LESSON 13 · DATING AND FIRST DATES

Great First-Date Conversation Topics

Forty easy tips for great first-date conversation, so talk flows from smile to goodbye.

Curious beats clever. Share and ask.

40 tipsEasy things to say7-day plan

40 tips that really help

These ideas come from Modern Romance (Aziz Ansari and Eric Klinenberg), Eight Dates (John and Julie Gottman), How to Talk to Anyone (Leil Lowndes), and everyday practice. Pick one tip and try it today.

Photo for the tip: Start light and positive
TIP 1

Start light and positive

Good first topics are food, travel, hobbies and funny stories. Light topics build comfort and smiles.

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Pick five.
Photo for the tip: Use open questions
TIP 2

Use open questions

Questions starting with what and how invite stories. Avoid yes or no questions that end quickly.

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Write three.
Photo for the tip: Ask about their passions
TIP 3

Ask about their passions

People glow when they talk about what they love. Ask what they enjoy and why.

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Ask one.
Photo for the tip: Share short stories
TIP 4

Share short stories

Tell a brief, funny or sweet story from your life. Stories help people feel who you are.

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Prepare one.
Photo for the tip: Find shared interests
TIP 5

Find shared interests

Listen for things you have in common, such as films or places. Shared interests build quick bonds.

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Listen for a link.
Photo for the tip: Use their answer to ask more
TIP 6

Use their answer to ask more

If they mention a trip, ask what surprised them. Follow-up questions show real interest.

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Ask a follow-up.
Photo for the tip: Avoid heavy topics at first
TIP 7

Avoid heavy topics at first

Skip details about exes, money troubles or politics until trust grows. Keep it kind and light.

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Save them for later.
Photo for the tip: Be curious about their world
TIP 8

Be curious about their world

Ask about work, friends and what a good day looks like. Curiosity shows respect.

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Ask one.
Photo for the tip: Add gentle humour
TIP 9

Add gentle humour

A small joke or a smile at yourself helps people relax. Avoid mocking others.

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Be playful.
Photo for the tip: Balance talking and listening
TIP 10

Balance talking and listening

Aim for roughly equal time. If you notice you talk too much, pause and ask a question.

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Check balance.
Photo for the tip: Keep a few backup topics
TIP 11

Keep a few backup topics

If you hit silence, you can ask about their favourite food or film. Having a list calms you.

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Write five.
Photo for the tip: Example: the travel chat
TIP 12

Example: the travel chat

Tim asked, what was your best trip? His date talked for ten happy minutes about a trip to Japan.

TRY THIS
Ask about travel.
Photo for the tip: Example: the funny story
TIP 13

Example: the funny story

Ava shared a short story about burning toast, and they laughed together. It broke the ice.

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Share a story.
Photo for the tip: Example: the shared interest
TIP 14

Example: the shared interest

Both loved baking, so they traded favourite recipes. The date flowed easily.

TRY THIS
Find a link.
Photo for the tip: Script: opener
TIP 15

Script: opener

What do you love doing on a free weekend? Say it with a smile.

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Use it.
Photo for the tip: Script: follow-up
TIP 16

Script: follow-up

That sounds amazing, what did you enjoy most? Say it warmly.

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

Script: sharing

I once tried to bake bread and made a brick, would you like to hear? Say it playfully.

TRY THIS
Use it.
Photo for the tip: Script: backup
TIP 18

Script: backup

What is the best meal you have ever had? Say it brightly.

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Use it.
Photo for the tip: Mistake: interviewing them
TIP 19

Mistake: interviewing them

Too many questions feel like a job interview, so mix questions with stories.

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Share too.
Photo for the tip: Mistake: talking about your ex
TIP 20

Mistake: talking about your ex

It can make you look unsettled, so keep past loves for later.

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Skip exes.
Photo for the tip: Mistake: bragging
TIP 21

Mistake: bragging

Boasting pushes people away, so share with warmth and humour.

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Be humble.
Photo for the tip: Troubleshoot: when they answer with one word
TIP 22

Troubleshoot: when they answer with one word

Try an open question or share a short story. Some people warm up slowly.

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Share a story.
Photo for the tip: Troubleshoot: when you run out of topics
TIP 23

Troubleshoot: when you run out of topics

Look around, comment on the place or ask about their favourite music. Easy topics rescue the chat.

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Use the room.
Photo for the tip: Troubleshoot: when you disagree
TIP 24

Troubleshoot: when you disagree

Say, interesting, I see it differently, and stay curious. Respectful difference is fine.

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Stay kind.
Photo for the tip: Drill: write ten date questions
TIP 25

Drill: write ten date questions

Write ten questions and practise asking three with a friend.

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Write ten.
Photo for the tip: Drill: prepare three short stories
TIP 26

Drill: prepare three short stories

Write three stories under a minute that show who you are, and practise them.

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Write three.
Photo for the tip: Book idea: questions open doors
TIP 27

Book idea: questions open doors

How to Talk to Anyone suggests asking about interests, stories and dreams, rather than facts alone.

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Prepare three.
Photo for the tip: Book idea: the 36 questions
TIP 28

Book idea: the 36 questions

Psychologist Arthur Aron’s famous questions grow closeness step by step, and a few light ones work well on dates.

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Pick a few.
Photo for the tip: Myth: you need many topics ready
TIP 29

Myth: you need many topics ready

A few open questions and real curiosity are enough.

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Prepare only three.
Photo for the tip: Myth: avoid all serious topics
TIP 30

Myth: avoid all serious topics

Light talk is great, but gentle values chats help you learn what matters.

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Share one real thing.
Photo for the tip: Story: Kate asks about a favourite meal
TIP 31

Story: Kate asks about a favourite meal

Kate asked What is the best meal you ever had, and the answer led to memories and laughter.

TRY THIS
Ask about food.
Photo for the tip: Story: Leo asks about a dream trip
TIP 32

Story: Leo asks about a dream trip

Leo asked Where would you go for a month, and they planned an imaginary trip together.

TRY THIS
Ask about travel.
Photo for the tip: Journal: which questions did I enjoy answering?
TIP 33

Journal: which questions did I enjoy answering?

They show the style that suits you, so use similar ones.

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Write three.
Photo for the tip: Journal: what topics light me up?
TIP 34

Journal: what topics light me up?

Sharing passions makes you more attractive and helps you connect.

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List five.
Photo for the tip: Challenge: ask one why question
TIP 35

Challenge: ask one why question

Why prompts people to share their stories and values.

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Use it once tonight.
Photo for the tip: Challenge: share one short story about yourself
TIP 36

Challenge: share one short story about yourself

A little story gives the other person something to respond to.

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Prepare one.
Photo for the tip: Red flag: only talking about exes or complaints
TIP 37

Red flag: only talking about exes or complaints

Too much negativity weighs the mood down, so steer gently to something lighter.

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Redirect kindly.
Photo for the tip: Quick win: pick three open questions for your phone notes
TIP 38

Quick win: pick three open questions for your phone notes

Open questions make talk feel natural and easy.

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Save them.
Photo for the tip: Fun fact: people enjoy talking about themselves
TIP 39

Fun fact: people enjoy talking about themselves

Studies show sharing about ourselves feels rewarding, so good questions make people happy.

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Ask and listen.
Photo for the tip: Mini habit: follow one answer with another question
TIP 40

Mini habit: follow one answer with another question

This keeps the conversation going and shows you listen.

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Practise today.

Easy things to say

When you are stuck, pick one of these. They work in many love and relationship moments.

ASK

“What do you love to do on weekends?”

SHARE

“I enjoy trying new foods.”

TRAVEL

“Where is the best place you visited?”

FUN

“What makes you laugh?”

DREAM

“What are you looking forward to?”

CLOSE

“Thank you for sharing that.”

Your first week

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

DAY 1
Pick five topics
DAY 2
Ask one open question
DAY 3
Share a short story
DAY 4
Listen for a link
DAY 5
Add a light joke
DAY 6
Follow up on their answer
DAY 7
Thank them

Further reading

  • Modern Romance (Aziz Ansari and Eric Klinenberg)
  • Eight Dates (John and Julie Gottman)
  • How to Talk to Anyone (Leil Lowndes)

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

More lessons in “Dating and First Dates”

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

← Previous: Set a Friendly MindsetNext: Listen More Than You Talk →

  1. Where Good People Meet
  2. Ask Friends to Introduce You
  3. Say Yes to Social Plans
  4. Be Open to Different Types
  5. Write a Warm Dating Profile
  6. Choose Photos That Look Like You
  7. Start Chats Without Pressure
  8. Stay Safe When Meeting Online Matches
  9. Choose an Easy First-Date Place
  10. Calm Your Nerves Before You Go
  11. Dress for Comfort and Confidence
  12. Set a Friendly Mindset
  13. Great First-Date Conversation Topics
  14. Listen More Than You Talk
  15. Show Interest Without Interrogating
  16. Handle Awkward Silences Kindly
  17. Say Goodbye Warmly
  18. How Soon to Text Afterwards
  19. Say No Kindly When It Is Not a Match
  20. Decide Whether to Go on a Second Date
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