Leighton Meester Is Disgruntled And Wearing A Bad Hat

Gossip Girl actress Leighton Meester was spotted on the street in New York wearing a disgruntled expression and a hat which is giving us trouble.

In fact the whole outfit is a bit of a sad story.

There's a scarf that says: "When I got up this morning there was the promise of a Caribbean cruise in the air"

And a jacket that says: But I didn't really believe you so I dressed for a chic Autumn brunch."

Leighton's facial expression is enough to tell us that the Caribbean cruise option certainly did not materialise but what's up with the hat? It's as if a wicker chair were attempting to realise its Gossip Girl acting aspirations and applied for a bit part as Leighton Meester's hat.