Q: "A black man with green shorts and a black shirt sitting on a concrete slab." Does this mean that "An African American man is sitting on the ground."?
A: yes

Q: "Three men sit on a ledge in front of a wall, one of them is smoking a cigarette." Does this mean that "Two men sit and wait for their smoking friend, who is sitting on a ledge."?
A: it is not possible to tell

Q: "A man and woman wear Mickey Mouse hats." Does this mean that "There are people wearing hats"?
A: yes

Q: "Five people overlook the beautiful town." Does this mean that "The women are viewing the city streets."?
A:
it is not possible to tell