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Many of the videos I watched when I was young are now deleted from the site, and I doubt any reuploads exist.
Although I never watched of many of them back in the day myself, I have been collecting a list of older/obscure Youtube videos that I've been linked to on imageboards or via the recommendation feed. Even if I don't remember them, I would like to showcase them, on the off chance that others here have seen them before.
Here are some of my favorites I've found so far: