Q: "A skateboarder attempts to do a trick over a homemade ramp." Does this mean that "Someone is riding a skateboard."?
A: yes

Q: "Man in plaid shirt scaling rocks." Does this mean that "A man is climbing a rock."?
A: yes

Q: "A sexy woman poses while people take pictures of her." Does this mean that "The woman is having her picture taken for a magazine"?
A: it is not possible to tell

Q: "A child in a pink shirt is painting" Does this mean that "A child is painting."?
A:
yes