Short Story Dilemma Ideas

Three hard choices at a press, none with a clean answer.

Show all 100
  1. A girl's friend asks her to say they studied together, to explain two essays that are oddly alike.Say it: the lie is now hers too. Refuse: the friend faces the teacher alone.
  2. A girl's best friend is running for class president against a candidate with far better ideas.Vote for the friend: against her own judgment. Vote for the ideas: and then be asked how she voted.
  3. A club votes that members must come to every meeting, and then the founder's family moves across town.Apply it: the club loses the one who began it. Excuse her: the vote meant nothing.

All 100 story ideas

Two loyalties 20

  • A boy promised to spend the summer on his uncle's farm, and now his best friend's family invites him to the coast. Farm: his friend goes alone. Coast: his uncle hires a stranger and says nothing.
  • A boy's dog has frightened the new neighbors' toddler, and they ask that it be kept indoors. Agree: the dog loses its yard. Refuse: the toddler loses hers.
  • A boy's father coaches one team and his mother the other, and each asks which he will play for. Choose one: disappoint a parent. Play for neither: give up the game he loves.
  • A boy's older brother asks him to say they were home together on the night the neighbor's window broke. Say it: the neighbor pays for the glass. Refuse: his brother pays, and knows who told.
  • A boy's team votes to forfeit a match in protest, and his grandfather has traveled a day to watch him play. Play: break with the team. Forfeit: his grandfather watches an empty field.
  • A drummer is asked to join a better band the week before her own band's first show. Go: three friends have no drummer. Stay: the offer goes to someone else by Friday.
  • A girl is made captain of the debate team, and her first job is to cut one member: her cousin. Cut him: face Sunday dinner. Keep him: the best speaker in the school has no place.
  • A girl shares a desk with a boy the class teases, and her friends want her to ask for a new seat. Move: he will know why. Stay: her friends decide she has chosen.
  • A girl's best friend is running for class president against a candidate with far better ideas. Vote for the friend: against her own judgment. Vote for the ideas: and then be asked how she voted.
  • A girl's grandmother and her best friend have birthdays on the same Saturday, in towns two hours apart. Go to one: the other blows out candles without her. Split the day: she is late to both.
  • A girl's mother asks her not to tell her father about a job interview in another city. Keep it: her father asks why she is so quiet. Tell: the news was her mother's to give.
  • A goalkeeper learns that her team's captain plans to play the final on an ankle the coach thinks has healed. Tell the coach: the captain watches from the bench. Keep quiet: the team is counting on that ankle.
  • A new student shares his lunch with a boy all week, and the boy's old friends decide the newcomer cannot sit with them. Sit with the new one: lose the table. Stay: watch him eat alone.
  • A stagehand learns that the lead actor, her friend, has not learned the last act, two days before opening night. Tell the director: the understudy goes on. Keep quiet: the whole cast walks into it.
  • A swimmer's relay team asks her to skip her sister's recital for one more practice before the regional meet. Skip the recital: an empty seat in row one. Skip practice: the handoffs stay rough.
  • An apprentice baker is offered twice the wage and Saturdays off by the rival of the boss who taught her. Go: the bakery loses its best hands. Stay: her family could use the money.
  • The editor of the school paper is handed a true story about the cafeteria that would embarrass her favorite teacher. Print it: he reads it at his desk. Hold it: the staff learn what their editor protects.
  • Two best friends both ask a girl to be their partner for the science fair, and the teacher allows pairs only. Choose one: the other works alone. Refuse both: all three lose the project they planned.
  • Two feuding friends ask a girl to say, truthfully, which of them was right. Answer: lose one. Decline: both decide she thinks they were wrong.
  • Two grandparents who no longer speak each ask a boy to carry a message the other will not want to hear. Carry them: he is the one shouted at. Refuse: they have no one left to speak through.

A promise against the truth 20

  • A boy is asked to tell his visiting cousin that everyone loved his very long magic show. The lie: a second show tomorrow. The truth: a nine-year-old packs up his cards.
  • A boy is praised in assembly for a perfect attendance record that the register got wrong by three days. Speak up: the certificate goes to a girl who earned it. Keep it: it hangs in the hall under his name.
  • A boy overhears that the class rabbit is to be given away, and promises the teacher's aide he heard nothing. Tell the class: they say goodbye, and the aide is in trouble. Keep quiet: Monday's empty hutch.
  • A boy promised an elderly neighbor to water her plants and forgot for two weeks, and she comes home tomorrow. Confess: she sees whom she trusted. Replace the plants: she thanks him for his care.
  • A boy promised to keep his friend's birthday surprise secret, and the friend, sure everyone forgot, cancels his own plans. Tell: undo a month of planning. Keep it: watch him go home sad.
  • A boy promised to wait at the gate for a friend who is always late, and today the bus will not wait for either of them. Wait: both miss the museum. Go: his friend arrives at an empty gate.
  • A boy told his coach he ran every day of the holidays, and now he is named for the long race. Admit it: lose the place. Run: let the team find out at the second mile.
  • A boy told his parents the school trip costs less than it does, so they would not have to say no. Tell them now: they find the money somehow. Stay home: say he never wanted to go.
  • A boy's little sister asks whether her drawing is good enough to win the contest, and it is not. The truth: she may not enter. The kind lie: she enters and finds out in public.
  • A girl is asked by her friend's mother, kindly and directly, where her friend really was on Friday night. Answer: the friend is grounded and furious. Dodge: a worried mother stays worried.
  • A girl learns that her friend's winning science model was built mostly by an uncle who is an engineer. Report it: a friendship for a ribbon. Say nothing: the runner-up built hers alone.
  • A girl promised her friend never to say who drew the cartoon of the principal, and the class loses recess until someone does. Keep the promise: thirty people sit indoors. Break it: her friend tells her nothing ever again.
  • A girl promised her little brother a place on the bike ride, and her friends have picked a route he cannot manage. Keep her word: the ride is cut short for all. Break it: he watches them go from the gate.
  • A girl's father proudly serves a dish he worked on all day, and it is terrible, and guests arrive in an hour. Tell him: no dinner and a hurt cook. Praise it: eight guests find out together.
  • A girl's friend asks her to say they studied together, to explain two essays that are oddly alike. Say it: the lie is now hers too. Refuse: the friend faces the teacher alone.
  • A girl's friend asks what she thinks of a poem before reading it at assembly, and one line will make people laugh. Say so: the friend may not read. Stay quiet: three hundred people laugh.
  • A grandfather asks his granddaughter to promise she will not tell the family that he got lost on the way home. Promise: he keeps his walks. Tell: he loses them, and his trust in her.
  • A student is asked to write in support of her friend as the club's next president and thinks the friend would be bad at it. Honest letter: the friend may read it. Kind letter: the club believes it.
  • A student sees the answer key on the teacher's desk by accident, and the test is tomorrow. Tell the teacher: the class gets a new, harder test. Say nothing: her score is not quite hers.
  • One witness saw that the popular boy, not the quiet one, started the food fight. Speak: lunch gets lonelier. Stay silent: the quiet one scrubs the floor.

Something found 20

  • A boy digging in the garden finds a tin of old letters addressed to the family who lived there before. Read them: they are private. Send them on unread: he does not know what he is delivering.
  • A boy finds a raffle ticket on the gym floor an hour before the draw, and it wins. Hand it to the desk: nobody may ever claim it. Keep it: someone is checking their pockets.
  • A boy finds a ring on the beach, and two different people on the lost-and-found board describe it. Give it to one: the other may be the owner. Ask for proof: doubt two strangers to their faces.
  • A boy finds a sketchbook on a train, full of drawings better than any he has seen, with one page left blank. Hand it in: lose it to a shelf. Keep it safe: decide for the owner.
  • A boy finds a stray dog with no collar the week his family has said no to a pet. Put up posters: someone may claim it. Wait a week: nobody can, and it knows his voice.
  • A boy finds out by accident what his parents sold to pay for his birthday bike. Say he knows: spoil their gift. Say nothing: ride it past the empty shelf in the garage.
  • A boy finds that last year's owner of his used textbook wrote every answer in the margins. Use them: the work is not his. Rub them out: forty pages of someone's effort gone.
  • A boy finds, at the back of his own closet, the library book his whole class was fined for losing. Return it: explain the year. Hide it: the fines were paid long ago, and not by him.
  • A cashier's son notices that a customer who counts every coin has overpaid, in the shop's favor. Chase her down the street: his mother's boss hears of it. Leave it: she will be short at the next shop.
  • A girl finds a fledgling on the path, under a sign at the park gate that says not to touch the wildlife. Leave it: walk home listening. Move it: break a rule made by people who know more.
  • A girl finds a phone on a park bench, lit up with a message never meant for strangers. Read on: she might find the owner. Hand it in unread: it may sit in a drawer for good.
  • A girl finds a rare coin in the change from the bake sale she is running for the school. It is the school's: the roof fund gets one coin. It is hers: she swapped a fair dollar for it.
  • A girl finds a shortcut on the cross-country course that no rule mentions. Take it: win within the rules. Report it: the course is changed, and she is slow on hills.
  • A girl finds a wallet with forty dollars in it on the day her class trip money is due. Hand it in: she stays behind on Friday. Keep the cash: she rides the bus knowing.
  • A girl finds an umbrella on the bus in a downpour, three stops from home, with no name on it. Take it and bring it back tomorrow: if she remembers. Leave it: arrive soaked.
  • A girl finds her friend's missing bracelet in another friend's open bag. Say so: one friend accused. Say nothing: the other keeps searching the playground.
  • A girl finds her older sister's diary open on the stairs, at a page with her own name on it. Read one line: know what she cannot unknow. Close it: wonder at every meal.
  • A girl finds the missing class hamster in her backpack on Friday night, where her little brother put it. Tell the truth: her brother is six and in trouble. Take the blame: the class thinks she took it.
  • A paper boy finds an envelope of cash left out for him by a customer who has taken him for someone else. Keep it: it was handed over freely. Knock: make an old man feel foolish.
  • Two friends find a twenty-dollar bill at the same moment, outside a shop with a charity jar on the counter. Split it: nobody is the wiser. Give it away: one of them needed it more than the jar.

The rule against the person 20

  • A boy checking tickets at the sold-out school play sees a grandmother arrive without one. Turn her away: she came by two buses. Let her stand: the limit on the door is there for a reason.
  • A chess club rule says a touched piece must be moved, and a beginner brushes his queen with a sleeve. Hold him to it: he loses and may not come back. Let it go: his opponent is in a tournament.
  • A class agreed that whoever loses the ball buys the next one, and the boy who lost it has no pocket money. Hold him to it: no ball for a month. Pass the hat: the agreement is over.
  • A class treasurer knows that a boy cannot pay for the trip, and the rule says no payment, no seat. Enforce it: he stays behind. Cover for him: with whose money?
  • A club votes that members must come to every meeting, and then the founder's family moves across town. Apply it: the club loses the one who began it. Excuse her: the vote meant nothing.
  • A contest allows one entry each, and a shy girl asks the organizer to take a second under her brother's name. Refuse: her better piece stays home. Accept: someone's only entry loses to it.
  • A girl in charge of the costume cupboard may lend nothing overnight, and a boy has no coat for the walk home in snow. Lend the cloak: it is the play's, and the play is Friday. Refuse: it is snowing.
  • A girl near the front of a long line is asked by a tired woman with a baby to let her in ahead. Yes: the forty people behind did not agree. No: the baby is crying.
  • A hall monitor catches her best friend late for the third time, which means a letter home. Write her up: the friend misses the dance. Look away: the next latecomer is watching.
  • A judge at the pet show sees that the best-groomed dog belongs to a boy one week over the age limit. Disqualify him: over seven days. Allow it: the youngest entrant comes second.
  • A library helper is told to charge every fine, and a girl returns a late book with a note that says why. Charge it: she has no coins. Waive it: the next excuse is already in line.
  • A lifeguard in training must report anyone who breaks the no-diving rule, and the first one is his little sister. Report her: she is out for the summer. Warn her: he has already bent the job.
  • A referee in a school match sees a foul by a boy who has waited all season for his first goal. Blow the whistle: the goal is gone. Let it stand: the other team saw it too.
  • A scorekeeper notices that the winning team fielded one player too many for a single minute. Report it: the result is struck out. Say nothing: one minute decided nothing, probably.
  • A scout leader's own son is one knot short of the badge on the last night of camp. Pass him: every other parent can count. Fail him: the drive home is four hours.
  • A spelling bee judge hears a nervous girl start a word wrong, stop, and ask to begin again. Follow the rule: she is out on a word she knows. Allow it: the next speller asks for the same.
  • A student bus monitor must report eating on the bus, and a small boy climbs on holding his whole breakfast. Report it: he eats nothing until noon. Allow it: twenty children see the rule bend.
  • A teacher's helper marking quizzes finds his friend one point short of passing, on a smudged answer. Call it right: nobody could prove otherwise. Call it wrong: summer school over a smudge.
  • A team has a rule that anyone who misses practice sits out, and its star missed it to mind her brother. Bench her: lose the match. Play her: the rule now has a favorite.
  • An older pupil finds that the youngest ones have made a den in the store cupboard nobody may enter. Report it: the den is gone by lunch. Keep the secret: it is his to answer for.

What you want against what is fair 20

  • A boy can get the job walking the neighbor's dog if he says he is a year older than he is. Say thirteen: he would be good at it. Say twelve: the job goes to a boy who forgets things.
  • A boy can win the art prize with a painting his sister helped him finish. Enter it as his: the prize money is real. Name her: the rules say one artist.
  • A boy could sell his old bike for more by not mentioning the gear that slips. Mention it: ten dollars less. Keep quiet: the buyer is nine and saved all year.
  • A boy has saved for a year for a telescope, and on the day he can afford it his friend's bike is stolen. Buy it: look at the moon alone. Lend the money: wait another year.
  • A boy is offered a front-row seat by a friend who is holding it for someone slower. Sit: the show is about to start. Stand at the back: the seat may stay empty anyway.
  • A boy is picked for the team because the coach has mixed him up with his talented older brother. Stay quiet: learn fast. Speak: free the place for someone who earned it.
  • A boy is taken for the one who rescued the cat, and the whole school is cheering. Correct them: the cheering stops. Wait: the real rescuer has not said a word.
  • A boy is thanked for a kind anonymous gift he did not send, by the person he most wants to impress. Accept the thanks: a good week. Deny it: she goes looking for whoever did.
  • A boy wants the puppy that chose him, and the sister who shares his room is afraid of dogs. Insist: she sleeps badly for a month. Give in: the puppy goes to another house.
  • A boy's group project earns top marks, and he did the least of anyone. Take the grade: the others shrug. Tell the teacher: his mark drops, alone.
  • A girl can stay top of the class by not explaining a method to the friend who asked. Explain it: second place by Friday. Say she is busy: first place, and busy.
  • A girl could have the window bed at camp by arriving before her bunkmate, who is on the slow bus. Take it: first come, first served. Wait: toss a coin and maybe lose.
  • A girl gets the last place on the trip because a clerk lost the form of the boy ahead of her. Take the seat: she did nothing wrong. Point it out: wave from the school gate.
  • A girl is offered the solo, and she knows the director has not yet heard the new girl sing. Accept quickly: it is hers. Mention the new girl: it may not be.
  • A girl is the only one who knows the class vote was miscounted in favor of the trip she wanted. Ask for a recount: the zoo wins. Stay quiet: thirty people go to the lake by mistake.
  • A girl is undercharged at the bookshop by its owner, who is half asleep and behind on the rent. Say so: pay more than she was asked. Leave: the book costs him.
  • A girl learns the audition piece a week early because her aunt works in the office. Practice it: nobody would know. Prepare another: audition at a disadvantage she chose.
  • A girl's essay wins because the judges took a true family story for invention and praised her imagination. Explain: it is a different prize. Accept: her uncle's life is now her fiction.
  • A girl's rival for the scholarship asks to borrow her notes the night before the exam. Lend them: maybe lose by a point. Refuse: win, and know how.
  • A runner sees her only rival fall at the last bend. Run on: win by the rules. Stop: lose a race she trained a year for.

How it works

These 100 dilemma story ideas each put one person, usually at school, in front of a choice. Under each are the two ways to go and what each one costs.

Read the full guide

Moral dilemma story ideas, by what pulls each way

Two loyalties sets a friend against family or a team. A promise against the truth makes a kept secret hurt someone. Something found asks whose it is now. The rule against the person puts the chooser in charge of a rule. What you want against what is fair hands them a win they did not earn.

Sized for a short story

One person chooses, inside a week or so, and nobody is in danger. That leaves room for the part a short story needs: the hour after the choice, when the cost arrives.

  • Write the choice your character would not make, and see how far they get.
  • End after the cost lands, not on the decision.

Questions and answers

What is a moral dilemma in a story?

A choice between two or more conflicting moral requirements, none of which overrides the other. That is how philosophy defines it. Here: keep a friend's secret, or spare the whole class a punishment.

What are some dilemma ideas for a story set at school?

A hall monitor catches her best friend late for the third time, which means a letter home. A scout leader's own son is one knot short of the badge on the last night of camp.

How do you write a dilemma with no right answer?

Give both choices a cost the reader can see, and make each cost land on a person. On this list, handing in a found wallet means missing the class trip, and keeping the cash means riding the bus knowing.