Dragons naturally live much longer than normal Ponies or for that matter synthetic Alicorn Princesses. Spike never took Twilight's death well so Celestia and Luna took the kid under their wing. They also took in Discord or maybe Discord just invited himself in, either way Spikes moody teenage ways leave the three elder members of this little family confused and wondering how the hell one raises a teenage dragon. These are the awkward encounters one teenage dragon has with his Guardians and the spirit of chaos while living in Canterlot castle.
Note: This story takes place in a universe in which equestria is an island nation on earth.

A thousand years left Celestia very lonely and when a boy appears in one of the castle gardens Celestia endeavors to take care of him. Complications arise and Celestia is forced to awake some vengeful Alicorns to protect herself. But will her family come through for her or will she ultimately be betrayed. Risking it all she evens finds a Cheshire ( a magical winged cat of varying sarcasm) for the boys protection. She just hopes that a Thousand years don't truly change a person.