Two of my oldest screenshots
 

From 1999 or maybe early 2000. They're ancient artifacts.

https://i.imgur.com/zejZs0K.jpg

https://i.imgur.com/vhBOjXk.jpg

Oh damn I remember that bug. Nice flashback.

P cool. Alkabors 2

Look at the auctions in gfay for shiny brass halberd and executioner hood. They were a big deal back then. EC tunnel wasn't really a thing yet

shiny brass is my favorite weapon in classic as i had it on 3 characters 1 of which i got it myself :p

next is mino axes

either of those would take any melee into the 20's ez

i even got a pvp kill with a shiny brass and a tarnished halbered in my belts on original RZ (I did sorta gank the guy with HT after he killed his lioness tho)

Nice! Sigh I miss those old sky graphics so bad.

These are the oldest ones I could find that I still have. Late 2000ish on Povar, no velious yet:

https://i.imgur.com/a75Doxx.jpg

https://i.imgur.com/HPHE95G.jpg

https://i.imgur.com/NW9lfUx.jpg

These are beautiful screenshots.

Can't be from 1999 if they don't have the original UI, no?

The transparent UI existed during classic with more limitations. The Freeport picture shows an earlier iteration, when the windows couldn't be moved. You can see the grab handles in the corners on the GFay picture. Those were added in late Sep. 2000. And 10 hot buttons came in Nov. 2000.

Why is a single groupmates name yellow in some pics?Are they leader? Is this a feature that needs adding to the p1999 green ui?

Honestly I don't remember, I would assume it indicates leader but in one shot there's no yellow name (in the unfull group one).

And yeah, I think it's a common misconception that original classic only had the tiny boxed-in graphical UI; you could always press f10 to toggle to the fullscreen with line boxes view, it was just extremely limited but felt much less claustrophobic.

However given the hardware of the time, I do remember the framerate being a lot better in the tiny version, cause it had less to redraw each frame.