As you might guess by my presence here, I am a fan of Jeff and Annie's relationship. And going into the finale, I was hoping they would turn it into just that, a real relationship. Ever since the Season 5 finale, which shut the door on JeffxBritta, had Abed tell Annie to fight for what she wants (Jeff), and Jeff literally save the group thanks to
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1, There is nothing in your scenario that is contradicted by the final episode (Annie explicitly says "I'll leave in a week" after announcing her internship), and this is actually a pretty popular scenario in the fandom. The most important evidence against it is an interview Dan Harmon gave around the time it was broadcast where he essentially said - yes J&A love each other, but Annie needs some time in the real world to learn how to function as an independent adult before a relationship could work.
2. Again referring to Dan's interview, but it was my understanding that the second scenario (a few years after Annie is grown) is more what he had in mind. And to be honest, I sort of see that, but then I would say that:-) (warning - blatant fanfic plug at link!)
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I think your scenario can make sense and you know what, even if you’re the only one it makes sense to, it’s no less valid or real!
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I generally interpret the airport goodbye the same way that you do. As for why a lot of viewers don't see it that way, my guess is that Jeff/Annie fans are so used to a lack of development that they instinctively assume nothing significant is going to happen. But this moment IS different. It's the first time that Jeff has really admitted his feelings in 6 years.
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