Regarding Takeshi no Chousenjou, or however you write it in in romaji, I think the reason why the game turned out like that is bit different. I dont think Takeshi ever hated video games, especially how Takeshi's Castle is a bit like videogame and it even has its own proper
videogame adaptation. There's also a third Famicom title under his name, which is a boardgame. Both are humorous, but neither have unreasonable stuff like in Takeshi no Chousenjou.
The fact that Takeshi was drunk during the creative meeting is the real reason why the game turned out like this. Since he's big celebrity (seriously, check out this guys
wikipedia page. He's done it all) and Japanese are big on respect, they just wrote down everything he suggested and tried to implement them in the game.
And what its worth, there's a huge cult following for this game and its really unique for its time. In what other 80's Nintendo game you could punch your own boss, get a divorce from your wife and you had to sing karaoke in order to progress?
And finally, Japanese had games more awful than that. Like Bird Week and Bokosuka Wars