Why is it easier to give money to someone who probably doesn’t need it than to give it to someone who clearly does?

I’m working on a psychology question and need an explanation and answer to help me learn.

You just watched the same man asking for money while dressed in two different ways.

In brief bullet points, indicate:

1. What different impressions passersby may have had about him based on how he was dressed.
2. How might passersby have interpreted why this man needed money in the two situations. Consider such issues as whether this represents a temporary or long-term need, any concerns about how he might use the money, or any concerns about enabling or rewarding his requests for funds.

A point to consider: Why is it easier to give money to someone who probably doesn’t need it than to give it to someone who clearly does?