SF Cops are pretty laid back with escorts but not so with streetwalkers or foolish johns who go after them.

You're a business man - why don't you do a simple cost benefit analysis of pursuing this, a smart businessman would pass.

I would be careful as San Francisco uses decoys at the corner of Post and Hyde, Sutter and Larkin and these blocks within.  They look real tempting, but they are too good to be true and you have to look out for guys around the lady as those guys are cops who are ready to jump on you once you have made the mistake of making any chit chat with the lady. The cops will twist things around and you are stuck.  Enjoy your trip, though.

You are asking for big LE trouble going after streetwalkers in this city. Try booking a lady that will do role play, some maybe willing to play the role of a streetwalker if they are given advanced notice and told what you want to see. Better for your buddy to get his kicks in the safety of a room.