It really doesn't matter! After you buy any one of these calibers, you are going to want the others also and will eventually buy them too! Always start with a .22, it's the most useful gun you will ever own. It's cheap to feed and easy to learn to shoot well with. The .38 will come in a close second for the same reasons. Everyone should own one of each! I like the .44 spl for a woods gun, but you really should start with the other two. I have a lightweight .38 snub at hand more than anything else. I can hit well with it out to 40 or 50 yards and can stay on a man's chest at 100. When I'm woods walking or bumming around, the .44 gets the nod. But for just plain fun, hunting small game, or target shooting; it's the .22, usually a Bearcat, Single Six, Charter, Smith or H&R 999. You can pick up a .22 in the same frame size as your choice of guns in .38. That is a bonus as both will feel the same. Good shooting! 44 Man