I carry a couple of different guns as well between pocket carry ( Ruger LCP ) and OWB (Walther PPS or a S&W 637).
The LCP is always in the same place, my left front pocket. The OWB carry is always on my left hand side at 8 o'clock in the same style Galco high rise holster.
In my opinion, so long as I'm familiar with the guns, and they essentially operate in the same manner (no safety), I'm comfortable with different guns and carry methods.
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