Savage 220, 20ga single shot - When he was 12, my grandpa bought this gun used with four boxes of shells for $5, and it's been in the family since. Kicks harder than a 12ga, and the single-shot is a PITA, but I'll never get rid of it.
Browning A5 - also been in the family for a long time, my great grandpa bought it new in '39.
Marlin 39A - given to me by my other grandpa, it's a sweet gun and accurate as hell.
Ruger 10/22 - found it at a neighbor's garage sale for a good deal. It's not all that much fun to shoot, and it's had some reliability problems, but I'm too lazy to get rid of it.
Glock 19 - I always promised myself that I'd buy a Glock on my 21st birthday, so I did.
Ruger MarkII - always loved these guns, especially the bull-barrel. Found this one and jumped on it. It's not all that reliable either, but fun as hell to shoot.

Brian