Sid Meier's Pirates is one of my favourite PSP games. A few glitches aside (sometimes you see ships zooming at lightspeed over land), it's probably the best version of the 2004 remake. Every activity in it is short and you can save at anytime, making it perfect for on-the-go gaming.
Another game I really like is Gurumin: A Monstrous Adventure. It's nothing mindblowing, but it is a very, very charming action/RPG.
It's definitely an acquired taste, but WTF can either be very entertaining or the worst thing you have ever played. It's like WarioWare, but if that game had minigames deliberately designed to not be fun.



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