There are a couple reasons I prefer IWB to OWB.
Concealment is one. I wear an untucked shirt and having the holster body inside my pants keeps it concealed if a gust of wind blows my shirt tail up or if I have to reach up to a shelf. Also, it seems like IWB pulls the butt of my gun into my body more, so that helps with concealment, too. Of course, that depends on the holster type.
Another reason is that it does feel more secure to me. When I've worn OWB it always felt like my gun was pulling away from my body, even with a good belt and holster. That doesn't happen with IWB.
Obviously, the only way to know if IWB is for you is to try it. Everybody's different with regard to body shape/type and gear, and how they work together.
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