LESSON 21 · HOW TO START A CONVERSATION

Add a Little Humour

Thirty-two easy ways to add a little humour, the gentle spark that makes people relax and remember you.

Humour is a bridge. Keep it kind and light.

29 tipsEasy things to say7-day plan

29 tips that really help

These ideas come from The Fine Art of Small Talk (Debra Fine), How to Talk to Anyone (Leil Lowndes), We Need to Talk (Celeste Headlee), and everyday practice. Pick one tip and try it today.

Photo for the tip: Why humour helps
TIP 1

Why humour helps

Laughter relaxes people and builds quick closeness. A little shared laughter can turn strangers into friends.

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Add some.
Photo for the tip: Start with a smile
TIP 2

Start with a smile

A smile tells people it is safe to laugh. Warmth comes before jokes.

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Smile first.
Photo for the tip: Laugh at yourself gently
TIP 3

Laugh at yourself gently

Light self-teasing, like I am terrible at directions, makes you relatable. Keep it kind, not harsh.

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Tease lightly.
Photo for the tip: Notice funny moments
TIP 4

Notice funny moments

Funny things happen all around: a silly sign, a mix-up, a clumsy moment. Point them out kindly.

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Notice.
Photo for the tip: Share a light story
TIP 5

Share a light story

A short, funny story about your week can break the ice. Keep it under a minute.

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Share one.
Photo for the tip: Use playful exaggeration
TIP 6

Use playful exaggeration

Say, that was the biggest pizza in history. Gentle exaggeration is fun.

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Play.
Photo for the tip: Use gentle surprise
TIP 7

Use gentle surprise

A small unexpected twist in what you say can make people smile. Keep it kind.

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Surprise lightly.
Photo for the tip: Be positive
TIP 8

Be positive

Humour that lifts is better than humour that cuts. Choose uplifting jokes.

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Be uplifting.
Photo for the tip: Avoid sarcasm with new people
TIP 9

Avoid sarcasm with new people

Sarcasm can be misread and hurt, so stay clear and warm.

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Be plain.
Photo for the tip: Avoid jokes about sensitive topics
TIP 10

Avoid jokes about sensitive topics

Health, looks and loss are not for jokes. Choose safe subjects.

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Be careful.
Photo for the tip: Laugh at their humour
TIP 11

Laugh at their humour

Smile and laugh when they joke. It tells them you enjoy their company.

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Laugh.
Photo for the tip: Read the room
TIP 12

Read the room

If people are serious, hold back jokes. Timing matters.

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Check the mood.
Photo for the tip: Script: pizza
TIP 13

Script: pizza

That is the biggest pizza I have ever seen, are we sharing? Say it brightly.

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Use it.
Photo for the tip: Script: self
TIP 14

Script: self

I am so bad with directions, I got lost twice finding this place. Say it lightly.

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Use it.
Photo for the tip: Script: play
TIP 15

Script: play

Shall we pretend we planned that perfectly? Say it playfully.

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Use it.
Photo for the tip: Script: laugh
TIP 16

Script: laugh

Ha, that is hilarious, I needed that. Say it warmly.

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Use it.
Photo for the tip: Script: closing
TIP 17

Script: closing

Thanks for the laugh, you made my day. Say it sincerely.

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Use it.
Photo for the tip: Mistake: making fun of others
TIP 18

Mistake: making fun of others

Teasing can hurt, so laugh with people, not at them.

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Be kind.
Photo for the tip: Mistake: forcing humour
TIP 19

Mistake: forcing humour

Forced jokes feel awkward, so let it come naturally.

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Relax.
Photo for the tip: Mistake: joking when someone is upset
TIP 20

Mistake: joking when someone is upset

Poor timing hurts, so read the mood first.

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Wait.
Photo for the tip: Mistake: using humour to avoid feelings
TIP 21

Mistake: using humour to avoid feelings

Mix jokes with real care, so be honest too.

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Balance.
Photo for the tip: Troubleshoot: when a joke falls flat
TIP 22

Troubleshoot: when a joke falls flat

Smile and say, well, that was brave, I will try another. Laughing at yourself helps.

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Recover lightly.
Photo for the tip: Troubleshoot: when you are not naturally funny
TIP 23

Troubleshoot: when you are not naturally funny

You do not need to be. A warm smile and sharing funny moments is enough.

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Be you.
Photo for the tip: Troubleshoot: when humour differs by culture
TIP 24

Troubleshoot: when humour differs by culture

Start with universal humour like animals and food. Learn their taste.

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Be gentle.
Photo for the tip: Troubleshoot: when someone is offended
TIP 25

Troubleshoot: when someone is offended

Apologise sincerely and move on. Respect matters more than a joke.

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Apologise.
Photo for the tip: Troubleshoot: when you feel too nervous to joke
TIP 26

Troubleshoot: when you feel too nervous to joke

Breathe, smile and share a simple observation. Humour often follows ease.

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Calm down.
Photo for the tip: Drill: collect three funny moments
TIP 27

Drill: collect three funny moments

Notice three small funny things today and tell one to someone. Smile.

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Notice.
Photo for the tip: Drill: practise a self-tease
TIP 28

Drill: practise a self-tease

Write one gentle line about yourself that makes people smile. Try it.

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Write.
Photo for the tip: Drill: share a funny story
TIP 29

Drill: share a funny story

Prepare a one-minute funny story from your week and tell it. Enjoy.

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Prepare.

Easy things to say

When you are stuck, pick one of these. They work in many everyday friendships.

SMILE

“That was the biggest pizza I have ever seen.”

SELF

“I am terrible at directions, I got lost twice.”

PLAY

“Shall we pretend we planned that?”

LAUGH

“That is hilarious.”

THANK

“Thanks for the laugh.”

CLOSE

“You made my day.”

Your first week

One small action a day. Each day is only a little bigger than the last.

DAY 1
Smile first
DAY 2
Laugh at yourself gently
DAY 3
Notice funny moments
DAY 4
Share light stories
DAY 5
Avoid sarcasm
DAY 6
Read the room
DAY 7
Enjoy their humour

Further reading

  • The Fine Art of Small Talk (Debra Fine)
  • How to Talk to Anyone (Leil Lowndes)
  • We Need to Talk (Celeste Headlee)

The tips above are written in our own words and are general guidance. The books are suggestions for further reading.

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These lessons share general learning and everyday ideas. They are not medical or mental health advice. If you feel very anxious, low or unwell, please talk to a doctor or a qualified professional.

More lessons in “How to Start a Conversation”

Keep going. Small steps every day make a big change.

← Previous: Move From Small Talk to Meaningful TalkNext: Listen With the Goal of Understanding →

  1. Ten Easy Openers for Any Situation
  2. The Weather, the Venue, the Day
  3. Ask What Brought Them Here
  4. The Question That Beats How Are You
  5. Use Your Surroundings
  6. Share a Small Observation
  7. Start With a Compliment on Choice, Not Looks
  8. Open Questions vs Closed Questions
  9. The Follow-Up Question Habit
  10. Ask About Their Story, Not Their Job Title
  11. Ask About Their Weekend Plans
  12. Ask Their Opinion on Something Light
  13. Ask About Passions and Hobbies
  14. Questions to Avoid on a First Chat
  15. The Ping-Pong Rule of Conversation
  16. Give Back as Much as You Ask
  17. Find Common Ground Fast
  18. Use Their Last Words to Continue
  19. Share Opinions and Stories Gently
  20. Move From Small Talk to Meaningful Talk
  21. Add a Little Humour
  22. Listen With the Goal of Understanding
  23. Put the Phone Away Completely
  24. Nod, Smile and Say Mm-Hm
  25. Reflect Back What You Heard
  26. Do Not Plan Your Reply Early
  27. Let Silence Breathe
  28. Remember Details and Bring Them Back
  29. What to Do When the Chat Dies
  30. When Your Mind Goes Blank
  31. When You Disagree
  32. When They Are Shy Too
  33. When Someone Talks Too Much
  34. Recover From a Silly Comment
  35. Join a Group Conversation Smoothly
  36. Start a Chat With a Colleague
  37. Start a Chat With a Neighbour
  38. Exit Lines That Never Offend
  39. Say Goodbye and Plan to Meet Again
  40. Your Daily Conversation Practice
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