The first gun I ever bought? You gotta be kidding? I've bairly got the one I bought last week. I buy and trade 'em all the time.
The first gun I ever got was an Ithaca M-66, 20 ga single-shot. Santa bought it to me when I was about 14. That one is still around as far as I know. The last I heard of it, my son had it. When we split up my ex took it and said she gave it to my son. It wasn't worth fighting about, and I've never asked him about it.
The first one I ever bought for myself, was a Sears-Roebuck double 12. I worked all summer picking tomatoes for $5.00 a day to buy it. My mother ordered it for me from Sears, and the Sears truck delivered it a couple of days later, in those pre GCA-68 days.
First handgun was a Model 19. I kept it a year or so, then got bit by the IPSC bug, so I traded it off for a Colt Government Model.
I don't miss any of them really. I do keep an eye out at gun shows for a Sears double 12. I see a lot of Stevens 311's, but never a Sears gun. I don't know if I'd buy it or not. Thing was terribly muzzle heavy, or seemed that way to me back then.
The closest thing I've got is a Sears 12 pump gun, a rebadged Mossberg 500. I bought that one in 1977 for $99.00 with both the 28" Modified and a 24" smoothbore slug barrel. I've never fired the slug barrel, but with the modified barrel it's killed more than a few deer.