The five of cups is the card of loss in pleasure, or disappointment. In the card, the woman has washed 3 wine glasses, while two remain in the background. She’s washing her hair out in a bowl, while on a back shelf a snow globe and two half-full glasses stand unnoticed. A barred window is over everything.
When you draw this card, it is an invitation to look to see how you are drawing yourself into disappointment. There are two full glasses standing right behind you. You cannot notice them if you are constantly paying attention to your past. Your hair is a record of your experience, your past. If you continue to go over the experiences of the past, of your disappointments, you can’t see what is within your present. It It can feel like you are in a dungeon, and it’s a dungeon that is self created.
The astrological aspects of this card are Pluto in Scorpio. Pluto is the higher octave of Mars, so it’s doing its Plutonian job of regeneration and rebirth by tearing down the old for an entire generation. This is about the way we all allow our memories of past disappointments clutter our lives. Sitting in that and allowing it to transform is more effective than denial, and is, in fact, the only way that the energy of disappointment can be reborn.