I remember playing Red trying to beat the league 20times in a row without turning off the game to try and "unlock" the "car" instead of the bike. Obviously I failed, not sure when I learned it wasn't actually a thing, but I know I just gave up before knowing.
Mashing buttons for captures, but I still do it. It feels so empty if I'm not smashing my DS while the pokemon is being captured. I almost feel like if I press A repeatedly is the same as me keeping my hand on the pokeball so it doesn't burst open lol. Stupid, I know.
I always thought Togepi was the first stage of Aerodactyl, I was surprised when Togepi evolved into Togetic and not Aerodactyl in my gold... although I loved togetic endlessly back then.
I used to capture pokemon and have them represent members of my family and whoever I was crushing on (this was around when ruby and spphire came out and five members of my family and my crush makes six). That was fun and it's something I still do to this day but not nearly as often or strictly.
Back when I was about 6ish I used to play with pokemon toys with this old friend (can't remember his name even lol) but basically his mom used to babysit my sister and I. Everyday I used to steal one of his pokemon toys until he noticed a bunch missing and I had to apologize and give them all back. Well they thought so, because I kept a few and still have them... God I was a bad kid. You can trust me now to play with your pokemon toys and not steal them though, I have morals now
My best friend and I, growing up, used to always get the different versions. In the beginning with silver and gold I used to INSIST that he had to catch ALL the opposite pokemon of mine and we would battle. He always seemed to be into the idea, but I feel bad now remembering making him use a certain pokemon. He was younger than me and as you can see from my above statement, I wasn't the best kid. When I say opposite pokemon I mean like I'd catch Nidoran boy and he'd get the girl and so on. Also I remember not saying this, but I used to get annoyed if he used pokemon that I thought were too cool for him too. Trust me that I am not like this anymore and I have learned from that.
I also specifically remember always thinking fire was super effective against poison. ALWAYS thought Charizard was the perfect counter to Nidoqueen and Nidoking... If whoever I was battling on pokemon stadium chose first, I'd always choose Charizard to counter their nidos, if chosen.