Trixie doesn't have the greatest reputation around Ponyville. Two failed attempts at what might as well have been a hostile takeover (both times) will leave a sour taste in anypony's mouth. What's worse, her reputation precedes her when it comes to the younger generations. Now, trying to find her comeuppance, Trixie is once more foiled by her past, this time in the form of a land-bound orange pegasus.
But maybe one pony's kindness and understanding (Indeed, they might be the only ponies who CAN understand one another) can lead to something more?
Something more than just second chances and failed opportunities.