The boys in da city or da hood that go up to your car without asking and began cleaning the windows to get money. Can be intimidating and scary though they are ages 7-14.
1. Frank: Hey Mark, could I borrow 10 dollars for lunch today?
Mark: No sorry those damn squeegee boys
guilted me to give them money.
2. Faith: Hey is that Josiah?
Ashley: No! That's just a squeegee boy