We will monetize through product sales, stylists booking/referrals like you mentioned and native ads targeted at specific hair types within the black hair-care community.
With regards to your second question, the closest to her natural hair is the 1st pic (Nov 2016). Hers will be much shorter and will have to be straightened to look like this. It's surprising that none of the styles show her own hair.
I would avoid trying to charge for bookings. You will be the victim of Disintermediation because the stylist will tell give the client their number and say to not use trees to book.
I would suggest charging stylist to attached their searchable ___location and phone numbers to picture of hair styles. In other words charge them for advertising.
With regards to your second question, the closest to her natural hair is the 1st pic (Nov 2016). Hers will be much shorter and will have to be straightened to look like this. It's surprising that none of the styles show her own hair.