Vampire: The Masquerade: Bloodlines
I added Redemption to my first purchase on GOG (for Divine Divinity), because at the time I thought it was silly to charge a credit card for only $6 (a bunch of bundles and $1 purchases later and I'm ok with that now). Anyway, it is also still in my backlog, so I haven't actively looked for Bloodlines.
I may start with newer games, but I was also actually thinking of going through the Ultima series in the not too distant future. I'm not sure I'll be able to handle the graphics/UI in the early ones, though. I still have a folder with the manual and a couple world maps and walkthroughs I printed off for the complete Ultima VII re-release that I got in 1995. I also have the retail version of 8 (thankfully from a bargain bin), but after a lot of tweaking to get the sound and a couple other things working properly, I didn't get very far in the game. From a video review, I think 9 may be so bad that it is good.
