The Five of Cups represents a lack of fulfilment of expected results. You are feeling disappointed that a situation did not turn out as you had planned, and instead of moving on, you are wallowing regret about what has been lost.
The Five of Cups suggests that you are having trouble letting go of the past. To some it would seem as if there is no way out of this situation but the Tarot always shows problems on one hand and solutions on the other.
Forgiveness and the ability to recover after emotional loss are necessary. You might need to re-assess your expectations that caused this disappointment. Maybe you were expecting too much?
Bear in mind that hindsight is much clearer than foresight, and that we gain wisdom from the mistakes of the past. Think about the things that have led you to this moment to understand which are the lessons you can learn. Although much has been lost, there is still hope because some cups are still full and standing in this card.
Instead of looking at the situation from a'half-empty glass‘ perspective, look at it from a'half-full glass' perspective.