Well, I am not exactly certain I have experienced it as much as you have, but there has been a point at which I started to get the feeling everything actually could be a dream. Ofcourse I had already read posts saying that dreams can be extremely vivid, and that the only way to really be sure is to Reality Check, but once the realization of that really kicks in, I do think it will increase your succes in DILD, because the questioning of reality becomes really genuine.
That being said, it is not necessary to experience it to be succesful in Lucid Dreaming, so I wouldn't say that it is a turning point that every LDer has to experience
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