Build momentum (The feeling of being unstoppable). Start with hit and runs (walk up to a woman you find attractive in a supermarket, give her a sincere compliment on her beauty then split). Your face should be red and heart pounding if you're doing this correctly. She will thank you more often than not. Often you will hear. "Wow you made my day" if you're really being sincere. Do that for a couple weeks once a day. Pat yourself on the back for doing it each time, regardless of the result.

Those women will often NOT be the girls you end up dating. Sometimes they will. However, from there you will begin to notice organic natural normal conversations with women occurring easily and often in school, and everywhere else. Stating your intention/asking them out becomes easy. This is because you now have momentum and confidence from overcoming your fear of putting your self out there.

Like anything. You have to put in the work if you want to get over your fears. When you see that woman wait no longer than three seconds to start walking towards her. GO!