richard scarry's busytown, one of those edutainment minigame collections... my parents had this thing about technology so for a long time the only screen we had in the house was this old PC, but mum found this game at a garage sale and i suppose went 'oh hey richard scarry popular children's author i guess i'll let my kids play this' - we were also allowed to play minesweeper and space cadet sometimes
i think sometime after that some close family friends let their kids play club penguin, so my sibling and i were allowed to as well (for 15 minutes each, on sunday afternoons, with semi-rural 20XX australian internet speeds... uphill both ways in the snow)
although if we're talking 'actual singleplayer games', i think it would've been the portal series, they're the reason i was allowed a steam account in my early-ish teens... or maybe minecraft? i forget which came first
