The Knight of Cups is one of the court cards that I feel a connection to. This connection may lay somewhat in my past, but this card still holds a resonance for me.
The Knight in the card reminds me of the Grail legends, of one of King Arthur's Knights. He has an air of chivalry and romance about him, dressed in armour of old bearing a chalice before him.
In the legends, each of the Knights of the round table was charged with seeking the Holy Grail and returning to King Arthur's court at Camelot. Now depending on which legend you read, several of the Knights were successful in their quest to retrieve the Grail. These are typically Galahad, Percival and Gawain (although Bors was accounted to have witnessed it).
Regardless, the idea of the virtuous knight on a holy quest is what resonates with this card and the figure therein. When I was younger, this archetype held a great deal of resonance. I am not sure if many boys still imagine themselves to be goodly knights, but it was the ideal that I looked up to.
The idea of chivalry and good conduct, of virtue and honour was something I felt very deeply. I loved the stories and for me they represented the paragon of the male ideal. Someone strong, brave and powerful, but only willing to apply that to a virtuous cause.
The knight in the card is astride a white charger, a symbol of innocence and virtue and he pauses before a river. The water shows that this is a sensitive individual, one given to dreaming of white knights and princesses...an idealist. The fishes on his tabard relate to dreams and this individual has a very active dream life, which he wears proudly.
One element to note is that the knight has no weapons and rides only bearing the cup of his emotions. He rides for love alone and that he believes is all he needs. He is no cynic and he wears his heart on his sleeve, ready to trust and even to lay down his life for another if necessary. The wings upon his armour relate to the element of air and thus to intellect. While he may carry no sword, he is armoured as he understands that the world may not be able to live up to his ideals.
The chalice itself is a holy vessel and relates to the sacred feminine. The quest for the holy grail was nothing other than a quest to find completion for the male aspect in ascendance. The attainment of the Grail was a symbol of the integration of the sacred feminine. As a result this character is in touch with his female side and while others may feel this makes him weak, it actually makes him whole.
He is still a young knight though and this card relates more to the story of Percival the first time he finds the grail. In this tale, the young knight Percival is tasked by the dying king to find the grail so that he can restore the land that has been blighted. At the beginning of his journey the young knight finds the grail at a castle, but doesn't recognise it for its holiness and as a result is unable to obtain it. Once he leaves the castle, it promptly vanishes and the knight realises his error. The rest of the tale is of his quest to find his way back to the castle and retrieve it having many adventures along the way. He does succeed in the end and manages to return the land to virility and fullness, but only after a stretch of long arduous years.
The knight has not reached maturity yet and although his ideals are true, they are untested in the world. The grail legends are actually an initiatory journey for the masculine spirit of the west, mirroring the journey each man needs to pass through before he can become whole. Many men never even begin their quest for understanding, a great deal are lost after achieving their initial goal and cannot bear to think they had the answer in their hands, but some do find wholeness and this is the path they take. These stories hold many keys to understanding the archetypal trials that every man must face in order to find wholeness. There are also such stories for women such as Beauty and the Beast and Cinderella which continue to live on and inspire.
For me the card brings back my idealistic past, of how I believed the world could won through love alone. That one only needed high ideals and great moral fortitude in order to change the world. That part of me still lives on, but he is wiser now and has faced a great number of trials. Maybe at some point I will still be able to deliver the grail to the king and bring back vitality to the land.
It is easy to become jaded, to be a cynic, to see life as nothing but dry and desiccated. These are the lost ones on the road, who have given up their quest and wait for be proven right as they are swallowed by their own empty oblivions. I still believe in magic and in hope, for without belief in these then there is no chance we will ever find them in our lives.
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