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100 SIDE QUEST IDEAS FOR A LESS PREDICTABLE LIFE

A practical list of 100 side quest ideas to help you get offline, try something new and make life feel less repetitive.


Your week has a shape. Wake, scroll, work, scroll, sleep. A side quest is the small, weird, deliberate thing that breaks the loop - no app required, no audience needed. Here are one hundred to steal from.

A side quest is not a hobby and not a goal. It is a one-off act of curiosity. It can take ten minutes or a weekend. The only rule: it has to nudge you slightly off your usual line.

Pick one a week. Cross it off in a notebook (or in the Side Quest Log). Watch what happens to a year.

Creative

  1. →Write a one-page zine about the last week of your life
  2. →Draw the view from your kitchen window without lifting the pen
  3. →Make a mixtape for someone who will never hear it
  4. →Photograph ten doors on your street
  5. →Write a short story in exactly 100 words
  6. →Carve something out of a bar of soap
  7. →Letter a sign for a shop that does not exist
  8. →Tape-record five minutes of your neighbourhood
  9. →Cook a recipe entirely from a 1970s cookbook
  10. →Build something from only what is in the recycling
  11. →Make a zine about a stranger you saw once
  12. →Paint a small rock and leave it somewhere
  13. →Sketch every meal you eat for a week

Social

  1. →Eat alone at a restaurant with no phone on the table
  2. →Write a letter - a real one - to someone who shaped you
  3. →Compliment three strangers in one day
  4. →Throw a tiny dinner party with three rules and one candle
  5. →Reconnect with the friend you keep meaning to text
  6. →Ask an older relative to tell you a story you have never heard
  7. →Run a single round of pub quiz on your own table
  8. →Buy a coffee for the person behind you
  9. →Host a film night with a mandatory dress code
  10. →Walk a dog you do not own (ask first)
  11. →Sit on a bench for an hour and see what happens
  12. →Start a conversation with a shopkeeper you only ever nod at

Physical

  1. →Walk the entire length of a single bus route
  2. →Try a sport you last did at school
  3. →Swim outside before nine in the morning
  4. →Climb every set of stairs in your neighbourhood
  5. →Cycle until your legs say no, then turn around
  6. →Learn three skateboard tricks badly
  7. →Run somewhere you have only ever driven
  8. →Take a yoga class taught in a language you do not speak
  9. →Go bouldering with a friend who is worse than you
  10. →Train for a 5k and never tell anyone
  11. →Wild swim somewhere safe
  12. →Sleep one night under canvas in your back garden

Work and skills

  1. →Spend an afternoon shadowing a job you envied as a kid
  2. →Build a tiny website for an idea you will never ship
  3. →Learn the basics of a craft your grandparents had
  4. →Sell something you made for one pound
  5. →Pitch a side project to a single trusted friend
  6. →Take a free workshop in a subject unrelated to your job
  7. →Write a one-page business plan in a notebook
  8. →Email someone whose work you admire - no ask
  9. →Volunteer for one shift at a charity event
  10. →Teach a friend something you take for granted
  11. →Spend a day in a co-working space in another town

Travel and place

  1. →Get the train to the next stop you have never visited
  2. →Walk every street within a one-mile radius of your home
  3. →Stay one night in a town with no plan
  4. →Visit a museum in your own city you have never been to
  5. →Eat at the oldest restaurant in your postcode
  6. →Drive somewhere only because the name is interesting
  7. →Take the slowest possible route to work for a week
  8. →Spend an hour in a part of town you usually avoid
  9. →Catch a sunrise from a place you have never seen one
  10. →Plan a 24-hour trip with a budget under fifty pounds
  11. →Take a bus ride with your eyes off the phone

Analog

  1. →Buy a disposable camera and finish the roll in a day
  2. →Read a paper map and navigate without GPS
  3. →Listen to a full album, sleeve-in-hand, no skipping
  4. →Write a journal entry every night for a week, by hand
  5. →Send a postcard to your future self
  6. →Print twenty photos and hang them on a wall
  7. →Buy a book on a topic you know nothing about
  8. →Spend an evening with no screens whatsoever
  9. →Cook one meal entirely without recipes online
  10. →Record a voice note instead of texting a friend
  11. →Shop only at independent stores for a week

Courage

  1. →Have the conversation you have been avoiding
  2. →Ask for the discount, the upgrade, the favour
  3. →Quit the thing that is quietly draining you
  4. →Sing in front of strangers, even badly
  5. →Take a class where you will be the worst in the room
  6. →Tell someone the thing you have never told them
  7. →Apply for the job you do not feel ready for
  8. →Say no for a whole week without explaining why
  9. →Speak up the first time you disagree, not the fifth
  10. →Try the food, the route, the idea you keep dismissing
  11. →Make the first move
  12. →Wear the thing you keep saving for special
  13. →Book the trip before you can talk yourself out of it

Pick one. Do it this week. Write it down. The list is not the point - the doing is. Your next first is closer than you think.

// keep going

  • · The Sidequest Journal /tools
  • · The Limits Are Fiction cast /
  • · Read the manifesto /manifesto

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