I headcanon Dash and AJ knowing each other a year or so before Twilight moved to ponyville. After Dash moves out on her 18th birthday she decides to travel but she realizes how hard it is and decides to sleep in what she thought was an abandoned barn and AJ finds her sleeping there at first they get off to a rough start but then begins the bonding and development of a close friendship we see in the show.
I could totally she this happening and it make sense. Rainbow Dash does seem to spend a lot of time sleeping/napping on AJs farm.
I would also suspect that Fluttershy who likely want Ponyville even earlier(since she fall out the clouds and discovered animal) would have likely played a part in stopping them from fighting. (Fluttershy would have likely gotten some work on the farm with the animals) Then Dash and AJ would have had to set aside their differences because of a mutual friend. This forces them to spend time together in which they learn to like each other.Scratch that its cuter if its just AJ and RD argueing till they learn how much they have in common.
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