Q: "A boy in his blue t-shirt with a red helmet makes faces to another boy sitting next to him as another boy touches his helmet." Does this mean that "The boy touches his helmet."?
A: yes

Q: "Several motorcycles are parked on one parking space." Does this mean that "A parking space is filled."?
A: yes

Q: "Man on an ATV catching air!" Does this mean that "The man is asleep."?
A: no

Q: "Two older women stand on a sidewalk." Does this mean that "Two older woman stand on a sidewalk waiting for a cab."?
A:
it is not possible to tell