Q: "A woman in stockings and short shorts." Does this mean that "A woman wearing clothing."?
A: yes

Q: "A boy and a girl are hanging on the side of a pool, smiling." Does this mean that "The children are on the side of the pool."?
A: yes

Q: "A redheaded young boy in front of a fence holds a fishing pole in one hand and a line with a fish at the end of it in the other." Does this mean that "A boy holds his fishing pole."?
A: yes

Q: "Two men walking in front of a Farmers Market." Does this mean that "Two men are walking in front of a Farmers Market looking for ripe melons."?
A:
it is not possible to tell