Writing Prompts & Exercises

“The price of the ride was listening to people talk.” This sentiment is expressed by the young narrator of Joe Westmoreland’s 2001 coming-of-age autofictional book, Tramps Like Us, reissued this week by MCD, to describe his hitchhiking adventures in search of queer belonging and identity. The novel portrays a wide range of characters Joe comes across, befriends, works with, sleeps with, and sometimes loses on the road and in various cities. Compose a memoiristic piece that recounts a cast of characters you’ve met in the past, perhaps only briefly as you traveled from one place to another, who had colorful tales about lives very different from your own. Incorporate snippets of dialogue, trying as best as possible to recall any idiosyncrasies in their speech or vocabulary. Reflect on what you learned from listening and why these stories have stayed with you through the years.

In her latest book, In the Rhododendrons: A Memoir With Appearances by Virginia Woolf (Algonquin, 2025), poet Heather Christle explores her past and her relationship with her mother through the life and work of Virginia Woolf. Christle reflects on the difficult, and sometimes painful, writing process for the book in an essay published on Literary Hub: “There’s a line from a Tony Tost poem I often think about: ‘I don’t know how to talk about my biological father, so I’m going to describe the lake.’ I had so many lakes. I began the process of draining them.” Spend some time jotting down a wide-ranging list of inspiring works of art, geographical locations, and cultural touchstones that are of interest to you. Then, begin an essay by describing something from your list that is seemingly disconnected from a difficult subject matter from your life, and inch your way toward it.

When asked how he fills his days, in a 2019 Paris Review interview by Patrick Cottrell, author Jesse Ball talks about a household rule of not speaking in the morning and waiting until lunchtime to interact. “That leaves the morning for thinking,” says Ball. Write a personal essay about a routine or rule you have created to accommodate coexisting with another person, whether a parent, child, romantic partner, or roommate. How did you negotiate a compromise for your individual priorities? Were there any unexpected outcomes to the arrangement? Consider how the balance played out between what you sacrificed and what was gained with the cohabitation.

In the introduction to his translation of Egyptian author Naguib Mahfouz’s I Found Myself…the Last Dreams, forthcoming in June from New Directions, Hisham Matar writes: “It is clear that Mahfouz, the professed realist, admired dreams, coveted their agile and wandering narratives, their convincing and often unsettling psychological and emotional power, and, perhaps most of all, their economy: how, in an instant, a world is evoked that is—no matter how unlikely or strange—convincingly compelling.” Matar goes on to describe the book’s short vignettes in which Mahfouz recorded his dreams in the last decade of his life. “Almost each starts with ‘I saw myself’ or ‘I found myself.’ And isn’t that the case, that we find or see ourselves in dreams…?” Try your hand at recording your own dreams for a stretch of time, perhaps beginning each entry with “I found myself…” Experiment with arranging them in an order that makes sense to you, through any type of thematic, narrative, or dream logic.

In her memoir Things in Nature Merely Grow, forthcoming from Farrar, Straus and Giroux in May, Yiyun Li writes about the loss of her two teenage sons. After her son Vincent’s death, Li wrote a book for him “in which a mother and a dead child continue their conversation across the border of life and death.” However, she finds that her son James’s character and their relationship evade her desire to write a book for him and in composing this memoir, Li embarks on a project to find a new alphabet, a new language, and a new way of storytelling. Taking inspiration from Li, write a lyrical essay about someone you have lost in a style that reflects their personality and your relationship, in all its complexities. Allow yourself to be experimental with structure and chronology.

Directed Boris Lojkine, the award-winning French drama film Souleymane’s Story follows a young immigrant from Guinea who prepares for his interview to seek asylum refugee status in Paris. In the harrowing forty-eight hours prior to his interview, Souleymane careens through the streets as a bike courier for a food delivery app account he rents for a hefty fee from a fellow immigrant, tries to memorize falsified stories about political imprisonment another immigrant coaches him on for a fee, and rushes to find a bed each night in a homeless shelter. Write a personal essay that recounts a momentous event from your life and begins forty-eight hours before the climactic scene. Try playing with focused descriptions of your surroundings and the style of your prose to reflect the pacing and dramatic moments of your story.

On March 11, 2020, the World Health Organization declared COVID-19 a global pandemic. Five years later, it may all feel like a distant dream (or nightmare) or completely forgotten, but there’s no denying that the pandemic created irrevocable changes in our world, both big and small. Write a personal essay that reflects on how your life has transformed in the last five years. You might trace certain hopes, fears, or expectations as they evolved over the course of each year and consider where you are today. What have been the biggest shifts in your mindset regarding relationships with family and friends, socializing, health, finances, and travel?

Have you ever conducted an oral history interview? There are many reasons for recording one, from documenting family stories to reporting the experiences of survivors of tragedies and storing knowledge and perspectives of a particular region or culture. Try your hand at documenting personal reflections by turning to a friend, acquaintance, or family member and conduct a short interview with them, selecting a particular element of their life that you would be curious to know more about and that they wouldn’t mind sharing. You might browse your local library’s oral history projects, maps, and photographs for ideas. Afterward, write a personal essay about the experience. How did preparing the questions and asking someone to share their stories affect the dynamic of your relationship?

In a recent New York Times Magazine interview, Dr. Anna Lembke, a Stanford psychiatrist who studies a variety of addictions from substance abuse to social media, talks about her speculative theory about contemporary society and narcissism. “Our culture is demanding that we focus on ourselves so much that what it’s creating is this deep need to escape ourselves,” she says. Take a break from self-actualization and write an essay that focuses on a close friend or loved one to create a lyrical profile of sorts. If you instinctively relate your observations and memories back to yourself, correct course and try to place the focus as much as possible on someone else. What emerges as a result?

The science fiction thriller television series Severance, created by Dan Erickson, is centered around a group of characters who work on a classified project at a corporation and undergo a “severance” procedure, in which their nine-to-five workday selves have compartmentalized memories, separate from their outside-world selves, in effect creating two entirely differentiated lived experiences. In the pilot episode, it’s revealed that the main character Mark underwent the procedure after he lost his wife to a car accident, and in his grief was unable to continue with his job as a college history professor. Write a nonfiction piece that explores this idea of severance, speculating on a certain portion or element of your life that you would consider “severing” from your day-to-day consciousness. Though there might be gains, would they outweigh the losses?

During a time of year when many people are taking stock of the previous twelve months and preparing for new resolutions and fresh starts, take a brief contrarian turn and compose a personal essay that focuses on the well-trodden: old habits, die-hard routines, and tried-and-true tendencies. What are some things that you’d passionately never want to give up? Perhaps your essay is a compilation of a list of objects, behaviors, people, or traditions that have proven their worth over an extended period of time; or you might concentrate your essay on one specific subject, something dear you vow to hold onto. Are there trade-offs, sacrifices, or curiosities about the costs of keeping the old? How do you weigh any misgivings against your convictions?

In the documentary No Other Land, made by a Palestinian-Israeli collective of four directors over the course of five years, a group of Palestinian villages in the southern West Bank is overrun by the Israeli military as they raid and bulldoze homes while families are forced to witness the destruction. At a recent screening in New York, the filmmakers shared their thoughts in a written statement: “We as young activists offer this film to the world, which is both a document of a war crime happening now in the occupied West Bank, and a plea for a different future.” Write a personal essay that begins with recounting a recent significant event that you witnessed, noting as much granular detail as possible. If available, you might refer to photos or a paper trail to help you remember specifics. In addition to the event itself, reflect on your outlook after the event, documenting both for posterity’s sake.

In National Lampoon’s Vacation comedy film series from the 1980s—comprising of a cross-country road trip, a tour through Europe, and a Christmas holiday gathering, as well as several offshoots—much of the humor stems from the discrepancy between Clark Griswold’s expectations of a “perfect” family time with his wife and two children, and the madcap mishaps, accidents, and disasters that occur while attempting to fulfill obligations. Write a memoiristic essay that recounts a family trip or occasion when not everything went as planned. Did one moment cause everything to go off the rails, or was it something more gradual? Reflect on your expectations or standards and how reevaluating this incident might contribute to a more expansive idea of how a family functions.

“As a Palestinian, I have been brought up on stories and storytelling. It’s both selfish and treacherous to keep a story to yourself—stories are meant to be told and retold,” writes the late Refaat Alareer in his collection of poetry and prose, If I Must Die, out now from OR Books. “If I allowed a story to stop, I would be betraying my legacy, my mother, my grandmother, and my homeland.” Taking inspiration from Alareer’s words about the power of storytelling, reflect on a story from your own life that is “meant to be told.” Write a memoiristic piece that uses evocative imagery and dynamic pacing, paying particular attention to elements that might facilitate its oral retelling.

What happens when language fails? Writers are always in search of the mot juste, the perfect turn of poetic phrase, the best sequence of sentences for a story or essay. But in real life, communicating is not always about the most creative arrangement of words, and saying the wrong thing at the wrong time can hurt someone you love, especially when it’s in writing. This week consider writing a personal essay that reflects on memories of past experiences, situations, or encounters in which something went awry in the process of expressing yourself in words—perhaps due to crossed wires around usage, tone, or context. What forces were underlying the discrepancy or distance between intended and perceived sentiment? How does looking closely at this incident transform your understanding of language and its consequences?

A situationship, as defined by the Oxford Learner’s Dictionary, is “a romantic relationship in which the couple are not official partners.” The validity of situationships has become the center of discussions, from Reddit posts to the list of finalists for Oxford Languages 2023 word of the year. In a recent Electric Literature piece, author Christine Ma-Kellams argues that situationships make for great stories, including within novels by Elif Batuman, Rachel Cusk, and Jennifer Egan. Write a personal essay on your understanding of situationships. Have you ever found yourself in one? Was there a mutual agreement or were there unsaid uncertainties in the relationship? Consider how you would define a situationship and what that means to you.

In a 2019 New York Times essay revisiting Alexander Payne’s 1999 film, Election—based on Tom Perrotta’s novel of the same name about a high school student-body election showdown between overachiever Tracy Flick and a social studies teacher—critic A.O. Scott reconsiders his understanding of the movie’s hero and villain twenty years later. “Payne’s film exposes the casual misogyny baked into the structures of civic and scholastic life,” writes Scott. “How despicably does a man have to behave before he forfeits our sympathy? How much does a woman—a teenage girl—have to suffer before she earns it?” Look back on previous presidential election years and reflect on major events that may have occurred in your personal life during those times. Were there heroes and villains who you might cast in a different light now?

Francis Ford Coppola’s new film, Megalopolis, takes some of its characters, relationships, political intrigue, and set and costume design from historic events that occurred around 63 BCE during the decline of the Roman Republic. Mashed up with this historical aspect is a setting that gestures to both contemporary cities, such as New York City, and futuristic science fiction elements, such as building materials with magical properties. Compose an essay that revisits a pivotal experience from your past and incorporates a speculative element by taking metaphors and the act of imagining beyond their usual boundaries. How do you balance details grounded in the reality you remember with the more ambiguous elements of emotions and imagination?

Vinyl records, audiocassette tapes, videocassettes, CDs, DVDs, hard-copy books, print editions of newspapers and magazines. Whether these tangible forms of media conjure up personal memories or seem like vintage vestiges from a time before you were born, there’s no denying that physical media undergoes continual waves of resurgence among both serious collectors and pop culture trend followers. Write an essay that revolves around your experiences with physical media, including encounters or stories from older family members or friends. Reflect on the differences in using various types of media and ideas about convenience, possession, and preservation.

In the 2023 horror film No One Will Save You, written and directed by Brian Duffield, a young woman named Brynn finds herself fighting off aliens who have invaded her home. In the course of the movie’s entire ninety-three minutes, Brynn speaks only five words. Instead of relying on dialogue, the building tension in the story is propelled by the facial expressions and body language of actor Kaitlyn Dever and the physical constraints of the premise—the lonely and isolated protagonist, shunned by the locals, needs to stay quiet as she confronts the alien invaders. Taking a cue from this concept, write a lyric essay that looks back on a stressful or tense event from your past. Focus on observations of actions, objects, surroundings, and people—including facial expressions and perceived emotions—and try to forgo inner monologue. What can you accomplish with primarily physical descriptions?

“The writing comes not with the then and then and then of narrative time driven by the hierarchy of information that plot demands, but with the and and and and and of parataxis. Everything is equal all together and all at once,” writes Jennifer Kabat in her debut memoir, The Eighth Moon: A Memoir of Belonging and Rebellion (Milkweed Editions, 2024), which combines the author’s musings on her relocation to the rural Catskills in New York with historical documents and research about the Anti-Rent War between tenant farmers and landowners that took place in the region in the early nineteenth century. Take a deep dive into a historical event that took place where you live and write an essay that attempts to bridge your own experiences and memories of your locale with the past. Inspired by Kabat, experiment with alternating back and forth through different time periods, point of view, and verb tense for a sense of simultaneity.

In Stories Are Weapons: Psychological Warfare and the American Mind, published by W. W. Norton in June, author and journalist Annalee Newitz chronicles the ways storytelling can be wielded as a manipulative tool to further political agendas and steer cultural perspective, through advertising, influence campaigns, and mass media. In the first chapter Newitz discusses how Sigmund Freud’s theories help sell products: “Advertisers began to study psychology to figure out ways to manipulate the unconscious minds of consumers,” she writes. “They would lure consumers in with emotional appeals or by associating a product with some political ideal like freedom.” Write a personal essay about a time when you were persuaded by a narrative—whether it be a story told to you by a friend, foe, colleague, family member, or even an advertisement. Were you able to separate from your unconscious mind and gain a fuller perspective on the situation?

“When I say I have written from the beginning, I mean that all real writers write from the beginning, that the vocation, the obsession, is already there, and that the obsession derives from an intensity of feeling which normal life cannot accommodate,” said the late Irish author Edna O’Brien in a 1984 interview for the Paris Review’s Art of Fiction series. O’Brien, who died last Saturday at the age of ninety-three, was the author of a series of novels beginning with The Country Girls, which were internationally acclaimed but banned in Ireland. Her work included memoirs, biographies, and plays, many of which revolved around intimate stories of women’s experiences of love and loss. Write a lyric essay that responds to O’Brien’s sentiment about being drawn to writing from “an intensity of feeling.” Does writing serve in some sense as an outlet for expressing something that seemingly can’t fit into the strictures of normal life?

“I have known brilliant writers who could size people up in minutes with alarming accuracy.... And yet for all their ability to understand people, to see them, to capture them as characters, these writers could not see themselves,” writes Literary Hub editor-in-chief Jonny Diamond in a piece reflecting on a recent op-ed written by the daughter of Nobel laureate Alice Munro, Andrea Skinner, about her mother’s failure to protect her from sexual abuse by her stepfather. Write a personal essay that traces your self-awareness through several phases of your life, contemplating on how your understanding and perception of yourself has transformed through the years. Can you reconcile the differing points of view that various people in your life hold about you? Are there blind spots that, even if you can’t or don’t want to articulate, you wish to acknowledge?