1578:

Battle of the Three Kings

When Portuguese king and religious zealot Sebastian decided to subject Morocco to Christian rule, he allied with deposed sultan al-Mutawakkil and landed at Tangier with an army of 20,000 men. Outnumbered by 'Abd al-Malik and his brother Ahmad, the Christians were forced to retreat. While crossing the Wadi al-Makhazin, many of the European force drowned, including Sebastian and al-Mutawakkil. The next morning, the very ill 'Abd al-Malik died, as well, giving rise to the battle's name.

Sebastian's death left Portugal without a king, and the empire came under Spanish control for the next 60 years. Ahmad became the new sultan of Morocco and was known as Ahmad al-Mansur -- Ahmad the Victorious.