Seeing yourself crying in a dream is obviously not a pleasant experience but as per Islam, its meanings would differ depending upon the situation.
1- According to Ibn Sirin رحمة الله عليه the greatest dream interpreter of Islam, crying so much that there are marks of crying on the face means that he will be taunted by people over his good deeds.
2- According to Ibrahim Karmani رحمة الله عليه crying in a dream means happiness for the dreamer and forgiveness by the Almighty.
3- If the dreamer is crying over his sins, such a dream means that the divine blessings of Allah would remove all his sins.
4- Crying without tears in a dream means that he would repent over his sins.
5- If he is facing trouble and has cried without a voice in a dream it means marriage, happiness, and blessings.
6- According to Jafar Sadiq رحمة الله عليه seeing oneself laughing just after crying in a dream is an indication of his death.