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I prefer OWB, but don't have the opportunity so often to OWB, so I carry IWB or Pocket mostly.
IWB is comfortable, with the right holster, and a good gun belt (Do not think that any "good" belt will work, get a Kydex reinforced belt, you will not regret it!)
OWB is more comfortable.
But honestly, starting off, I think IWB is the way to be, until you get past the "Im carry a gun" jitters or "Everyone is staring at my gun" jitters.
Once you can put it on, walk outside, to the stores, etc, and not 'think' about your weapon, then try OWB, until then, I am sure I was not ready and maybe you won't be either.