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As you said everyone journey is unique… well it should be – As in the Arthurian quest each Knight enters the woods where no one else has entered before.
In the task of Individuation often involves coming to terms with our mother/father complexes. Often influenced by our relationships with our parents however the idea is to learn how create healthy boundaries with regards to how we nurture (mother archetype) and discipline (father archetype) ourselves. You might say take on the responsibly of parenting ourselves. Many people are uncomfortable with such exploring as ‘blaming’ ones parents how ever the task involves seeing ones parents as unique individuals who like all people sometimes succeeded and failed. its not about blame but becoming conscious of the lessons learned and the sorting out what you wish to keep and what you need to work on. You appear to have started this process.
Though I was never a ‘player’ I suspect there is much you learned about yourself through them. Perhaps the beginning of defining Love – What Loving and being loved might mean at a deeper level. You use the word crush interchangeable with the word love begging the question where the experiences of a crush a experience of love? How deep did such experiences go?
I would challenge you with the concept of ‘Self Love’. Many people use the words without defining what ‘Self Love’ might look like for them. Perhaps they have a vague imagining of loving oneself might feel like but nothing with regards to what it might look like. What would loving your self look like? How would you know when you got their? If you did Love your self how would that influence your relating to others? What is the connection? Answering these questions and the questions they create will lead to a deeper relationship with the concept of Love.
The statement Love your neighbor as your self was not a command its a statement of fact. We can learn much about ourselves and how we Love ourselves in the ways in which we love others.
We forget that the words we use are not the territory. In your journey time and time again you will be ask to look past the words to what they point to.