I just watched the trailer for 'The Deuce' - looks good and I'll keep it in mind for the future, thanks for bringing it up.
My recommendations regarding sex work would be:
1. American Courtesans: a documentary done by a sex worker and activist
2. Whore's Glory (the theme song 'Whore's glory poem' is brilliant ! ): a documentary showing snippets of lives of sex workers in Thailand, Bangladesh and Mexico; very haunting
3. After Porn Ends (part 1 and 2): a fantastic couple of documentaries.
Have you seen the series 'The Girlfriend experience'?
I managed to go through season 1 and it was utterly depressing