Pronounce 106 Most Difficult English Words Advanced English Lesson

Vanessa: Hi, I’m Vanessa from SpeakEnglishWithVanessa.com.
Are you ready to pronounce 106 difficult words

in English? Let’s do it. Last month I asked
you in the community tab on my YouTube channel,

which words are the most difficult for you
to pronounce in English? And wow, did you

give a lot of responses. I got over 450 comments
about difficult words, but do you know what?

A lot of those words were the same.
It’s quite interesting that no matter what

your native language is, no matter what background
you come from, some of the same words are

difficult in English. I challenge you today
to shadow my voice. This means that I want

you to repeat directly after I speak. I’m
going to say each of these words two times.

The first time I want you to listen to my
pronunciation, and the second time I want

you to speak out loud and try to use your
pronunciation muscles and imitate me.

When I was making this lesson, I thought,
“Oh my goodness, there are so many words.

How can I make this more digestible?” Digestible
means easily understood, easily learned. So

I’ve grouped these words into different categories.
And this is my goal for you, I want you to

find the words that are the most difficult
for you and study that category. So maybe

it’s the short /i/ sound. Spanish speakers,
I’m looking at you. Or maybe it’s the /r/

and /l/ sound, East and Southeast Asian speakers
I’m looking at you. Or maybe it’s just words

like eaten, button, forgotten.
Go back and review those words that are the

most difficult for you. You don’t need to
review all 106 words because probably not

all of them are going to be difficult for
you. But I want you to find the category that’s

the most challenging for you and after this
lesson, go back and review those.

All right, with that said, are you ready to
get started? The first category are words

that sound exactly the same. Some of you asked
me, how do I pronounce this and this word,

and I thought, “Well, they’re pronounced the
same. Why is that hard?” But maybe you didn’t

know that they’re pronounced exactly the same.
So I’m going to say these words and I want

you to repeat with me. Are you ready?
Aunt, ant. Aunt, ant. The first one is the

person who is related to you, and the second
one is the little insect. Some people say

for that first word, for the person who’s
related to you, some people say aunt, but

it’s more common to call her your aunt.
Buy, bye. Buy, bye. You buy something at the

store and you say goodbye, bye. Clothes, close.
Clothes, close. You might see some tutorials

on YouTube where they say you should use a
/th/ sound there. Clothes with a little /th/

in there. You can say that, but when native
speakers are speaking quickly, we just these

two words the same. Close the door, I’m putting
on some clothes. Clothes, close.

Hare, hair. Hare is a way to say rabbit. It’s
a type of rabbit. Hare, hair. Hear, here.

Hear, here. Meet, meat. Meet, meat. It’s nice
to meet you. Do you want to eat some meat?

There, their, they’re. They’re over there
with their friends. There, a lot of native

speakers have difficulties writing these words
correctly. There’s a lot of common typos where

people use one type of their instead of the
other, but these are all pronounced the same.

There, their, they’re.
Traitor, trader. One word has a T, why does

it sound like a D? In American English, when
there’s a T between two vowels, we often change

that T into a /d/ sound. So if you say something
against your friends, they might say, “Oh,

you’re a traitor.” Even though this word has
a T, sounds like a D. Traitor, trader.

Two, too, to. Two, too, to. Were, we’re. Were,
we’re. The contraction we are can be pronounced

in two different ways. We are or in the lazy,
relaxed way we’re, and that’s the same as

the verb were. We were tired. Were. If you’d
like to check out how to pronounce 81 contractions,

make sure you check out my lesson up here
because contractions can be tricky to pronounce.

You might pronounce them we are or we’re.
Let’s quickly also add the word where. We

can say these three words together. Were,
we’re, where. Do you see how my mouth opens

more for that final word? Where.
Your, you’re. Your, you’re. Or we could pronounce

both of these words in a different way, but
they’re the still the same as each other.

Your, you’re. Your, you’re.
Sometimes it sounds like an /er/ sound, your,

and sometimes it sounds like your, it just
depends on if you’re speaking quickly and

which one you want to use. Your, you’re.
The next section is highly requested and it

includes words with a /th/ at the beginning.
Through, threw. These two words sound the

same as each other. Let’s practice this /th/.
Make sure your tongue is coming out of your

mouth and there is a stream of air. Through,
through. /Th/.

If you put a piece of paper in front of your
mouth, you should see that paper moving. Through,

through. Let’s add a word to that. Throughout,
throughout. Throughout. But what about this

word? Thorough. Thorough. The first section
sounds like the. Like an E, the, the, and

then the final part is going to sound like
thorough. O W, thorough. Thorough. Thorough.

Thought. Thought. Think. Think. Make sure
for all of these your tongue is coming out

of your mouth. Think. Thought. And there’s
a stream of air. Think. Thought. Three. Tree.

Three. Tree. For the second word, we’re not
using a /th/ sound. It’s just TR. It’s the

green plant that grows, tree. Let’s say both
of those words. Three. Tree. I see three trees.

I see three trees. That T H R is really tricky.
For these next two words we need to use a

different /th/ pronunciation. There are two
/th/ pronunciations. One of them we just practiced.

It’s what I’m going to call an aired TH because
air is coming out. Three, three, but when

we say these words, though, though there is
a vibration happening. Your tongue is still

in that same position, but there’s going to
be vibration that’s happening. Though, though.

You’re going to feel your lips vibrating,
maybe your throat as well. Though. And the

final part sounds like O W, though. And we
can add a letter to the beginning, although,

although.
If you’d like to practice more TH words, I

made a tongue twister video that includes
a lot of /th/ sounds and it’s a great fun

practice. If you want to practice /th/ and
also have a good laugh, you can check out

this video up here.
The next section include words with a short

/a/, and a short /e/. These are called minimal
pairs. We’ll be working on minimal pairs in

this section and also the next section. It
means that everything else in the word is

the same except for one thing. The first pair
is man, men. Man, men. Do you see when I say

the /a/, man, man, my lips are kind of wide
here, man. And when I say men, men, my tongue

is coming out a little bit. My tongue is flat.
Men, men.

Sand, send. Sand, my lips are wide again.
Sand, send. Sand, send. Tan, ten. Tan, ten.

Let’s say these words in columns. Let’s say
all of the /a/ words together and all of the

/e/ words together. Man. Sand. Tan. One more
time, man, sand, tan. Do you see how my lips

look the same for all of these three words?
Let’s go onto the short /e/ words. Men, send,

ten. Men, send, ten.
If you have difficulties with the short /a/

and the short /e/, this is what I recommend
doing. Finding those minimal pairs like we

practiced and saying them together and then
trying to say all of the words that are the

same. This is going to train your muscles
to say that same sound again and again. And

then when you feel comfortable with it, you
can mix them together. Man, men. Sand, send.

Tan, ten. When you say them together like
that’s a little bit tricky. So saying them

all of those same sounds together, that’s
going to be a great way to practice kind of

initiate yourself into those sounds.
The next section includes words that are also

minimal pairs. They include words with the
short /i/, long /e/ and short /e/. Some of

these words include swear words, so if you’re
watching this with your kids, just be aware.

Bit, beat, bet.
Here we have a short /i/, bi, /i/, /i/. Your

mouth is kind of raising into your nose here.
Bi, bit, bit. I know that the short /i/ sound

is really tricky for Spanish speakers, so
focus on this. Bit. Beat. Beat. Your lip should

be wide here, beat. And then when we say the
short /e/, bet. Bet, /e/, /e/, this is like

men, send, ten, bet, your tongue is flat.
Did, deed, dead, /d/ /i/ /i/. We have a short

I. If the short I is tough for you, try to
say that sound by itself, /i/ /i/ did. Deed,

the long E. Deed. And then the short E, dead,
/e/ /e/ dead.

Sick. Sick. Seek. Seek. Six /i/ /i/ six. Sex.
Make sure that when you say the short /i/

sound it is si /i/ /i/. Your lips are raising
here towards your nose. /Si/ six, six. And

when you use the short E, your tongue is flat.
Se-e sex. You don’t want to mix these two

up.
Bi-i bitch. You don’t want to mix these two

up either. Beach, beach. Make sure that when
you say the word beach, it’s the place that

you go on vacation, your lips are wide. Beach,
beach. Shit, /i/ /i/ shit. Sheet, sheet. If

you need to exaggerate these sounds, if this
sound is tough for you, it’s okay to exaggerate

them. I’m going to the beach. I need a new
sheet. You can make sure that your lips are

in the right place. If you say that vowel
a little bit longer than is necessary, especially

if this worries you that you’re saying the
bad word instead of the word that you mean

to say you can always elongate it a little
bit.

Let’s do the same thing we did before. We’re
going to read down the columns so that you

can practice those sounds again and again.
Bit, did, sick, six, bitch, shit. Beat, Deed,

seek, beach, sheet. Bet, dead, sex.
The next category includes words that have

a stop T in the middle. A stop T is when your
tongue stops at the top of your mouth. It’s

going to make that T sound but it doesn’t
let any air follow through. Let’s look at

a quick sample word. Eat. Eat. When I said
it the first time, did you hear that T? Eat.

Eat. No, because I’m using a stop T. My tongue
is stop at the top of my mouth, eat, and I

don’t let that air follow through. Eat.
So let’s add this stop T in the middle of

these words. It kind of sounds a little bit
strange if you don’t know what’s going on.

But now that you know there’s a stop T, I
hope that it will help you. Important. Important.

Here we have a tricky word to start off with
because we have a stop T in the middle and

also at the end. So those two T’s, your tongue’s
going to be in that position, but you’re not

going to let any air follow through. Important.
Important. Eaten. Eaten.

Do you see here how my tongue is stopped in
the middle of this word? Have you eaten yet?

Eaten yet. Eaten. Threaten. Threaten. My tongue
is stopped at the top of my mouth. I didn’t

say threaten. Of course, you can say all of
these words with all of the sounds if you

want. But if you want to sound the most natural,
this is how you’re going to say it. Threaten.

Threaten. Written. Written. Button. Button.
Do you hear button? Nope. Just button. Forgotten.

Forgotten. Definitely. Definitely. We’re stopping
at that /t/ sound. Definitely.

The next category include words where the
T changes to a D. This is a typical concept

in American English, so if you’d like to practice
this a little bit along with other concepts

that are typical to speaking like an American,
you can check out this video that I made up

here. The first word is literally, literally.
It sounds like lid. Something that you put

on a container. It’s
a lid. Literally, literally.

Little. Little. Little. Water. Water. Automatic.
Automatic. This word has two T’s that change

to D’s. Auto, auto, matic, matic. Don’t be
afraid to use a really clear /d/ sound here.

Automatic, automatic.
The next category includes words that have

an RL. These words were also highly requested
and I understand why they’re so tricky. They’re

just weird and tough. So let’s practice. Girl.
Girl. In American English, we’re going to

insert a /u/ sound, this is called the schwa
sound, after the R. Girl. Do you hear /rl/

/rl/ there? Girl, girl, girl. That’s going
to be the same for all of these words. World.

World. It kind of sounds like W-O-R-U-L-D.
World. World. Squirrel. Squirrel.

This word actually does have an E there. So
you can visually see that sound. Squirrel.

Squirrel. And then we have another word that
has an R L but we’re not going to include

that U. Early. Early. Make sure that you have
/r/ and then you just simply add L Y at the

end, early. Early. Early. Early. The next
category include words with an /r/ and an

/l/ sound. Garden. Golden. Did you see when
I say that second word, my tongue is coming

out of my mouth? Listen again. Garden. Golden.
Garden.

To say the R, you need to pretend like you’re
an angry dog, /r/ /r/ garden. Gol, there’s

my tongue. Golden. Arrive. Alive. Arrive.
Alive. Grammar, glamour. Grammar, glamour.

Maybe you want to study a grammar lesson and
you don’t want to study a glamour lesson.

The next category are words that include a
silent letter, receipt, receipt. Which word

is missing here? The P. Receipt. Receipt.
After you make a purchase, usually the cashier

will give you a receipt. Awkward, awkward.
The first W is silent. So make sure that you

say the A and the K together. Awkward. Awkward.
This word is kind of awkward, isn’t it?

Difference. Different. Difference. Different.
Which letter is silent here? It’s the E. Difference.

Just simply cut out that middle /e/ sound.
Difference. Different. Difference, different.

The next category doesn’t really fit into
any other sections, so it’s just the other

category. These words are pretty tricky, so
take a deep breath and let’s practice them.

Warm. Warn. Worm. Warm. Warn. Worm. The first
two words have an /or/ sound. Warm, warn.

And the final word sounds like an ER, worm.
There’s a worm on the ground. I need to warn

you that on a warm day there are some worms
on the ground.

Work, walk. Work, walk. Do you notice the
first word sounds like an ER? Work, work.

And the second word, walk. Your mouth is more
open for walk. And the L is silent. Walk.

Walk. I walk to work. Say that with me. I
walk to work.

Done, dawn, down. Done, dawn, down. Done,
I’m finished. I’m done. Dawn. Dawn, in the

morning the dawn arises. Down. Down. Make
sure that you slide into that /w/ sound. Down.

Down. Look down.
Hurt. Hearth. Hard. Hurt, this word also sounds

like E R, hurt. Hurt. She hurt her arm, hurt.
Hearth. Hearth. This is a place in your house.

Hearth. Notice my mouth is open. Hearth. Hard,
an important sound here is that /r/. Hard.

Hard. Brick. Break. Brick, break. If the short
/i/ sound is hard for you, practice this one.

Brick, break. Notice how my mouth goes up
for brick, the short /i/ sound and is wide,

break, when I say the long /e/, break. Than.
Then. Than. Then. I want to tell you something

though, sometimes when native speakers are
speaking quickly, the word than sounds like

then. Let me give you a quick example. He’s
faster than me. He’s faster than me. The word

here is than with an a, but when you say that
quickly, it sounds like T-H-E-N. He’s faster

than me, than me.
So you might hear native speakers say this,

and you’re welcome to say this too as long
as you’re speaking quickly. He’s faster than

me, than me. But make sure that you write
this correctly. T-H-A-N. He’s faster than

me or he’s faster than me.
Quit, quite, quiet. Quit. It’s a short I,

quit, it. Quit. Quite. Quite is a long I.
Quite. Quiet, we need two vowels in that final

word. Quiet. And we can see both of them.
The I and the E, so that makes it a little

bit more simple. Quiet. Outer. Order. Outer.
Order. Notice the first word has a T, but

we’ve changed it to be a D sound. And those
vowels need to be correct. Outer. Sounds like

O W. Outer, order. Go to outer space, that’s
an order. Go to outer space. That’s an order.

Make sure that R is correct, order.
Bear, bare, beer. Bear, this is the animal.

Bare, means no clothes. Beer is the drink.
Bear, bare, those first two words are pronounced

the same. The bear was bare. The bear didn’t
have any clothes on. The bear was bare and

he was drinking beer. Beer. It’s a long E.
Beer.

Bus, boss. Bus, boss. We have a short /u/
here, bus. Ride the bus with my boss. There

needs to be an /O/ sound. Ride the bus with
my boss.

Hall, haul, howl, hull. There’s a lot here.
Hall, it’s a place in your house. The long

corridor. It’s a hall. And I’m hauling something,
means I’m pulling or dragging something heavy.

I’m hauling something down the hall. But then
I heard a howl, howl. I think it came from

the hull of a ship. That’s the bottom of a
ship. Hull. This is a short U like bus, hull,

hull.
And finally one of the most requested words

was entrepreneur. Entrepreneur. Let’s break
this long word down. En-tre-pre-neur. En-tre-pre-neur.

Entrepreneur. Entrepreneur. Entrepreneur,
entrepreneur, entrepreneur, entrepreneur.

I’m an entrepreneur. I have my own business.
I’m an entrepreneur. You’ve made it. Congratulations.

Before you go, let’s practice a challenge
sentence. The girl was quiet throughout the

bus ride then she arrived at the beach. Let’s
take a look at this sentence. The girl was

quiet throughout the bus ride then she arrived
at the beach. Can you say this sentence with

me? The girl was quiet throughout the bus
ride then she arrived at the beach.

And now I have a question for you. Which one
of these words was the most difficult for

you? If you’d like to practice words like
probably, comfortable, library, difficult

numbers like 13, 30, 14, 40, I made another
video called 33 most difficult words to pronounce

that was one of the first in this series.
And you can check out that video up here to

pronounce some of those other words.
Thanks so much for learning English with me

and I’ll see you again next Friday for a new
lesson here on my YouTube channel, bye. The

next step is to download my free e-book, five
steps to becoming a confident English speaker.

You’ll learn what you need to do to speak
confidently and fluently. Don’t forget to

subscribe to my YouTube channel for more free
lessons. Thanks so much. Bye.