Q: "A girl with a white sweatshirt and blond-hair is smiling." Does this mean that "The girl is wearing a sweatshirt with a logo."?
A: it is not possible to tell

Q: "The dog in the red vest runs in the field." Does this mean that "The dog is nice."?
A: it is not possible to tell

Q: "The man is playing the guitar." Does this mean that "The man is singing and playing the guitar."?
A: it is not possible to tell

Q: "A man sitting in a chair, in the living room, holding a round white pillow, and laughing." Does this mean that "A man is sitting down"?
A:
yes