Start with high-confidence street photography books, then narrow by subgenre or adjacent topics.
The Street Photographer's Manual
David Gibson, Matt Stuart
Extraordinary Everyday Photography
Brenda Tharp, Jed Manwaring
Humans
Brandon Stanton
Dear New York
The Ultimate Photography Ideas Book
Digital Camera World, Niall Hampton
Joel Meyerowitz
Bookstores
Horst A. Friedrichs, Stuart Husband
Store Front NYC
James Murray, Karla Murray