>>687412>Onani Master>KumagawaI don't know about non-japanese media and the description of what you want is kinda loose so I might get it wrong but I can give you some similar characters that remind me of those two(though some only remind me because they are absolute madmen), even if some are not protagonists
>VNsTakuji from Subahibi, get past the short yuri shitposting prologue so he appears, get to the next chapter after all and he will be the main focus for most of the VN
The male MC of Fate/Hollow Ataraxia, requires reading Fate/Stay Night first so it might be too much of an investment even if he is an amazing character
A certain blue-haired character in Umineko who takes a long time to appear, not a protagonist so it might not be worth it just for her
Hopeman from Danganronpa 2, not exactly the kind of character you are looking for but I imagine you already know and like him
>mangaTomodachi game is a gambling manga with a kinda edgy MC that might fit the bill, not too sure about this one though
Akagi/One outs also have MCs that fit the description literally but aren't really what you are going for
I don't really know what the western equivalent of that kind of character would be, so a random suggestion is Rosarch from Watchmen, he is a cool lone wolf character only when your fedora is too tight, then you realize he is pretty lame