Flirt with humor, then say one thing you mean

Joke about what’s around you, like the mini golf course or the loud bar, never about them, then say one line you mean so they know you like them.

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Flirt with a joke, then mean it

Joke about what’s around you, never the person, then say one line you mean.

A joke says you’re having fun. A line you mean says you like them. Use both. Joke about what’s around you, like the game or the place, never about them. Then say one plain line you mean. With only jokes, it stays a game. Add the line, and they know where they stand.

Listen
Woman’s voice
Man’s voice

“Fair warning, I picked this place for the free popcorn.”

Listen
Woman’s voice
Man’s voice

Not this: Ha, cheap date.

This: Free popcorn? You had me at free. I’m glad I said yes.

Practice with a woman or a man?

On a first date at mini golf

Choose “A woman” or “A man” above to see the questions.

A first date, mini golf

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Woman’s voice
Man’s voice

LucyOkay, that’s my third ball in the water. I’m so bad at this.

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Woman’s voice
Man’s voice

What would you say?

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Woman’s voice
Man’s voice
Ha, that pond is a menace.
A good joke about the course, and only a joke. Add one line you mean, and Lucy knows you like being here with her.
Listen
Woman’s voice
Man’s voice
Ha, this course is rigged. I’m having a great time, though.
The joke is on the course, so Lucy laughs with you. Then “a great time” tells her you like being here with her.
Listen
Woman’s voice
Man’s voice
Wow, you really are bad at this. Want me to show you how it’s done?
The joke lands on Lucy, and she already said it. Joke about the course instead, then say something you mean.
Listen
Woman’s voice
Man’s voice

A first date, mini golf

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Woman’s voice
Man’s voice

JackFor the record, I was my family’s mini golf champion. Three years running.

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Woman’s voice
Man’s voice

What would you say?

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Woman’s voice
Man’s voice
This windmill would humble any champion. I’m glad we did this.
The joke is on the windmill, so Jack laughs with you. Then “I’m glad we did this” tells him you like being here with him.
Listen
Woman’s voice
Man’s voice
Three years running? Then the windmill is cheating.
Fun, and it stays a game. Add one line you mean, so Jack knows you like being here with him.
Listen
Woman’s voice
Man’s voice
Champion? You’ve hit the windmill twice.
It turns the joke on how Jack plays, and a first date is early to poke at someone. Joke about the course, then say one thing you mean.
Listen
Woman’s voice
Man’s voice

Build confidence for your next conversation. Take a two-minute lesson, then have your first practice conversation with Dan.

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Hey! How was your weekend?

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Compare the two replies

“Fair warning, I picked this place for the free popcorn.”

Listen
Woman’s voice
Man’s voice

Not this: Ha, cheap date.

This: Free popcorn? You had me at free. I’m glad I said yes.

What does the second reply do?

Listen
Woman’s voice
Man’s voice
It jokes about the popcorn, then says a line you mean.
The joke stays on the popcorn, and “I’m glad I said yes” tells them you like being there.
Listen
Woman’s voice
Man’s voice
It skips the joke.
It still jokes, about the popcorn. The first one jokes about them.
Listen
Woman’s voice
Man’s voice
It’s more polite.
Polite isn’t it. The first joke lands on them; the second lands on the popcorn and adds a line you mean.
Listen
Woman’s voice
Man’s voice

When your date admits something embarrassing

Choose “A woman” or “A man” above to see the questions.

NaomiI got us lost twice on the way here. Sorry!

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Woman’s voice
Man’s voice

You: Remind me never to let you drive.

Is this joke about the situation, or the person?

Listen
Woman’s voice
Man’s voice
The person
That one lands on Naomi, and she already feels bad. Joke about the roads instead.
Listen
Woman’s voice
Man’s voice
The situation
That joke is about Naomi. Try “Whoever planned these streets owes us both an apology.”
Listen
Woman’s voice
Man’s voice

SimonI’ll be honest, I’ve never been on a climbing wall in my life.

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Woman’s voice
Man’s voice

You: I can tell from your form.

Is this joke about the situation, or the person?

Listen
Woman’s voice
Man’s voice
The person
That one lands on Simon, on his first try. Joke about the wall or the rental shoes instead.
Listen
Woman’s voice
Man’s voice
The situation
That joke is about Simon. Try “These rental shoes aren’t helping either of us.”
Listen
Woman’s voice
Man’s voice

When your date says they were nervous

Choose “A woman” or “A man” above to see the questions.

A first date, after the movie

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Woman’s voice
Man’s voice

StellaI was so nervous about tonight. I changed my shirt three times.

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Woman’s voice
Man’s voice

What do you say to Stella?

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Woman’s voice
Man’s voice
I can tell. I’m glad you came, though.
It says something you mean, and the joke lands on Stella right after she told you she was nervous. Joke about the shirts instead.
Listen
Woman’s voice
Man’s voice
Only three? I changed four times.
Fun, and it stays a joke. Stella told you something she meant; say one thing you mean back.
Listen
Woman’s voice
Man’s voice
Only three? I changed four times. I’m glad you came.
The joke is on the shirts, and “I’m glad you came” answers what Stella said with something you mean.
Listen
Woman’s voice
Man’s voice

A first date, a bowling alley

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Woman’s voice
Man’s voice

MilesConfession: I practiced all week so I wouldn’t embarrass myself tonight.

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Woman’s voice
Man’s voice

What do you say to Miles?

Listen
Woman’s voice
Man’s voice
A whole week? The pins don’t stand a chance. I’m glad we’re here.
The joke is on the pins, and “I’m glad we’re here” tells Miles you like being here with him.
Listen
Woman’s voice
Man’s voice
A whole week, and that’s your score? I’d ask for a refund.
It jokes about how Miles bowls, right after he said he practiced. Joke about the pins, then say one thing you mean.
Listen
Woman’s voice
Man’s voice
A whole week? The pins are in trouble.
Fun, and it stays a joke. Miles told you he cared how tonight went; say one thing you mean back.
Listen
Woman’s voice
Man’s voice

When your date’s plan goes wrong

Choose “A woman” or “A man” above to see the questions.

EvaI can’t believe it’s pouring. I planned a whole picnic.

Listen
Woman’s voice
Man’s voice

Joke about what’s around you, then add a line you mean.

Listen
Woman’s voice
Man’s voice

One way to reply

  1. React to what they saidThe sky clearly didn’t get the invite.
  2. Add something about youI’m happy to be stuck inside with you.

A joke about the rain, then a line you mean. Eva laughs, and she knows you’re glad to be with her.

Listen
Woman’s voice
Man’s voice

Lines to leave out

  • Ha, so much for your planning. That joke lands on Eva’s planning. Keep it on the rain.
    Listen
    Woman’s voice
    Man’s voice
  • Ha, yeah. A plain laugh adds nothing to the rain. The joke about the sky does more.
    Listen
    Woman’s voice
    Man’s voice

IsaacI promised you a quiet bar. This is the loudest bar in the city.

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Woman’s voice
Man’s voice

Joke about what’s around you, then add a line you mean.

Listen
Woman’s voice
Man’s voice

One way to reply

  1. React to what they saidThese speakers think it’s a concert.
  2. Add something about youI’m having a great time anyway.

A joke about the speakers, then a line you mean. Isaac laughs, and he knows the night is going well.

Listen
Woman’s voice
Man’s voice

Lines to leave out

  • Ha, great pick. Said here, it sounds like a jab at Isaac’s pick. Keep the joke on the speakers.
    Listen
    Woman’s voice
    Man’s voice
  • Ha, yeah. A plain laugh adds nothing to the noise. The joke about the speakers does more.
    Listen
    Woman’s voice
    Man’s voice

What the research found

Playful flirting and sincere flirting both went with more dating success.
Hall, Carter, Cody and Albright, Communication Quarterly, 2010

Your mission

Next time you’re flirting with someone, joke about something you’re both looking at, then say one line you mean.

In the Connsmitten app

A practice conversation follows this lesson’s questions.

Build confidence for your next conversation. Take a two-minute lesson, then have your first practice conversation with Dan.

Listen to Dan open the conversation

Hey! How was your weekend?

Dan
Get started

How to talk to people