This is why I just can't give up pocket carrying for any length of time.
In my experience, toting a pistol any other way is just a PITA (in the OP's case, literally!)
And, though for the most part, I can't seem to ween myself off my little Airweight 38, my other regular toter is a Shield with a pocket holster and the smaller 7-rd mag. It's a bit heavier and bulkier, but I find it to still be less cumbersome than anything on a belt, IWB or OWB.