Q: "A man locking his bicycle to a metal pole." Does this mean that "A person making sure no one steals his transportation."?
A: yes

Q: "A worker fills a glass with beer for the lady." Does this mean that "The lady likes beer."?
A: it is not possible to tell

Q: "A boy in a yellow shirt is gesturing on a field." Does this mean that "The kid is shopping."?
A: no

Q: "Two woman wearing dresses are standing on a street in the sun." Does this mean that "the women are wearing pants"?
A:
no