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You can watch Milk Money (1994) for free on Hoopla.

Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just as well, though, because a mobster named Waltzer is after her, and V realizes the suburbs are the perfect place to hide. But things get a lot more complicated when V falls in love with Tom, a single father who is unaware of her real profession.

Milk Money is a film that explores themes of prostitute, tree house, red-light district. It also touches on stripper and make a match and mob boss.