Hello Survivor!

Restaurants are good luck as long as you were eating in company, which you were. Future contentment etc. If it was a cafe, it means your income will increase soon, but if it was a posh restaurant, then not.

Japan usually means that an unusual circumstance or piece of information will take you by surprise. You are right about the airplane - they are all about change and transition.
Taking off usually means major change, death of a situation etc, travelling in one (or someone else travelling in one) is a transition phase between one part of life to another, and landing in an airplane can sometimes signify a birth or the start of a new life phase or project, so it sounds as if it was you 'letting her go'.

What she said about the OM may be what she actually thinks or what she will tell you soon, perhaps she was captivated by him and now she's disolusioned? Andy often says stuff in my dreams which don't make sense at the time and then he later says it in real life.

She may be about to split up with him or something else happen regarding him that you aren't aware of yet, and that's why you are dreaming of him.