WALLYZ
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The starting point is when Issei is already part of their team, that is, Rias already slept naked with Issei like in the anime of the first chapter? I don't know, during that period I guess Isse saw everyone naked and even let them touch her breasts and everything...
I guess the Mercenary Chief must be a Hobbit, because I doubt that with the size of the protagonist he will be able to lift him up in the air hahahaha That's why it's not good to make the protagonist so short because then the later action scenes don't fit and he looks funny when you imagine it. But so far so good... keep reading.
First time I read about a dwarf protagonist, and I hope it's just because of the bad diet and he grows later, because such a short Dragon protagonist DOES NOT give the feeling of being imposing and majestic. Dragons have always been characterized as powerful existences. When I read a novel, I always mentalize the character according to the description and if the protagonist is a dwarf, it would be funny to see him intimidating other people later XD.