I've only ankle carried for the last 10 years or so. I have a Kahr P9 Covert which started out as my BUG. The Covert is no longer made. I like the short grip length and 6 round flush fit mag ( grip is same as PM9 but bbl is 3 1/2" long).
Initially, I bought a Lou Alessi ankle rig but it never seemed to cinch tight enough to be comfortable.
I bought a DeSantis Apache and have used this holster for the past 8 years or so.
The Alessi rig is well made but I needed something for deep concealment with a very secure immovable holster while working in construction.
Alessi holster..
For work, the Apache rested on the top of my boot. For day to day summer carry, the gun also slides down to just above my shoe. I cover the bottom of the holster with my sock if I wear dress shoes.
This mode of carry is less than optimal but is with me more than my belt holstered primary Glock 23. My job has a no gun policy so deep concealment is a must. It is also secure enough to climb ladders all day, crawl into hospital ceilings and building crawl spaces. I have run flat out with no problems and have worn it during a few 16 hour days and hardly know it's there.
The velcro holster has about a 2 year lifespan but at 29 bucks, is the cost of doing business.
It is imperative that if you seriously carry this way that you practice your presentation. While slower than belt presentation, you will be surprised at how quickly you can access the gun WHEN YOU PRACTICE.
It's also better than not having anything. I pocket carry 2 7 round mags without difficulty.