Real hard choices...
The 1911 70-series Combat Commander @.45acp. Barrel and mag set-up to allow .22LR. AND, if it will operate as a drop-in, a 9mmP OR .38 Super barrel. Lived too long in a state where pistol ownership was not encouraged so never again Godwilling shall I be without a good pistol. The Ruger combo revolver in .45acp/.45 Colt would work too, just bulky to carry concealed.
The second weapon presents a problem- need something that can reach out beyond 100 yards, AND something to hunt with.
An old neighbor guy had a beautiful German dreilling he snagged after ww2 in Germany. It was as I recall, two 16 ga barrels with a rifle stacked between and over the double bbls either 8mm or 9.3 Mauser. (memory fails at the details). A weighty hunting weapon but would cover the bases of various game and hunting situations.
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Another second gun (since dreillings are classic and very collectable guns and hard to find) would be an Remington 1100 or 11-87 auto, or an 870 pump with extended mag tube, to use or to change out when hunting regs require.
Being taught originally to shotgun hunt in the deer-woods of Michigan, I saw 870 barrels dedicated to rifle sights (or scope), the barrels having a slow twist rifling to stabilise slugs. Judging by as many I saw, they must work well enuf at least in the closer ranges. Of course, with the extended shell-tube and shorter barrel installed, the trusty Remington makes a useful defensive weapon. I dunno if the Remmie autos can swap barrels and tubes so easily but if so I'd prefer the semi-auto.