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HankB wrote:5. For sentimental reasons, the Ithaca 1911 my father carried during WWII.

I've got that one too.... an Ithaca 1911 carried by my dad in WW2.

WildBill wrote:Having only five guns is not fair.

I like to think that I already own them.
If I had to sell everything and keep five it would be:

Colt Detective Special DS-II
Colt Python .357 Mag
High Standard Supermatic Trophy .22LR
Browning Lightning O/U 12 Gauge
Remington 700 in .308Win

See, that's my approach too. There are guns that I don't already own that I would like to own some day, but all the guns I lusted for, I already own. My list of 5 keepers if I had to get rid of everything else:

1. Remington 700 VSF .308 for long range work with authority, and taking all manner of north American game.
2. AR15 Carbine for HD/CQB/small game hunting
3. Ruger 22/45 4-1/2" Stainless Hunter for plinking/pest control/small game hunting
4. 5" Model 29 Classic .44 Magnum for....well....just because everybody needs a big bore kick-butt revolver that will put a hurtin' on nearly everything
5. 5" 1911 Springfield because no 5 gun list is complete without a 5" 1911 (considering commonality and availability of parts) and because .45 ACP makes me smile.

If I could add a sixth, it would be my scandium .357 snubbie because my list is missing a deep concealment pistol. If I could add a seventh, it would be either a Remington or Mossberg pump action 12 gauge because there's a lot to be said for double ought boo-yeah. If I could add one more, it would be a black powder smoke pole of some sort because if reduced to it, you can always make your own gunpowder and pour your own bullets. My son has a pump gun, but I don't. Neither of us owns a black powder rifle.