Thanks for all the suggestions, I'm reading them all and waiting for one to click. Some feedback:
> 1911: Didn't really care for its accuracy in the military.
> .22 for practice: I have a Ruger Mark II for handgun practice and a Winchester 9422 for rifle.
> Hunting handgun: I use my Old Model Blackhawk in 45 Colt handloaded with 300 grain JSP's.
> Pocket rocket/LCP: I've only fired a little 380 once, years ago, and it was the most miserable little barker I ever popped a cap on. Now, the LCP maybe wonderful but that experience has soured me on mouseguns.
> Rifle: Yes, I posted in the handguns section but it could be a rifle.
> Bofors: What, an antiaircraft gun? Upon consideration, I'd rather have a ZSU 23-4, but the care and feeding would get spendy.
> 44 mag/500: I've fired a number of 44's over the years and didn't care for the recoil. I recently fired a cylinder-full of a friend's 500 S&W, then handed it back and declined the offer of more.
> 357 Mag: Got one, a Ruger Security Six that was my first handgun purchase. It's kept in the ready service locker in the bedroom.
> A classic: Now that's intriguing because it offers up a whole world of possibilities. A pair of SAA's would be wonderful, but hard to justify given my existing pair of clones.
Right now the two nominees are either an HK USPc in 40 to match my duty weapon and free up some practice options, or an 1861 Springfield repro because we went to a Civil War reenactment recently and they sure looked like fun.