How to overcome fear of approaching women?

Being a male virgin at 25, I fear I’ll be faced with incessant rejection. And a bad reputation for asking too many out. I feel like almost every woman I ask out who is even close to my age (21-29) will be repelled by me for this reason alone.

It makes me almost not even want to try dating. But at the same time, you miss 100% of the shots you don’t take. How to overcome my fear and do it anyway? And in today’s society, how should I even go about doing it?

How to overcome fear of approaching women?
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