Fives are the midpoint of the Minor Arcana, reminding us that life is often a struggle; that something worth having is worth working for.
Cups are the element of water. Water represents creativity, feelings and love.
The Five of Cups appears in different guises in different decks.
Things have not gone well. You did not get what you wanted and you are disappointed.
The temptation here is to spend a lot of time and energy crying over your losses. Stop. Let go. Not all is lost. You still have much in front of you worth enjoying. Remember all the good in your life and let the pain go.