The closest "tweener" pistol I have is a Kahr PM9. With a pocket holster in jeans or in a jacket pocket, it works fine. But even it looks like a brick sitting in the front pocket of a pair of wool dress slacks.
Over the past two years I've come to settle on a Seecamp .32. It's tiny, all-steel, built like a tank, weighs about 11 ounces, and disappears in anything. It's generally always in my front pocket, whether I have a primary gun on my hip or not. But it's on the pricey side of mouse guns.
Unfortunately my FBA (Firearm Budgetary Allocation
) is used up for the year, or I'd go out and buy a Ruger LCR as a Christmas present to myself. I don't think I'd ever use it for front-pocket carry, but when the weather is cool enough for a jacket (other than suit/sport coat) I think it would be superb. The big advantage of a shrouded snubby in a coat pocket is that you can shoot away while still inside the pocket and not have to worry about clothing getting caught in the slide a rendering a pistol into a single-shot affair. And I've really liked what I've read about the LCR.My only real suggestion is, if you can get a chance to try a pocket gun that's in the running before you buy, wear the type of pants that are common for you and that you want to carry in regularly, then see if the dealer (or a friend) will let you drop the gun into your pocket, walk around a bit, sit down, etc. I don't consider pocket guns to be a primary carry for me, so two of my greatest concerns are concealability and comfort. My primary carries are .45 (mostly) or .40 (just want to point that out for the purists who might say my .32 Seecamp is underpowered).