Definately more simplistic but so much harder.
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Medieval life was probably more exciting for those ruling elite with power and money. The majority of the populace would be more concerned in surviving from day to day.
Thieves in medieval times were more or less the same as thieves now. They stole whatever they could pawn, use, or eat.
Because they were poor
The richer you were the better clothes you had and the richer you had the more powerful you were
Just as long as many people today. While people in medieval times were more conditioned to walking, it was rare for anyone then to travel more than 25 to 30 miles from where they were born.