Hard to say
Playing World of Warcraft with my now deceased father is probably number 1, alongside watching him play Pokemon Colosseum, which I played later when I was older and was the very first video game I played.
First pic is my happiest, most recent video game memory. I wish I could add more screenshots, but I got so burned out on Pokemon that I cannot bring myself to play it right now.
Vanilla WoW Hardcore was really fun up until level 40 because level 40-50 leveling is so boring. I never had my adrenaline spike so high when playing vidya. I got a tank killed because I am a nigger who loves to buff people before we pull bosses. Random people would whisper me about my name, Transwoman, which was funny. I got to level 60, then logged off forever. Last time I paid Blizzard to play WoW.
Oh, wait, you said happiest, not most satisfying. I honestly dunno, happiness is overrated. I want adversity and suffering mixed in with joy. Probably the happiest was playing Monster Hunter 4 Ultimate with my best friend in high school. We both went to a collegiate high school, so we had a lot of downtime between classes. As the niggers we were, we completely took over the break room; everyone who also wanted to use it had to listen to us yell about Monster Hunter and racist jokes(I named my Palico Hitler so I would always say thanks, Hitler, when he healed me.) Surprised I never got in trouble for that.
I also hosted a Smash 4 tournament for my high school, which was pretty fun. I won lmao
Uh uh, trying to think of something else, let me type nigger here while I am thinking nigger nigger nigger nigger
Should I check this message for typos? No, I am sure I made no mistakes.
Oh, I got something, when I played FF14, I tanked and told everyone in my group that I would not pull any packs unless they all took off their shirt. Well, one time someone refused to obey my demands, so I called him a bich(exact spelling). Two days later, I was walking around that seaport city and I am suddenly teleported to a small dark dungeon. In front of me was a janny in menacing black robes telling me how unwholesome I was for cursing at another player. I told him I was going to be a good boy, and he let me go. I felt like such a little troublemaker; it just encouraged me to be more of a shithead in that game.
Speaking of which, there is a private WoW server called Ascension WoW, and they host temporary beta servers. I joined one of these for CoA, and after I hit level cap, I decided to troll the random dungeon finder. There were so few players that if you queued tank or healer, you would instantly find a group, so what I would do was queue tank/healer and then instantly leave the queue, and then join again and then leave again. This caused all the players to rage at me in world chat, though no one knew who I was, so they could not report me. I would log on in the middle of the night sometimes just to make them feel like my trolling could happen at any time. This made me joker laugh so hard.
Alright, I caved. I am going to check this for typos, but I will not make my post more coherent.
Cannot think of more, so I will end it.