The Witcher 2 in August 2013.
From there on, things got "a bit" out of hand. I bought most of the games I own here in the first two years since joining.

Dec 30, 2018
74.49 (PAID WITH iDeal)
X4: Foundations Collector's Edition

Freespace 2 when i registered back in 2008. Followed by Fallout 1 & 2

My first GOG games are "Saints Row 2" and "BIT.TRIP Runner", but i got them for free as part of GOG Connect. The first time i bought anything i had two games in my cart i bought at once: "Street Fighter Alpha 2" and "Vampire: The Masquerade - Redemption"

Fallout Classic (Interplay) and Fallout (Bethesda) are both equally *inferior and incomplete* with latest official patch (US version with no violence against kids) and HD mod (720p resolution) applied, so...

Not the first game I'd gotten from GOG, but the first game I bought on GOG...

... The Witcher 2: Assassins of Kings Enhanced Edition in 2013

I came here to buy a replacement for my deeply scratched Baldur's Gate disk. I ended up buying 19 games (21 if you count bundles). BG1-2, Icewind Dale 1-2, Temple of Elemental Evil, MM8, HoMM5, Gothic 1-3 (bleh), Starflight (meh), Anachronox (yuck), Jagged Alliance 2, Disciples 1-2, Sacred Gold, King's Bounty TL, Age of Wonders 2 + SM.

I already owned BG1-2, Icewind Dale and Disciples 1 on disk (this was before all my physical media burned i a fire), but without the expansion packs.

Looks like my first bought game was Septerra Core: Legacy of the Creator on July 16, 2011. Quickly followed 3 days later by The Longest Journey.

..Now for the first game I bought here that I've actually fully completed ...Well that would be my Oct 29, 2011 purchase of Realms of the Haunting.

Freespace 2 and it was... 13 years ago. Right after the service launched. :)

Settlers 2: 10th Anniversary. As an avid Settlers fan (putting it mildly), from way back to the Amiga days, since playing the first Settlers on that system. Then the Settlers 2 Gold on PC. So when first finding GoG, and noticing they were having a sale, and that an enhanced version of my favourite game was a thing, I jumped at the chance at owning it for such a low price. Man!, was that an anticlimax. So it was back to playing the original 2 gold that I knew and enjoyed... :D

The 4 Unreal games to test waters about how GOG worked (The DRM free thing, payment processing, download speed, offline installers, library, etc)

Total Annihilation: Kingdoms. I had played a little of the original campaign way back in the day and I wanted to see if playing through all of it would be fun. Suffice to say, I still have PTSD from some of the harder missions, and I have it un-installed because I don't currently want to torture myself with the expansion campaign.

ORDER #2UTUB3UYC7M
Aug 3, 2011
5.99

Betrayal at Krondor Pack

That's so cool i have the CD of Betrayal at krondor (so i have the music with it)
that's one of those games you alwas remember no matter how old you are.

Sept 12th, 2008:
Fallout 1 (Classic) - $5.99
Lionheart RPG - Free (with purchase of a game).