Kaia returns home for her town's fall festival as well as her high school reunion and spends the week with her childhood best friend, James, to complete their unfinished fall bucket list.

With the help of his Fairy Drag Mother, a young barista breaks out of the humdrum of his hipster coffee shop life to find the dress and the man of his dreams. Hopefully his nagging stepmother and savage stepsisters don't get in the way.