The skin I saw most often back in the day had some dumb non-rectangular shape with a "texture" on it and the controls scattered all over the place. Right in line with the "skinning" fad of the early 2000s, which defeated the intuitiveness of GUIs and decades of their evolution.
Then came the even-dumber "transparent-UI" fad.
Fortunately both those died. Oh but wait: Here comes Apple, exhuming one of them in 2025! But Apple has always hated customization, so they probably won't be resurrecting "skins" too.
Wow, have times changed. I look at this screenshot now: https://raw.githubusercontent.com/mgreenwood1001/winamp/refs...
and think about how usable this looks. Buttons are demarcated clearly. The scrub bar is big enough to grab. Everything is legible.
UI sucks now.
Meanwhile... seeing the lyrics in that shot makes me wonder if WinAmp supports karaoke playback...
I guess the original did through plug-ins. Hm, maybe I'll take a shot at adding it to this one.