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OWB will be more comfortable than IWB.
IWB will not be comfortable if you do not up size your pants or lose weight.
Pocket carry can be difficult unless your pants are all the same in the pockets.
Ankle and Shoulder carry are more of a specialty thing.
start by deciding what gun you want to and CAN carry in all seasons. then decide where you can best access the gun on your body during your normal regular daily activity. you will have a box-o-holsters before you find what works best for you.
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