The one that I played the most of was Baito Hell 2000 / Work Time Fun. A weird almost Warioware style game, but instead of microgames that you played for 2 seconds, it was a job. Some of them were boring as hell, like capping pens at a pen factory, or sorting male and female chicks, but there was just something about it, where you got into a rhythm and just went. I could go for hours, capping pens while watching something on the TV I didn’t need to pay too much attention to, or retrieving golf balls, or some other weird mini game.
I still have my PSP, and I’ll still pull it out from time to time, just to play this game.
Came here to say this. Plus I would imagine a 5 year old would really enjoy the plot, the characters, and how great the world looks.