldn't SOB with a Glock 30. It was impossible to get to seated in my vehicle and it hurt like nobody's business if I fell on it, not to mention the huge "clank" when I sat down most times. But, it suited my needs so I stayed with it.
So, no matter what anyone tells you on the matter if it suits your particular needs, do what you must. Every type of carry fills a need-type or it wouldn't exist. Some present time delays, some make us fixed targets, and some are flat out dangerous. I teach holster issues in a CCW class for Missouri and the SOB isn't one of the examples, but it falls within the time delay portion. I do stress that if it fits the needs of the student, do what you must, but you must train on what you do or you've set yourself up for failure.