A plane is flying through the air.  On a nearby cloud stands a man with his hands outstretched like he is hitchiking
It is unusual for planes to fly past hitchhikers in the sky
How is that person managing to stand on a cloud?
He's always had his head in the clouds, but THIS ???
scene: in the sky description: A plane is flying through the air. On a nearby cloud stands a man with his hands outstretched like he is hitchiking uncanny: It is unusual for planes to fly past hitchhikers in the sky entities: Airplane, Hitchhiking. caption: He's always had his head in the clouds, but THIS ???
A play on the term "head in the clouds" --- usually, this is a figurative expression to describe a dreamer, an absent minded person, etc. But here, the person outside the plane not only is absent minded, but also, literally has his heads in the clouds by virtue of standing on a cloud at cruising altitude for the plane.