A man in a plaid shirt and brown pants is sitting on the sidewalk in front of some blankets while people walk by.
A man is sitting on the sidewalk, waiting for his girlfriend to show up.
A man is sitting on the sidewalk. It does not necessarily mean that he is waiting for his girlfriend to show up.
Just because he has blankets with him you can't say he has a girlfriend.
A man sitting on sidewalk is not necessarily waiting for his girlfriend