Dick,
In my opinion, pocket holsters don't need a lot of retention. Sounds like your holster may be too tight.
Carrying the gun in the holster and working it in and out (unloaded, for safety) will help. If you want to expedite the process, you can wrap a layer of plastic around the gun (plastic shopping bag, Saran wrap, etc.), put it in the holster, and let it sit overnight. If that does not loosen it enough, use two layers of plastic and repeat. This will stretch the holster every so slightly.
If that does not work, there are other methods that are more aggressive -- but I would recommend checking with the holster's manufacturer before doing anything else.
FYI -- there are few leather holsters I have purchased that were not a little tight on initial use. This is not a sign of poor craftsmanship in any respect -- just a fact of life.
Also, you way want to practice your drawstroke as well. There are tricks to pushing off the holster with you thumb or ring finger (depending on the holster type) on the draw, and ways to catch the holster on the bottom of your pocket on the draw -- all to facilitate the separation of the gun from the holster.
Good luck!
