Pwn Adventure series comes to mind. The games were created for CTF events and are actually intended to be hacked. That is, you cannot complete the quests withou

Pwn Adventure series comes to mind. The games were created for CTF events and are actually intended to be hacked. That is, you cannot complete the quests without resorting to hacking. Made by some of the creators of the Binary Ninja disassembler (at least, I know the third one is). LiveOverflow did a fairly comprehensive video series on it as well. Can't speak firsthand as a player beyond running around in the game world for an hour (nor did I rtfa); just enjoyed watching the video walkthrough. Might be worth watching the first video to see whether it'd be up your alley. He is just exploring around without yet doing any actual hacking.