So it took until the following spring, but I finally started carrying my pocket gun. The funny thing is, it's not a pocket gun. I'm carrying it at 4 o'clock, like my other carry guns.
I just didn't see a feasible way to get around the difficulty of drawing from a pocket, from a seated position, especially in a car. Then again, I can still carry it in my pocket, as a back-up gun. For summer, though, it's going to be my main gun.