I’ve heard it said that you should ask yourself this question. Is your help helping? If not then it’s enabling.But I think we should ask a different question first. “Why am I helping?”
“And this gospel of the kingdom will be preached in the whole world as a testimony to all nations, and then the end will come.” Matthew 24:14. We are told that we can accomplish this task.
Then when you "help" someone you know that the help you are giving will make a difference. Someone may be trying to take advantage, they may even lie to you. It doesn't matter. The goal is not to get that woman off the street it's to introduce her to Christ's love and salvation.