The first step is to list all your associations, taking each piece of the dream by itself and not worrying about the overall meaning. So, what are your associations to fairs? What do you feel about them? What do you think of? What do you expect? What is your feeling about this old TV show and the actor? Tell us more about this kid you know. What is he like? How about parks? B-29 bombers? Crashing can be your mood crashing, or coming back to earth in a jarring way (if you, for instance, in a hypomanic state or somehow elevated in mood). It's a war plane: do you have any sense it is going to bomb something?

Tell us more about this crush, and what he is like. Do you feel envious of the girlfriend or very disappointed that he's not available? What draws you to him? Does your mom talk about him in real life? Do you get any sense whether she is being nosy, or being helpful, or what? Any sense of what your crush was thinking as he looked at you?

One thought that comes to mind is that your mood might crash (the plane crash) when you see your crush with his girlfriend.

Is this a real-life crush or just someone who appears in the dream? If he is real-life, it is likely that he represents both the real-life person, and qualities within yourself that are similar to the real-life person. Can you tell us what you admire about him?