Q: "A red-haired woman sitting having her caricature drawn by a man." Does this mean that "A woman has paid a man to draw a picture for her."?
A: it is not possible to tell

Q: "A man casually sits on a chair and talks on the cellphone as there is a bus in the background." Does this mean that "The man is walking toward the bus."?
A: no

Q: "A snowboarder in green pants and a white jacket is jumping high in the air." Does this mean that "a snowboarder jumps into the air"?
A: yes

Q: "Two people walk past each other and both are wearing coats." Does this mean that "These coats are red."?
A:
it is not possible to tell