Q: "A man with a strange helmet is sitting on top of a blue motorcycle." Does this mean that "A man is sitting down."?
A: yes

Q: "A woman wearing a floral necklace makes a drink and smiles." Does this mean that "The woman knows how to make a drink."?
A: yes

Q: "A man plays music to a crowd of people." Does this mean that "A man playing music infornt of a crowd of people inside a packed stadium."?
A: it is not possible to tell

Q: "Two people come close to one another while they kite surf in the ocean on a sunny day." Does this mean that "A couple almost bang into each other."?
A:
it is not possible to tell