Ubuntu (in VM, a few months) -> Linux Mint (1 year) -> Archlinux (2 years) -> Ubuntu (1 year) -> Fedora (2 years) -> Linux Mint Debian (3 years) -> Debian (5+ years for now)
I have had a desktop PC and a laptop for a few years now. The laptop had Mint (DE) for 2 years longer.
That should be more or less it, makes about 14 years on GNU/Linux now.