Q: "a woman with a gray shirt and blue jeans sitting by the water" Does this mean that "The woman has a gray shirt"?
A: yes

Q: "A man in red pants surfs in the ocean while seagulls fly above." Does this mean that "A surfer catches a 20 foot wave."?
A: it is not possible to tell

Q: "A man sits in a white room amongst various scientific-looking machinery." Does this mean that "A man is jogging in the park."?
A: no

Q: "A man is putting in an order at the kitchen of a restaurant." Does this mean that "A man is at a restaurant."?
A:
yes