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How do you force yourself to cross barriers?

It can be taking forever to do a certain task, approaching a girl or whatever barrier that you need to cross.

In my case, I take forever to start something that is new to me. I am a perfectionist and I procrastinate a lot. I need to figure out how to stop wasting time and cross barriers right away.

Please share your thoughts :)
How do you force yourself to cross barriers?
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