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I first heard about GOG shortly after the beta started in 2008. Still took me two years and a controversial publicity stunt to actually sign up. My first purchase was Duke Nukem 3D.
From some Gamespot friends back in 2009 and I decided to join and here I am some 502 games later. Time flies when you are having fun!
I found about GOG on the AoE II forums on Steam. So, I decided to check it out. I was quite pleased to find digital copies of games I had on disk, but could no longer play. My first purchase was Pharaoh, Empire Earth, and Roller Coaster Tycoon. Little did I know that would turn out to be the first of many purchases.
I don't remember exactly how it happened, but I have a weird affinity for old DOS games and GOG came up a lot in searches for them, sometime around 2010. At first I thought they were crazy for trying to actually sell these old games, but eventually I made an account so I can feel good about legally buying them. The convenience and all the goodies that come with them here are nice perks, too.
I remember hearing about gog for the first time a few years ago when I was trying to make The Longest Journey work on windows 7 and read that that was the only version that could work on this os. A few days later, I saw that game on a weekend sale, so I tried and bought it. And it was true, it worked (even if it still had some problems). I bought a few more games, but a year later, when I couldn't connect to the internet for more than 3 months and saw I couldn't play my steam games, that's when I made the choice to never buy more there and only here (or any other DRM-free store). I even cracked some of my installed steam games after that just so I didn't have to connect through their damn client anymore.
Giant howler monkey ninjas from space were taking shelter from mongoose pirates in my shed. They took over my mind and made me buy games here.

Seriously though I had been hearing about it here and there, in part on the Escapist forums, in part on some videos by various gaming personalities.
Then someone mentioned them giving Fallout away for free, and hey, free game I had wanted to play for a while?