Not super old, but my homebrew 3DS gets a ton of usage. A while back I installed every ROM I could want onto an SD card, which has brought years of entertainment.

My poor N64 has been sitting in a plastic box for like 10 years. Everytime I feel the itch to use it, I fire up an emulator instead. I've thought about getting a CRT TV specifically for party games, but I don't really have the space.