I have never used an ankle holster, I wear boots everywhere, so I'm not much help there. Sorry. But I do recommend that you put several rounds through the Millennium before you start trusting it in carry situations. 3 or 4 of us here locally got them in .45 when they first came out and we all had the same problem. Every 15-20 rounds the pistol would dump the clip out on the ground while shooting. With ammo still in it. The magazine release was placed right where a man with regular-to-large size hands just could not help but hit it during recoil. It wasn't just me. We all ended up selling them because it happened to us all. Repeatedly.