We do this with my kids, but really it's only a side effect of my love of archaic technology and isn't really forced.
My boys have their own walk-man cassette players, and I've made a bunch of mix tapes both for them and myself to play in the car.
My daughter had my ancient JVC receiver that I got from my parents as a stereo - handed down to one her brothers.
We pick out DVDs, VHS and Laser discs to watch sometimes, sometimes on old CRT TVs as well.
I have all my game consoles in good working order so there's a ton of options for stuff to play that isn't cutting edge.
My daughter loves that there is a CD player in her car, so she learned how to burn mix CDs.
This is all alongside modern tech so they get a good mix. Hopefully it gives them a bit of perspective.