I have said this on numerous other threads but I would have to say that my 4" stainless GP-100 is my faviorite handgun. Ironically I own a Model 28 4" (N-Frame), a Model 27 6" (N-Frame), a 686 8 3/8" with scope (L-Frame), a Model 14 8 3/8" (K-Frame), two Model 19s one 4" and one 6" (K-Frames), a .357 Redhawk 5" (?), and have owned a Security Six stainless 4" although I only shot it a couple times. I bought the Security Six from a co-worker who couldn't make her rent and sold it soon afterwards, why, I have no idea now. My most frequent shooting buddy has a Security Six 4" stainless that he loves. He recently bought a 6" 686 and says he much prefers the Security Six. I have shot his Security Six quite a bit and it is a fine revolver. You wouldn't be doing yourself any harm in buying one. I personally love the look of the GP100, I like the size and weight of it. I like the way you can disassemble it. And it fits nicely in a holster designed for the N-Frame Smiths. It is rugged, and accurate. Mine has a great trigger pull especially on double action. My second choice would be the 4" Model 28. This is everything you could ask in a revolver but I think I am prejudiced because I see Smiths as more of a work of art and really baby mine for fear of putting the slightest blemish on one of them, so I never carry one. The action on my model 28 is unbelievable. Smooth as silk. The model 19 is probably all you would ever need, but I like the added strength of the N-Frame or the Ruger GP. Forget the Redhawk, it is way too heavy to enjoy shooting much. I haven't spent too much time with the 686 I bought. I got it, shot it a couple times and sent it away for some custom work so I can't comment on it. For me, the question would be am I going to buy new or used. If I was going the used route, I would see what was out there. If I found a nice Model 28 or 27, I would buy it. If I came across a Security Six, I would consider it. If I was buying new, it would definitely be the GP100 over anything else out there. Obviously I like everything you named, I guess you will have to look and try them out to see what YOU like best.