The oldest bass I had, and also my first bass, technically the one I have the longest, was a 1964 Crucianelli Cougar hollowobody. Which is now in parts and used as a donor for other projects. Next is a 1965 Crucianelli Cougar bass (probably an Élite), very near to a restored/modified Dynacord Thin Body Bass which is from around 1967.
Then an Ibanez 2354B (EB3 copy) from the mid seventies.
After that I guess the Hohner B2A FL from the eighties.
Followed by I guess the Höfner Cavern '61 which is one of the first re-issues from the nineties. The Rok Axe USA Performer fretless is also from the nineties.
I guess the Samick SAKB Fretless 5-string has a similar age, maybe a bit younger.
I never planned to have an arsenal and for decades I only had 1 main bass and a spare, often a loan or given as management. But ended up with quite a few after I started buying basses and bass projects after my main bass got stolen.
Probably as some sort of compensation.