Windows 95 OSR2.1 (with USB support!) -> RedHat 5.1 (from a CD included in a book at the local Barnes and Noble) -> Debian 2.1 (or so? apt was a fucking revelation. RH5.1 was pre-Yum) -> experimented with Gentoo in college for a couple months (doesn’t everyone?) -> Debian -> Ubuntu (maybe around 8.04?) -> (a bunch of cycles between Debian, Elementary and Ubuntu) -> back on Debian now and it feels like home :) (but I have Elementary, Haiku and Ubuntu on some old laptops I play with sometimes)