Men are not mind-readers. They won't always know what you are thinking and what you want. Do, we as women want this and expect this? Yes. But is that fair to expect? No.
Of course it would be great if he just instantaneously knew and sometimes he will, but a lot of times, he won't. Yes, he should know that you want him to ask if you are okay after you run into a colleague on the street who got that job you wanted. You would know to ask him if he was okay if the tables were turned. However, he might not think of it, he might not know that you needed that because he probably would not have needed that from you. This is not his fault, he is not a mind-reader.
Instead of stewing about this every time it happens and I know it probably happens a lot- voice your mind, share your thoughts, share what you need and what you want. Communicate. Wouldn't that be better than picking a fight?