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During Elizabethan times, Shakespeare refers to the custom of wearing a leek as an “ancient tradition”, and his character Henry V tells Fluellen that he is wearing a leek “for I am Welsh, you know, good countryman.”

Even earlier than this, entries in the household accounts of the ‘Welsh’ Tudor Kings of England, record payments for leeks worn by the household guards on St. David’s Day.

Earlier still in the fourteenth century, it is known that the feared Welsh archers adopted the green and white colours of the leek for their uniforms, perhaps at the Battle of Crecy.

Earlier than this however, myth and legend begin to intertwine. According to one legend recorded by the English poet Michael Drayton in the early 1600’s, the leek was associated with St. David the Patron Saint of Wales who died in 589 AD. It is possible that the poet made up the story; however it tells how St. David ordered his soldiers to wear the leek on their helmets in a battle against the hated pagan Saxon invaders of Britain. The battle itself is also said to have taken place in a field full of leeks.

http://www.historic-uk.com/HistoryUK/Wales-History/TheLeek.htm

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