In the near future, Sophie tells her son the story of how she met his father: a story that catapults us back to the year 2021 where Sophie and her close-knit group of friends are in the midst of figuring out who they are, what they want out of life, and how to fall in love in the age of dating apps and limitless options.

In 1983, Oliver Nicholas, at thirteen, is well-poised to enter the precocious teenage world of first-sex, vodka and possible-love in New York City when he is traumatized by the stroke of his housekeeper (and only true maternal figure), a sixty-five-year-old Chilean woman named Aida. What was supposed to be an exhilarating and somewhat fearful rite of passage – diving into the exciting, fast-paced world of first experiences – quickly becomes skewed by an incomprehensible depression, and a house of interior horrors. Surrounded by women – his untraditional, Spanish, photographer mother (more interested in the role of confidante than mother) his sister, a comedic, door-slamming tormentor, marked by her parent’s divorce; and Aida, his silver-haired emotional focal point on the verge of death in Lenox Hill Hospital – Oliver struggles to maintain his role as “man of the house” and his sanity.