NTREVENGE - Vol. 2 Ch. 9

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Because that's how this sort of thing actually goes. The crushing monotony of losing time does a LOT to break the spirits of a captive.

Confinement King can 'plan' and do things to the girls that he captures because he has the luxury of a more comprehensive and constantly evolving power to lean on, with no chance of being caught because the girls aren't even in the normal real world anymore when he puts them in his rooms. This MC has to move things along more naturally and slowly to avoid drawing attention to himself.
Glad some people here noticed this kind of stuff. I'd also add that the girls are grouped together in this manga, making it even more difficult to break them. They have each other for support (Minus the bullied girl), and they don't want to embarrass themselves in front of the other girls. It would have been a lot easier on the MC to do them 1on1, but I guess he wanted to break them together. Well, we get to see the group dynamics in this manga vs Confinement King being mostly one on one, so that makes things more interesting imo.

I prefer this over Confinement King so far. Confinement King Spoilers:
In Confinement King when the demon basically solod the policewomen for him in a day, I lost a lot of interest in it. I feel like the demon there kind of oversteps their role and I prefer it if the MC mostly has to figure shit out on their own. I want to see the main character go from a bumbling fool to pretty experienced at breaking characters, not some more instant gratification shit. I don't mind if it takes a while to get to that point. I'm so tired of mangas with zero build up. 90% of the fantasy mangas are: "Here's your godlike powers and harem within 5 chapters" for the MC, lol. It's a nice surprise to find one that is willing to take its time.
 
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It's naturally unreasonable to expect a random high school dude would be good at kidnapping, mentally torturing, and breaking people, but since this is fiction, it could stretch the realism a bit. I mean, there's already a demon and teleportation involved, so why can't the MC show even a little bit of skill and insight? This is like reading a tennis sports manga, where by chapter 9 the MC still can't hit the ball enough to make it fly over the net. There's nothing convincing about how he's proceeding with the girls.

I'm sure the story will later present this all as according to keikaku (keikaku means plan), but it's still a poor decision from the author to make it feel all stupid, inefficient, and incompetent when it's happening.
 

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