The Airportline: Observations

From the slowly progressing short story Love in the ruins:

'This is like that Pedro The Lion song Bad Diary Days,' he told her as she handed him his coffee. 'You know, when he sings: the breakfast cereal talked more than we did all day long'. He suddenly felt a wave of hopelessness coming over him. Who is going to pour the exact right amount of milk into my coffee, he wondered as he blew on the steam that was slowly rising from his cup.
She disregarded his music quote and the symbolism he found in it.
'So do you have any plans for the weekend.' she asked him in an attempt to not make the situation worse than it already was. She came across sounding like a business associate that just came out of the last meeting before the weekend, not really interested in the answer.
'I don't know,' he said, both to the question she asked and to the question he asked himself: How did we end up like this?