Trenderhoof has always been a stallion that liked simple, down to earth things and Maud has always been a simple, down to earth pony. Guess what happens when these two meet?
All Applejack wanted to do was finish her chores, help out at the Ponyville Days Festival, and have a small article written about her farm for advertisement. Was that too much to ask? If it involves Rarity and one of her romantic crushes....then yes.
Trenderhoof's next article is about Manehattan's latest musical. When he meets the musical's costume designer, what he had hoped would not happen for a while does.