Deer tracker got it right. You aren’t breaking in a baseball glove. It’s designed to hold the weapon securely and most are designed with a weapon retention design to keep the weapon in the holster to avoid accidental falling out, bad guys grabbing it from you,etc. Practice drawing/re-holstering to get yourself better acclimated to the holster. The more you wear/use it, you won’t notice the stiffness after long. Also, remember it’s leather. If you wanted something that was softer/more plyable, nylon gear would have foot the bill better for you.