3. When he goes back home after work, and no one is there, waiting for him.
Some guys don’t know how to deal with the loneliness of going home where no one’s waiting for them. “I get depressed, because I realize that I am truly alone,” a guy in his 20s explained. You could mention to your crush that you don’t like being alone at home. He will empathize with how you feel, and it should help you get closer.