by 
The Curious Bag
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Children in medieval times wore clothing very similar to their parents. For boys, the clothing they wore depended largely on what class they belonged to.
Infants
Infant boys were wrapped in swaddling clothes, very similar to blankets. They also had cloth diapers around their middle, which differed little from today's more modern diapers.
Childhood
During the early stages of childhood, boys would likely wear dresses similar to that of women. Once they became old enough to walk or run, they would wear smaller, simpler versions of clothing worn by adults.
Peasants
Peasant boys wore cinched blouses around their torso, trousers or breeches on their legs, rough shoes on their feet and a cloak or overcoat on cold days.
Nobility
Noble boys would wear an undershirt of comfortable cloth, a tunic to cover their bodies, a sleeveless jacket atop that, stockings on their legs and feet, and a surcoat or overcoat to stay warm on cold days. Their shoes would be made of leather or similar fine material.
Hats
Noble boys would wear hats or similar coverings, which were a sign of rank. Peasant boys wouldn't wear headgear except during cold or wet weather, when they might wear a crude wool cap.
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