Step one: Ask someone out on a date. Get rejected.
Step two: Ask again.
The second ask almost never happens because the first rejection feels utterly personal. The person rejecting said “No”, but in your mind he said, “You are unattractive, unworthy, and if you ever ask me this question again I will shame you until the day you die. ”
That’s not what he said; he just said “No”, which might only mean “No, for now.” I’ll bet if you waited a while and asked again you’d get a very different response.
Of course, use your common sense with this strategy, but common sense is rarely the problem when it comes to rejection.