AEE: Learning English Is Not Like Pulling Teeth

Summary

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All Ears English Podcast

Episode: Learning English Is Not Like Pulling Teeth

Hosts: Lindsay McMahon & Michelle Kaplan
Date: January 3, 2026

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Overview

In this lively episode, Lindsay and Michelle introduce the idiom "like pulling teeth," explaining its meaning, origins, and everyday usage in American English. They discuss similar expressions, share personal anecdotes, and demonstrate how these phrases build conversational connection—staying true to the show's motto: “Connection, not perfection.”

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Key Points & Insights

1. Explanation of the Idiom "Like Pulling Teeth"

Definition:

• "Like pulling teeth" is used to describe something that is very difficult, unpleasant, or requires a lot of effort to accomplish.
• The phrase usually refers to situations where extracting information or compliance feels nearly impossible.

Michelle (03:00):

"So basically this means that something is very difficult to do. That’s what it means."

Discussion of Perspective:

• Michelle’s husband, a dentist, jokes that "pulling teeth" isn’t hard for him—raising the question of whose perspective the idiom reflects.
• Lindsay suggests it’s from the patient’s side:
  Lindsay (04:08):

  “In my mind it’s more from the perspective of the person whose teeth are being pulled.”

2. Everyday Situations Using the Expression

Common Contexts:

• Getting children to talk about their day
• Motivating bandmates to practice
• Finding gifts for friends

Lindsay (05:36):

“Trying to get my kids to tell me about their days is like pulling teeth.”

Michelle (06:13):

“When my son gets off the bus... he barely acknowledges that I exist... I don’t even bother asking him any questions—it just, I just kind of wait for things to come out naturally.”

Other Personal Examples:

• Chores can feel "like pulling teeth" even when self-motivated (Lindsay, 07:58)
• Michelle’s brother is hard to pin down for family planning (08:19-09:21)

3. Related Idioms and Phrases

To broaden the listener’s vocabulary, the hosts offer alternatives:

• “Like herding cats”
  Managing chaos or uncooperative people/things.
  Michelle (11:35):

  “Trying to get my kids out the door in the morning is like herding cats.”

• “A hard/tough nut to crack”
  Someone or a problem that is difficult to figure out.
  Michelle (11:55):

  “I want to know what’s going on in his head, but he’s a hard nut to crack.”

• “Getting nowhere fast”
  Not making progress despite effort.
  Lindsay (12:21):

  “I can tell this conversation is going nowhere fast.”

• “Really tough”
  The most direct, neutral way to express difficulty.

  Lindsay (13:02):

  “Sometimes we just want the most straightforward phrase... there’s nothing wrong with that. Connection is the goal.”

4. The Power of Idioms for Connection

Connection, Not Perfection:

• Using idioms or even basic phrases to express struggle can make conversations relatable and help learners make friends.

Michelle (10:06):

“Because you’re talking about your struggles. It’s good for relating to people... people can start to relate to you on things that are difficult for them.”

Lindsay (10:21):

“That is the recipe for building connection and friendships.”

5. Role-Play Demonstration

First Grade Teachers' Chat (13:28–14:07):

• Illustrates idioms in real-life conversation between coworkers
• Shows natural transitions between idiomatic, standard, and empathetic responses

Memorable Quotes:

• Michelle (13:48):

  “They’re so cute, but sometimes getting them to answer questions is like pulling teeth.”

• Lindsay (13:54):

  “Definitely. It can be really tough.”

6. Practical Language Tips

• Flexibility: Idioms are helpful but not necessary; sometimes simple expressions are the best for connection.
• Empathy: Empathize with others' struggles using both idioms and direct language.

Michelle (15:19):

“It might be a little overkill... good to have those more basic expressions just to insert when you need them.”

Lindsay (15:43):

“The goal is connection, not being fancy with our vocabulary.”

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Notable Quotes & Moments

• On idiom’s relevance:
  Michelle (09:37):

  “We talk sometimes about, like, ‘Oh, raining cats and dogs.’ …that idiom is pretty outdated, I think. …but [‘like pulling teeth’] seems to kind of hold up.”

• Lindsay sharing honesty in her own gift shopping:
  Lindsay (07:12):

  “No, I’m really bad at that. And I also leave things to the last minute… and then I panic and then it just never turns out well.”

• Light moment about Michelle’s crocheted tooth decoration:
  Michelle (05:16):

  “Right in front of me…is on the windowsill, a giant crocheted tooth with eyes and a mouth… now I’m just looking at it like, ‘Hello,’ and it’s like, ‘Don’t pull me.’”

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Timestamps for Key Segments

• 00:58 – Episode purpose; introducing the idiom “pulling teeth”
• 02:54 – Defining and discussing “like pulling teeth”
• 04:08 – Who is the idiom for: dentist or patient?
• 05:36 – Real-life example: Getting kids to talk
• 06:42 – Further examples: Bandmates practicing, gift shopping
• 07:58 – Self-motivation and chores as “pulling teeth”
• 09:37 – Discussion about whether the phrase is outdated
• 10:06 – Building connection using shared struggle
• 11:34 – Other idioms: “herding cats,” “hard nut to crack,” “getting nowhere fast”
• 13:28 – Role-play scenario with idioms in context
• 14:22 – Dissecting the role-play and realistic application
• 15:43 – Importance of balancing idioms and plain language

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Takeaway

Learning idioms like “pulling teeth” allows English learners to express difficulty in a relatable way—fostering conversation and building bonds. The episode emphasizes that while idioms are useful, natural connection matters more than perfect vocabulary. Choose expressions that genuinely reflect your experience, and don't be afraid to mix fun idioms with honest, direct language.

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Further Listening

• Check out “Avoid Mistakes with These English Adjectives” for more on practical usage and pitfalls (16:29).

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Episode in a Nutshell:
This episode delivers an upbeat, practical guide to mastering "like pulling teeth" and similar expressions, blending storytelling, role-play, and cultural insight. It encourages listeners to prioritize making real connections—because, in English, connection really isn't like pulling teeth!

Transcript

[Narrator]

This is the All Ears English Podcast. Learning English is not like pulling teeth. Welcome to the All Ears English podcast, downloaded more than 200 million times. Are you feeling stuck with your English? We'll show you how to become fearless and fluent by focusing on connection, not perfection, with your American hosts, Lindsey McMahon, the English adventurer, and Michelle Kaplan, the New York radio girl, coming to you from Colorado and New York City, usa. To get real time transcripts right on your phone and create your personalized vocabulary list, try the Allears English app for iOS and Android. Start your seven day free trial at allearsenglish.com.

[Michelle Kaplan]

Today. Learn a useful and fun way to say that something is hard to do. Plus, get bonus phrases so that you can share what you are struggling with in life and connect.

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[Michelle Kaplan]

Hey, Lindsay, how are you?

[Lindsey McMahon]

Good, Michelle, how are you? How's it going?

[Michelle Kaplan]

I'm good, I don't think. I wish you a happy New Year yet.

[Lindsey McMahon]

Oh, happy New Year. In that case, Michelle, glad to be here. So exciting. Oh, my gosh. It's gonna be a good year, I think. Yes.

[Michelle Kaplan]

Yeah. Lindsay, when was the last time you went to the dentist?

[Lindsey McMahon]

Well, funny you asked, Michelle. I actually just went yesterday. I'm glad that I have a good answer for that instead of like five years ago or something.

[Michelle Kaplan]

That's right.

[Lindsey McMahon]

Yeah, I went yesterday.

[Michelle Kaplan]

You're very responsible.

[Lindsey McMahon]

Yep. Feeling good about that. So. Yeah. Yeah, I try to go three or three times a year. Usually three.

[Michelle Kaplan]

That's good.

[Lindsey McMahon]

Wow.

[Narrator]

That's.

[Lindsey McMahon]

Yeah, just little extra cleaning never hurt, you know?

[Michelle Kaplan]

Yeah. Are you. So you're not afraid of the dentist, are you?

[Lindsey McMahon]

I don't love it because usually, you know, when they clean your teeth, it hits nerves and stuff, so that can be a little painful. But I know that it's good for me to go, so I go. And I don't have to get teeth pulled or anything when I go. Thank goodness, right? Yep. Yeah. And that's what we're talking about today is a fun little expression. I love when we teach our listeners these super native natural expressions because it gives them like a quick. I don't. It's like a secret. They can put in their back pocket and pull these out anytime they want to. Sound natural. And what is the expression?

[Michelle Kaplan]

All right, so the expression is. It's like pulling teeth.

[Lindsey McMahon]

Yes.

[Michelle Kaplan]

This is, I mean, this is a super, this is an old school one. Right. It's cheesy, but would you say it's still common?

[Lindsey McMahon]

Yeah, I use this, I like this one. This is part of my repertoire, my personal repertoire. It's fun. It's descriptive. Yeah, Yeah. I think it's good. I endorse this doors.

[Michelle Kaplan]

Very good. So, yeah, I, I it. So basically this means that something is very difficult to do. That's what it means. So. But it is funny because. So my husband is a dentist and yeah, he always talks about this expression because he always says for a dentist it's not that hard to pull a tooth. So he doesn't he feel, he's like. Who is the expression talking about? Is it for the person getting their teeth pulled? If, because if it's for the, from the dentist perspective, that's actually not that difficult.

[Lindsey McMahon]

It's a good point. He's really overthinking that, I think, a little bit.

[Michelle Kaplan]

Definitely. Yeah. That's where this idea came from because we were having this talk about that and he's like, I don't understand who this expression is meant for. Pulling teeth for a dentist. Like that's what we're trained to do. That's not that hard. That's like.

[Lindsey McMahon]

Oh, that's funny. I love that. I mean, in my mind it's for, it's more from the perspective of the person whose teeth are being pulled.

[Michelle Kaplan]

You think so?

[Lindsey McMahon]

I think so. Because think about how painful. I mean, now we have Novocaine, obviously we have all the drugs and all the things, but I'm sure there was a time, you know, hundreds of years ago when they just yanked your tooth out, you know?

[Michelle Kaplan]

Right, true. Maybe it's because. Yeah, I mean, but if it was from the perspective of the person getting their teeth pulled, wouldn't it be. It's like, like having your teeth. Having your teeth. Right. So I, I always thought of it as like the dentist perspective. But yeah, then from, I don't know, I think we're thinking too much into this. Basically, guys, this means something is to do.

[Lindsey McMahon]

Yeah. Yeah. I love this. This is going to be a fun episode today, guys. Hit the follow button so you can get more fun episodes from Waller's English. We do publish our sassy Saturday episodes like this one, but we also publish four days a week, Monday through Thursday. So don't miss a single episode of our show. The way to make sure you don't you get allers English into your listening queue for 2026 is to hit the follow button wherever you are listening. And if you're on YouTube, just hit subscribe. Okay? Yes.

[Michelle Kaplan]

And you know what's funny is that right now, right in front of me, I just realized is on the windowsill a giant crocheted tooth with eyes and a mouth. Because I always have all this random. Yeah, I have all this random. So now I'm just looking at it like, hello. And it's like, don't pull me.

[Lindsey McMahon]

Yeah, don't pull me. Oh, my gosh, that's funny. I love it. When I think about this expression, though, I think about this first example we have for our listeners, which is trying to get my kids to tell me about their days is like, I do is like pulling teeth. So I do think about, like, kids just not wanting to. To like, do something or talk or share y. It's like pulling teeth. I feel like that's where it comes up the most, don't you think?

[Michelle Kaplan]

Yeah, I would say. I mean, even it's funny with my son, I. When he gets off the bus, first of all, he's the most loving boy in the whole world. Like, unbelievable. He's so loving. But when he gets off the bus, he barely acknowledges that I exist and.

[Lindsey McMahon]

Interesting.

[Michelle Kaplan]

Yeah. And then I don't even really bother asking him any questions. It just. I just kind of wait for things to come out naturally, and then, you know, when it comes, everything comes out and at lying down at night, so, you know, you just kind of have to wait at Noah, as a parent, you know, when are you. When should you ask and how should you ask and. Because all you want to do is know everything. I wish I could know everything about.

[Lindsey McMahon]

You know it all. So you have to back off and not pull the teeth, right?

[Michelle Kaplan]

Yes, exactly. You have to play it cool.

[Lindsey McMahon]

I love it. Play it cool. Here's another example. Getting my bandmates to practice every day is like pulling teeth, so they clearly they don't want to practice. Maybe they're lazy or they're just busy or something. So it's very hard. So you're always nagging them to practice. That word nag is a good one now.

[Michelle Kaplan]

Yes. Or finding the right holiday gifts for my friends is like pulling teeth, so they're hard to shop for. Lindsay, are you good at knowing what gifts to get people?

[Lindsey McMahon]

No, I'm really bad at that. And I also leave things to the Last minute. Yeah, I leave things the last minute and then I panic and then it just never turns out well. So I've gotta get started early this year. We're recording this in early December, so there's still a chance.

[Michelle Kaplan]

There's still time, Lindsay. So. Yeah, but this is about. It's basically about an effort that you have to put in something. Maybe trying to get someone to do something or say something. So like an extraction of some sort. For the most part, you're trying to get something from somebody. So. Pulling tea?

[Lindsey McMahon]

Yeah, no, that, that's. That's a good description. That's why I always think of like trying to get your kids to tell you something or share something or take out the garbage or something.

[Michelle Kaplan]

Right? Yep.

[Lindsey McMahon]

It's like, I mean, pulling teeth. Yeah.

[Michelle Kaplan]

Would you say there's anything in your life that comes to mind that's like pulling teeth?

[Lindsey McMahon]

I think so. Geez, I can't think of anything right. I guess getting myself to do my chores, you know, like, you know, sometimes I just don't feel like vacuuming on a Sunday or cleaning. That can be like pulling teeth. That's an interesting use of it. Right on yourself. It's not how we use it, but it's my own.

[Michelle Kaplan]

Yeah, but English is like that. You can, you can use it, you know, you can play with the language. So for me, I'm gonna call out my brother. I mean, it's getting my brother to answer a question about planning. And he's notorious for this. I mean, my dad will ask him questions and we can't get an answer. And oh, it like he, he's very. Wait until the last minute. And I am in a sense, but he is to the extreme. So if you try and ask him, like we were trying to plan my dad's birthday and I was gonna sing a song with my sister in law and he was gonna play piano.

[Lindsey McMahon]

And like, how did that turn out? Oh, did you end up doing it?

[Michelle Kaplan]

It was good, but like, it was two days before and I finally got him on the phone and he's like, oh. I said, maybe we can just talk about which part my sister in law and I are singing. And he's like, I don't think it needs to be that serious. And I like, this is. I. I think this is a normal conversation. Who's singing?

[Lindsey McMahon]

What? Like, yeah, so you just, you just want to plan. So he's not a planner?

[Michelle Kaplan]

No, it's like, no to the extreme, but yeah. So I would say that's like pulling teeth, but yes, we Talked about this a little bit. So you don't seem. You don't. It doesn't sound like you think this is outdated, this expression.

[Lindsey McMahon]

I'm not too worried about that. Yeah, no, I. I still use it. I mean, maybe I'm outdated.

[Michelle Kaplan]

I don't know. No, I don't think it. I don't think it is. It's, you know, because we talk sometimes about, like, oh, raining cats and dogs and those.

[Lindsey McMahon]

Right. That idiom is pretty outdated, I think. Right.

[Michelle Kaplan]

And it's funny because this one seems to kind of hold up because it's still. I. I don't know when it started being used, but it just.

[Lindsey McMahon]

It.

[Michelle Kaplan]

Yeah, it's still kind of. It's kind of stood the test of time, I think.

[Lindsey McMahon]

I think so. And I think it's a good connection phrase. I mean, why do you think it would be good for connection, Michelle?

[Michelle Kaplan]

Because you're talking about your struggles. It's good for relating to people. Oh, yeah. Trying to get my kids do this is like pulling teeth. Oh, mine too. You know, people can start to relate to you on their. On, like, things that are difficult for them.

[Lindsey McMahon]

Yep. Especially if you're at a similar life phase as someone else. Maybe you pick up your kids at daycare or something, and you're struggling with the same things. That is the recipe for building connection and friendships.

[Michelle Kaplan]

Right, Exactly.

[Lindsey McMahon]

All right, so there are other ways to say the same thing, which are very funny, too. These are fun little idioms. For example, it's like hurting cats.

[Michelle Kaplan]

Have you heard that one?

[Lindsey McMahon]

I've heard this one. Of course. Yeah. I mean, and. And the idea here, I mean, why is this hard? Like.

[Michelle Kaplan]

Yeah. Because when the cats aren't gonna do what you said. Yeah. You can't hurt them. You can't just say, oh, we're all going in the same way. Right.

[Lindsey McMahon]

No. Cows you can herd. Cows you can herd, but cats you can't. My. My dog is like a herding breed. He is a part border collie. And so it's like in his. It's in his genes. Like, he'll see a dog and he'll crouch and start to stalk it, and then. But he doesn't want to hurt it.

[Narrator]

He wants to herd it.

[Lindsey McMahon]

He doesn't want to hurt it.

[Michelle Kaplan]

Not hurt. Yes.

[Lindsey McMahon]

And then he'll do these spins and it's part of his herding routine. It's just really funny. That's cute.

[Michelle Kaplan]

Oh, my God, I love him.

[Lindsey McMahon]

It's really cute. What would be an example, Michelle?

[Michelle Kaplan]

All right.

[Lindsey McMahon]

Hurting cats.

[Michelle Kaplan]

My life exactly Trying to get my kids out the door in the morning is like hurting cats.

[Lindsey McMahon]

Yeah. Because cats will run in all directions. Right. That's what they'll do. They'll, you know, meow and run and hide and it's impossible, Right? Yep.

[Michelle Kaplan]

That's why we're always late.

[Lindsey McMahon]

That's your reality. Yes. Yeah. Next one.

[Michelle Kaplan]

A hard nut to crack. So these are not. These are kind of related expressions. So that means something is difficult to solve or someone is difficult to get information out of. So similar idea. Not exactly, but I want to know what's going on in his head. But he's a hard nut to crack. So I could have said, but. But talking, asking him questions or getting him to answer is like pulling teeth. Right. So that's in the. How they're kind of related.

[Lindsey McMahon]

Yeah, they're related. I mean, maybe the person's a bit of a mystery and enigma.

[Mint Mobile Advertiser]

Right.

[Lindsey McMahon]

You just don't. Can't quite figure the person out. Right. This expression getting nowhere fast, you know, it's like spinning your wheels. Right. Not progressing. I can tell this conversation is going nowhere fast.

[Michelle Kaplan]

It's kind of funny one.

[Lindsey McMahon]

Yeah, that's a good one. So what else, Michelle?

[Michelle Kaplan]

The last one is just, you could say something is really tough. That's, you know, if that's kind of the most basic way, but it's also good to use. So getting my teacher to help me more with this assignment is really tough. Right. That's just kind of very. A very neutral. Not with any bells and whistle idioms on it, but very common.

[Lindsey McMahon]

Yeah. Sometimes we just want the most straightforward phrase, and that is an option for our listeners, too. There's nothing wrong with that. We don't have to always come up with the fanciest idiom because remember, guys, connection is the goal. So don't, you know, go off in la la land trying to come up with the idiom. You want to connect, make the eye contact and say. Say the direct phrase sometimes, right, Michelle?

[Michelle Kaplan]

Yeah, yeah, exactly. Kind of like the most basic one. So should we do a role play?

[Lindsey McMahon]

Let's do it, Michelle. So here we are, both first grade teachers. Wow. I don't think I could do it.

[Michelle Kaplan]

But we're friends and we work at the same school.

[Lindsey McMahon]

All right, here we go.

[Michelle Kaplan]

All right, here we go. So how's your class going?

[Lindsey McMahon]

That's good. But trying to get them to leave for music class is like hurting cats.

[Michelle Kaplan]

Oh, tell me about it. They're so cute. But sometimes getting them to answer questions is like pulling teeth.

[Lindsey McMahon]

Definitely. It can be really tough.

[Michelle Kaplan]

Especially one boy in my class. He is a hard nut to crack. I'm not sure if he likes school.

[Lindsey McMahon]

Oh, that's too bad. It can feel like you're getting nowhere fast. But we're still at the beginning.

[Michelle Kaplan]

That's true.

[Lindsey McMahon]

Maybe it's the beginning of the school year or something. Right. Which is what you mean there. Yes. So here we're talking about, you know, getting kids organized, getting them moving all in one direction, down to the music class, down the hallway is like herding cats, right?

[Michelle Kaplan]

Yeah.

[Lindsey McMahon]

Because one kid has to go to the bathroom, the other kid has to get his lunch, and, you know, it's just chaos. I'm sure. I mean. Yeah.

[Michelle Kaplan]

And then I said, they're so cute, but sometimes getting them to answer questions is like pulling teeth. So maybe I'm sitting there and saying, oh, and who knows the answer to this? And no one says nothing.

[Lindsey McMahon]

Silence. Yeah. I mean, this can happen when you're teaching adult learners, too.

[Michelle Kaplan]

I mean, I'm sure you've been in.

[Lindsey McMahon]

The adult classroom teaching adults esl, and sometimes you ask a question, there's no response, there's big silence. Yeah. Yeah, 100%. And then you're like, okay, I'll just answer my own question. Right, Right.

[Michelle Kaplan]

Yes.

[Lindsey McMahon]

Yeah.

[Michelle Kaplan]

And then.

[Lindsey McMahon]

And then we just went with a straightforward phrase here. Right, Michelle? So I said, definitely can be really tough. And this is good for empathizing.

[Michelle Kaplan]

Right.

[Lindsey McMahon]

We don't need. Because I'm trying to reflect back what you've said, so I don't necessarily need to come up with some fancy idiom here. I just need to know that I. That show that. Yeah.

[Michelle Kaplan]

That I get you. Right. Because you didn't. Right. I. I said one. So if. Then you just came back right away with another one in. Or, you know, because again, here you're just empathizing. So if I said getting them to answer questions is like pulling teeth, definitely. It can be like hurting cats. You know, it's. It might be, like a little overkill. So it's good to have those more basic expressions just to insert when you need them.

[Lindsey McMahon]

Yep, exactly. Because, again, the goal is connection. It's not being fancy with our vocabulary. It's not sounding like a genius. It's connecting. Right. Love that. What else, Michelle?

[Michelle Kaplan]

I said, especially one boy in my class. He's a hard nut to crack. I could have also said, a tough nut to crack, I think. Yeah, we do say both.

[Lindsey McMahon]

Both.

[Michelle Kaplan]

And then I said, I'm not sure if he likes school.

[Lindsey McMahon]

Good. And then I said, that's Too bad it can feel like you're getting nowhere fast. But we're still at the beginning, so. And that also I mentioned a bonus idiom, spitt. Spinning our wheels.

[Michelle Kaplan]

Right.

[Lindsey McMahon]

It's kind of similar idea. You're, you feel like you're putting all this energy into something, but your wheels are just spinning. They're not going anywhere. Yes. Right. Great. This is a good one. Michelle, what's another episode our listeners should check out?

[Michelle Kaplan]

All right, check out All Ears English. This was another, I think another Saturday one, although it could have been a Friday. Avoid mistakes with these English adjectives. Yeah.

[Lindsey McMahon]

And what's our takeaway for today? Where should we leave our listeners? We've learned a lot of idioms today.

[Michelle Kaplan]

Yeah, we got a lot here. Listen out for these. I taught you very common ones. We taught you very common ones. And you know, these are just super good connection topics because they can always bring to the surface things that other people are feeling or can get people to tell a story, share something about their life. So very, very useful for connection.

[Lindsey McMahon]

Yeah, for sure. If you can show in a kind of a light hearted way with an idiom that maybe you're struggling with something, right. You're struggling to talk to your child or struggling to do something that kind of, that opens up, like you said, Michelle, that space for connection. So these are the phrases to do it.

[Michelle Kaplan]

All right. Excellent.

[Lindsey McMahon]

Good.

[Michelle Kaplan]

All right. This was fun, Lindsay.

[Lindsey McMahon]

All right. Great stuff, Michelle. You have a good rest of your day. I'll talk to you soon.

[Michelle Kaplan]

All right.

[Lindsey McMahon]

Bye bye.

[Narrator]

Thanks for listening to All Ears English. Would you like to know your English level? Take our two minute quiz. Go to allearsenglish.com fluency score. And if you believe in connection, not perfection, then hit subscribe now to make sure you don't miss anything. See you next time.

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