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In the case of prostitutes, however, many of them have pimps who expect them to "earn" so a simple meal may not be enough. We would be willing to pay their usual fee for, say, an hour of their time, but there are some concerns. One is that if police witness the transaction, often handing over cash to someone in that line of work is "enough" (not really, but that's the way some cops see it) for an arrest. Also, if we talk to a great number of street prostitutes, and, by the questions we ask, end up causing many of them to leave that life and pursue their life purpose, we might end up the target of some angry and violent pimps.
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Go to the local policy station to talk about your project beforehand and talk to the policemen.
If you are upfront with them they don't have a reason to interfere with your project.