My wife makes fun of me, but
1) Film cameras...I have a bunch but mostly use the Olympus Stylus Epic. Get them developed & scanned at Costco for a few dollars. I also have (and use) a phone camera and a DSLR, but film cameras are pocket-able and pictures look great.
2) Records - Mostly it's just for fun, but fuck the haters - my 180 gram jazz LPs sound WAY better than any CD or MP3 and NO it's not psychosomatic.
3) Dreamcast - shit is fun, although the HD re-make of "Jet Set Radio" makes my Dreamcast far less essential.
4) 1950s Yamaha Guitar - not a classic, but the age helps, mostly it's sentimental (my grandmother gave it to me).