He feels alone.
Now this isn't an uncommon thing, being alone. He has to be alone, to edit, to work on university stuff, heck, he is probably alone more often then he is with other people. But he feels very alone today. It seems like everyone is busy, everyone has something to do or someone to see. Except for him.
"I'm alone." He types out, sending it to Jack before he can over think it more then he already has. "Why?" Jack texts back, and Dean smiles slightly. Someone else cares. "I just do. No-one's at home, everyone is busy." Maybe that wasn't the best answer, he thinks, as he stares up at the ceiling. And this is his life right now, looking at a white-washed ceiling and over-thinking texts.
After a minute or two, Jack still hasn't sent a text. He lets out an unhappy sigh, before burying his head back into his pillow. Of course Jack hasn't responded, he's probably off being productive instead of staring at ceilings. Stupid him. Stupid him and his expectations that always fail.