A cranky Gen X butch is forced to spend time with a genderqueer Gen Z’er whose gender-affirming upbringing and experiences elicits the former to critique how kids today have it easier. Generational differences aside, the two find comfort in their similarities that defy generation.

At the crook of a road leading to Success is the little hamlet of Sleepy Hollow; One day, the regular road is closed for repairs, and the detour forces traffic to pass through Sleepy Hollow on the way to Success. Passing through the town is Avarice and his beautiful bride Innocence who bestir the envy of the village blacksmith, Ambition. Following them along the road to Success, the smithy encounters a wishing tree which enables him to switch bodies with Avarice.

Phyllis Narcissa, an underpaid children's librarian, eagerly accepts a dinner invitation from Horace de Guenther, one of her patrons, and happily entertains his invalid wife. Later, Mrs. de Guenther encourages Phyllis to meet with Mrs. Harrington, a dying rich woman whose son Allan, once a vigorous young man, was paralyzed in an auto accident. When Mrs. Harrington proposes to the librarian that she marry and take care of Allan in exchange for his wealth, Phyllis reluctantly consents. While struggling to cheer up the eternally gloomy Allan, Phyllis welcomes the visits of his friend, a doctor who informs her that her husband's paralysis may be psychosomatic.