Have you ever properly / consciously considered the reason why routes seem shorter the more you travel them. When we first travel a route, our brain computer is processing, logging and downloading both physical landmarks, olfactory & auditory data, and metaphysical elements such as our position in time / space along the route. Due to the stimulation of processing, logging and downloading this very large amount of data for the first time, the initial travel of the route is a high-latency / very conscious experience. On subsequent travels on this route, you are basically streaming with extremely low-latency because you have already downloaded / cached the heavy objects.
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