This dream may reflect feelings of vulnerability and fear in your waking life. The intruder represents a sense of invasion or violation, while the shadow symbolizes the unknown or hidden aspects of yourself. The fact that the shadow is male could suggest a fear of masculine energy or power. The sexual encounter with the intruder may represent a desire for intimacy or a need to confront your fears. The mention of the latest man you were dating could indicate a desire for a deeper connection with someone in your waking life. The orgasm in the dream could symbolize a release of tension or a sense of pleasure and satisfaction. The fact that you woke up and fell asleep again could suggest a need to process and integrate these conflicting emotions. Overall, this dream may be a reflection of your inner conflicts and desires, and a reminder to confront and embrace them in order to find balance and fulfillment in your waking life.