I also have had similar dreams about being in high school but in the current time frame of my life now. I had them a lot before starting college, which I'm still in, and still have them from time to time. I don't know what they mean though so sorry I'm not much help there lol.
I also have many dreams about my teeth falling out :/ sometimes they just fall out all nice and neat but most of the time they fall out and are still connected to their root which I pull and pull and pull yet the root just gets longer and longer. Much like the tied scarfs a magician pulls out of their sleeve.
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