Okay here goes
1) Remington 700 (.30-06): I just have a thing for Remington bolts, I could have chosen an M1 or M1A or other, but the ability to scope it, it's accuracy, ruggedness, lightness and reliability I think are the most attractive attributes of this choice.
2) Marlin 60: I own this one and a 10/22 and find this one fits me better and is more naturally pointable to me, it just feels better. Although I feel that jams are more easily cleared with the 10/22, it comes down to keeping it clean and the type of ammo used.
3) Remington 870 (12-gauge): I'm not sure which I have owned longer between this and my Marlin 60, but this weapon has just always been there and can be used for just about anything in N.A., from Dove to Griz. It is simple, reliable and rugged, it has been the only shotgun I've ever owned and feel no reason to change to anything else, it just works for me.
4) S&W Model 10: Having never owned a 10, I just think this is the epitome and apex of revolver design. It is not a .357 even though this is a great round I feel that it just doesn't have the overall useability as the .38spl. I have owned .357's before and they are brutally loud, I don't mind the recoil from a substantially sized gun aka GP100, but for overall usefulness, I feel that the .38spl is just easier to use and effective enough for it's intended purpose, especially with today's choices in ammunition.
5) Glock 21: I am ashamed to say that I have bought and sold this make/model pistol more than any other. I find a stupid reason to move on to something else and regret my decision, realizing the error of my ways, trade for it back again, this time (3rd time) is the last. Although I have owned other pistols and Glocks in other calibers, I just feel that this particular pistol is the most intimidating and awesome of what Glock has to offer. 13 rounds of .45acp is an incredible amount of power. Not to say that isn't true with my G23, if it ever comes down to the nitty gritty, I want the biggest bullets going downrange with better accuracy. As for choosing Glock for this category, the Glocks are what I like, they work for me.
6) Ruger Single-Six: There are alot of choices for this category and some may be better, but I recently bought this one, the 50th Anniversary version with 4 5/8" barrel and fixed sights. It's not a tack driver, but it will work for my uses. There is just something about a single action revolver that I can't put a finger on, but there is definitely an allure, and this little revolver fits that bill.