Medieval Invention
Many reasons have been given for the invention of the cestui que use as a legal device. During the Crusades, and other wars on the Continent, landowners might be gone for long periods of time. Others might be absent because of business adventures or religious pilgrimages. There was no assurance they would ever return home. The cestui que use allowed them to leave a trusted friend or relative with the sort of powers, discretions and they hoped, the duties. Today, this power would be called the "power of attorney". Religious orders such as Franciscans, Cistercians, Benedictines and other mendicant orders took vows of poverty, yet retained the use of donated property. Cestui que use allowed them the benefits of land without legal ownership.
Besides the obvious limitations placed on cestui que by the Statute of Mortmain, Statute of Uses and the Statute of Wills, its legality was shaped indirectly by provisions within the Magna Carta and Quia Emptores.
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