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Dale Fricke, Tier 1 Concealment and De Santis Super Fly.
 
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  • Tenicor Velo4
  • Bravo Concealment OWB (with DCC clips to make it IWB)
  • Tier 1 Xiphos-V2
 
I've bought a number of Kydex holsters for my handguns over the years. They now occupy a box on the top shelf of my walk-in closet. They're just not comfortable for me. I'm only using leather holsters now. DeSantis and Falco, but I recently bought a couple of leather holsters at a price I couldn't pass up on Amazon for $23 each. 'Blackhawk' brand, says made in Italy.
Amazon.com : BLACKHAWK Leather Compact Askins Brown Holster, Size 28, Right Hand, (S&W MP all models) : Gun Holsters : Sports & Outdoors

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Image on Amazon's site.
Edit: Even though this holster's fitment says S&W M&P and Ruger's "S" series, SR & Security 9, It fits my Sig P322 perfectly. I mean for $23, I bought 2 of these and I'm glad I did!
 
tulter profile plus with sidekick for p365, and pocket locker by vender that now has adjustable retention and I added the the thumbs extension and curve bottom ! but holster and comfort is truly personal opinion this works for me
 
What model and why...

I have Alien Gear Tuck holsters for my P220 \ 226 \229, and Shape Shifter for my P938.
I still have and love my Alien gear holsters, used them all the time. However, the don't have optic cuts. If not running red dots, they are good.
 
Another vote for R Grizzle Town & Country for leather. For kydex I prefer ANR Design.
 
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My utility holsters for carry IWB are from Rounded (Concealment Express).

 
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When I first started, I bought the cheaper ones on Amazon just to have a couple. After some trial and error, I landed on the Crossbreeds. I have 2 Rogue system holsters and one Reckoning holster. I love them both and they have so many adjustments and can be converted to IWB or OWB. They're also the most comfortable holsters I've put on. Highly recommend.
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  • Tenicor Velo4
  • Bravo Concealment OWB (with DCC clips to make it IWB)
  • Tier 1 Xiphos-V2
Huge fan of all things Tenicor. I currently use a Velo4 and a Sagax Lux2 (both for P365 variants). Incredibly well thought out and designed gear. Like most of us, I’ve tried a thousand different holsters over the years and Tenicor is the brand that’s won me over.

I’ll second the DCC clips as well. While they may seem harder to get on and off at first it becomes second nature after awhile and those clips will not break or pop off your belt. Even in a hands on situation.
 
I really like KSG's Lexington holster. I got it for my P320 M17, but, to my delight, it also fits my 229 DA/SA Legion. I use it with a wing, and sometimes a wedge. Depending on the color you order they are made of either Boltaron or Kydex. What I like about it is that it uses the least amount of material to streamline the shape, and there are plenty of options so you can order it the way you want.
 
What model and why...

I have Alien Gear Tuck holsters for my P220 \ 226 \229, and Shape Shifter for my P938.
I also have a Desantis Speed Scabbard, and Alessi Talon for the first three.

Talon is a strong favorite...
Comfortable and conceals well on my 6'4", 185 lb body...
I go with the Vedder holster, IWB and OWB.
 
Definitely Ryan Grizzle. I have two SSR's for IWB carry. Ryan also modified an SSR for OWB by adding a paddle. The paddle has almost unlimited cant, and can be worn under a loose shirt with no printing. It is not shown on his website. I got it as a special order after suggestions from Ryan.
 
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