Q: "An elderly woman with large glasses and a cream colored shawl sits on a bench against a stone wall." Does this mean that "An elderly Asian woman is sitting outside waiting for the bus."?
A: it is not possible to tell

Q: "A woman in sunglasses in an antique shop." Does this mean that "There are a lot of old objects in the shop"?
A: yes

Q: "Tourist speculating their surrounding at a pier." Does this mean that "Tourists are standing on a pier."?
A: yes

Q: "A man is painting a picture while on the sidewalk of the street." Does this mean that "A man is painting for tips on the street."?
A:
it is not possible to tell