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Like Pulling Teeth

Like Pulling Teeth.

English
idiom

Very hard to do.

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What it means...

Extremely difficult and frustrating to do, especially when trying to get information or cooperation from someone who is reluctant.

When something is like pulling teeth, it requires enormous effort for what should be a simple result.

It is used when people or processes are unnecessarily slow, resistant, or uncooperative.

Use it when…

  • When getting a simple answer or decision from someone takes an unreasonably long time
  • When trying to get a team member or client to provide information they are reluctant to share
  • When a process that should be straightforward turns out to require enormous effort

Don’t confuse with...

Wrong icon

"An Uphill Battle"

A task that requires continuous effort against resistance, with progress being hard to sustain

Wrong icon

"A Hard Nut to Crack"

A person or problem that is difficult to deal with or understand

Correct icon

"Like Pulling Teeth"

Something that is extremely difficult and frustrating due to reluctance or resistance

Where you’ll hear it

You’ll hear the "Like Pulling Teeth" idiom in real life — at work, in relationships, or in the media.

Work & Business

Office Conversations

A colleague says getting the finance team to approve anything is like pulling teeth.

Relationships & Social Life

Family

A parent says getting her teenager to talk about his day is like pulling teeth.

Media & Everyday Life

Daily Situations

A friend says scheduling a meeting with five people across time zones is like pulling teeth.

Use it like this

Here’s how to use "Like Pulling Teeth" idiom naturally in real conversations, with real examples.

Work & Business

Raising Concerns

You

I've been trying to get the legal team's sign-off for two weeks — it's like pulling teeth.

Boss

I'll escalate it — that should not be taking this long for a routine approval.

Relationships

Talking to Friend

Friend

Did you ever get your flatmate to pay back the money he owed?

You

Eventually, but it was like pulling teeth — three reminders over six weeks.

Everyday Conversations

Storytelling

Friend

How was getting the project brief out of them?

You

Like pulling teeth — every answer raised three more questions.

Last updated:
April 20, 2026

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