Alex I have had these dreams throughout my life... I have always associated them with anxiety / periods of stress in my life. Teeth as representative of something permanent / irreplaceable, falling out. Also because dentists like inflicting such guilt maybe it represents a feeling of lack of responsibility in some respect. As I dealt with the anxiety, the teeth dreams lessened.
also I was apparently grinding my teeth at night and wore away one of my teeth, so it's possible the subconscious mind takes that jaw pain and interprets it into dreaming.
best wishes to you, I hope it is not stress.
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