The Five of Cups often appears when a situation hasn’t turned out the way you expected, and you are sad, regretful, and disappointed. All you can focus on is what went wrong and how you failed. The Five of Cups suggests you’re stuck in the past and can’t let go. Old wounds and bitter memories flood your mind as you think about what happened. These negative emotions are holding you back from your fullest potential, so be honest, talk about what is bothering you so you can release those feelings and move on to create positive change.