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Mostly realizing that masculinity really is what you make of it. It doesn't need to be aspirational and probably shouldn't be. You are a man regardless of whether you fit anyone's expectations of that or not and the more people you find to become friends with who accept this radical fact the more comfortable you are to express masculinity without boundaries. Being able to be fully real without pretending to like or hate anything because you are "supposed to". Being able to express a full range of emotion without fear and talk about it occasionally. Not being held to a standard of sacrifice of the self for meaningless prizes which hold no lasting value.
Secondly - sometimes comfort is a trap. We seek comfort as a natural instinct and to have it sometimes is a good thing... But to find it and expect to live in it all the time makes your world smaller. Over time you lose the functionality that allows you to make changes and do the things that you need or want to. Pushing out little by little into the uncomfortable slowly expands the space and duration in which you can be functional and comfortable. Doing things you don't like, make you self conscious or put you temporarily in an environment that tires you out is training your mind to be tougher and more resilient. Go without comfort sometimes, treat it as exercise or nessisary medicine. Self-care is one thing but self-coddle will make whatever you tell yourself about not being able to handle things true. It is a sedentary lifestyle of the mind. Find a medium between points of comfort and vistas of discomfort to venture into and you will find less things hold you back, more stories you will have to tell and the more life you will feel like you have lived and the more rewarding your times of comfort become.