I carry from 1 to all 3 (max rig) of the following.
S&W 442 .38 Spec. in a pocket holster
Beretta Nano 9MM in an Outbags IWB brown leather holster
Sig Sauer P 238 .380 w/ laser in an ankle strap holster
What all of these have in common, they are highly concealable, very reliable, easily available ammo calibers, and I can shoot them very accurately. Very comfortable with carrying any or all of these, depending on the clothing. However, the .38 in the pocket is my most carried, because of the ease of carry. Need a quick run for milk and eggs, just put it in the pocket and go.