PS1 - Third year of elementary school, Christmas: Playstation with World Cup 98, from other relatives I received Mickey Mania and Resident Evil. I was overjoyed.
PS2 - Second year of middle school: I got Red Card Soccer (a friend of mine had it and I don't know why I just HAD TO BUY IT). Other games in the beginning: Star Wars Racer Revenge, Eve of Exinction, Worms Blast, Zone of the Enders (and I got HOOKED).
PSP - First year of High School, with Wipeout Pure and shortly after Bleach Heat The Soul. I LOVED this system.
PS3 - Launch Day, third year of high school: Ridge Racer and Genji were my launch games, with Gundam Target in Sight coming in may.
PS Vita - Japan Launch, University: Power Smash 4 (Virtua Tennis) and Uncharted. One of my favorite consoles ever.
PS4 - Launch Day, University: Killzone Shadow Fall and Assassin's Creed: Black Flag. Not very impressed.
PS5 - Preordered Spider-Man Miles Morales