I very clearly remember where I was when I got my gen 1 and 2 games.
I had a Nintendo 64, but no Gameboy for the longest time. I loved the anime, collected the cards, played my friends Pokemon Red/Blue, and played the hell out of Pokemon Snap. Believe it or not, my first personal exposure to the mainline Pokemon games was actually through Pokemon Stadium. I rented both Stadium and Pokemon Blue from Blockbuster over and over and over, to use with the Transfer Pak... that I owned. Don't ask.
It got to the point where I had a reputation at my school for being good at Pokemon. People knew who I was, somehow. So I'd start getting calls, people asking me where to go and how to beat parts of the game. I distinctly remember explaining to someone over the phone how to solve the rock puzzles in Victory Road. That was fun!
Finally, August 2000 rolled around and my uncle bought me a teal Gameboy Color, while my parents bought me Pokemon Red and Stadium. I vividly remember opening these gifts on the front porch of my old house. Magic.
Possibly even better was how I got my hands on gen II. Pokemon Gold and Silver were the first games I ever got hyped for pre-release. My first video game magazine was this issue of EGM:
LOOK AT THAT SHIT. Pokemon Silver and Lugia will be the greatest thing ever made ever. I still have that magazine too, in good condition ^_^
Anywho, I walked into a Toys R Us one day in October... and the game was there. It must have been a week before the official launch, at least. They only had Gold, not Silver. I had to make a tough decision at that point, but I decided that getting the new Pokemon game early was too good an opportunity to pass up. I somehow convinced my dad to buy the game for me (I typically only got games for my birthday or Christmas, everything in between was a rental), and that was one of the greatest moments of my life.
Again, somehow I have vivid memories of this short period in my life. My house league baseball banquet was that night, and NO FUCKING SHIT I was bringing my Gameboy and the new Pokemon game that wasn't even officially out yet. Everyone on my team was crowded around me for the entire night, and word had spread across the hall that I had the new Pokemon. So kids from OTHER TEAMS came to my table to watch me play. Of course, everyone asked me to play, and being the nice guy I was, I actually gave my teammates a try. Hilariously, I was stuck in Goldenrod City because I had no fucking clue how to move this fucker out of the way:
Nobody could figure it out for the entire night. What a great showcase for the new Pokemon game
As the days went on pre-release, I remember getting stuck and calling the Nintendo Power hotline. I think it was Sudowoodo still. Anyways, they couldn't help me! I stumped the fucking Nintendo Power hotline. They told me they didn't know what to do because the game wasn't out yet. The best they could come up with was... check on the Internet for help. Thanks a lot! I found a shitty FAQ with a bunch of Japanese names that my 8 year old mind simply couldn't comprehend. When I told the NP rep that, he just apologized and said to call back when the game was officially out. LOL.
Another memory that stands out from that period was Toronto had a black out for an entire night in 2000. My family, neighbors and friends were scrambling because nothing like that had really happened before. At some point they started playing outside or some shit. I played Pokemon Gold while holding a flashlight between my face and shoulder, aimed at the Gameboy. Damn kids nowadays have it great with their fancy backlights. BACK IN MY DAY YOU HAD TO EARN IT. I was doing those puzzles in the Ruins of Alph.
This music still reminds me of that night.
Good times, good times.