Old stuff I've tried to resist buying -- stuff that was considered very good but more expensive than I could afford back then. As time passed, I got richer and those pieces got older and more buyable on the used market.
Gave in a few times; got me a Nakamichi Dragon cassette deck and a McIntosh MR78 tuner for my music room. And for a bedroom system an SAE 8000 tuner and a Carver M-500t amp.
When to stop? Either when I run out of rooms or money.