John gets the first turn, so is asked the following question.

My Word

Players

  1. J John 0
  2. M Mary 0

Question

The art of trimming, clipping and growing shrubs, bushes and trees into ornamental shapes so that they look, for example, like animals or birds is called ...

John knows the answer "TOPIARY".

My Word

Players

  1. J John 0
  2. M Mary 0

Question

The art of trimming, clipping and growing shrubs, bushes and trees into ornamental shapes so that they look, for example, like animals or birds is called ...

The page at https://my-word.bee-dev.com/mockups.php says:

Please enter your answer:

OK

QWERTYUIOP
ASDFGHJKL
ZXCVBNM
123, .

If he had not known the word, that would have been the end of his turn.
John is awarded the letter tiles he needs to spell TOPIARY. He can either place the word TOPIARY itself on the board or instead another word using some or all of the letters in TOPIARY, so for example he could place PARTY or TRIP or PAIR or POT etc.

My Word

Players

  1. J John 0
  2. M Mary 0

Place your letters: TOPIARY

TOPIARY

John decides to place the word TOPIARY itself on the board.
The first word must be placed horizontally as far to the left as possible whilst also covering the central square.

TOPIARY

My Word

Players

  1. J John 0
  2. M Mary 0

Place your letters: TOPIARY

When John is happy with the placement of his letters, he finishes his turn which locks his letter tiles in place on the board and awards him 7 points for placing 7 letter tiles.

TOPIARY

My Word

Players

  1. J John 7
  2. M Mary 0

John's turn has now ended and it's Mary's turn. She is asked the following question:

TOPIARY

My Word

Players

  1. J John 7
  2. M Mary 0

Question

Shrink is a colloquial term for ...

Mary answers "Psychiatrist" correctly and so is awarded its letter tiles.
She now has to decided how to play PSYCHIATRIST. She either has to place the word PSYCHIATRIST on the board or, if she prefers, another word using some or all of the letters in PSYCHIATRIST.

TOPIARY

My Word

Players

  1. J John 7
  2. M Mary 0

Place your letters: PSYCHIATRIST

PSYCHIATRIST

Any word that she places on the board must interconnect like in a crossword with the word already on the board. After some thought, she decides to play PSYCHIATRIST itself like this:

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T

My Word

Players

  1. J John 7
  2. M Mary 0

Place your letters: PSYCHIATRIST

I

Mary didn't have to use the I of TOPIARY to play PSYCHIATRIST; she could have used the T or the A or the R instead.
She could also have formed another word using letters from PSYCHIATRIST that interlock crossword-style with a letter in TOPIARY. There are lots of such words: THROAT, IS, SHIP, STAIRS, CHARITY, ARTISTIC, PHYSICIST, HAT, TORCH etc.
Once she had chosen how to place her letter tiles, Mary presses the button to finish her turn.

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T

My Word

Players

  1. J John 6
  2. M Mary 12

Note that the I of TOPIARY is now red. A letter that belongs to two words is the colour of the word more recently placed on the board. This is important because the aim of the game is to get 60 letters of your colour on the board: Mary is hoping that she will get 60 red letters on the board before John get 60 of his black letters on the board.
Mary's score has been updated to 12 points as she now has 12 letter tiles on the board; John's score has decreased to 6 as he lost the letter I in TOPIARY.
Now it's John's turn again:

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T

My Word

Players

  1. J John 6
  2. M Mary 12

Question

In British English the path for pedestrians at the side of and a little above the road for vehicles is called the pavement. In American English it is called the ...

John knows the correct word is SIDEWALK and so is awarded the word's letters.

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T

My Word

Players

  1. J John 6
  2. M Mary 12

Place your letters: SIDEWALK

SIDEWALK

He places all of the letter tiles on the board like this:

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T
SIDEWALK

My Word

Players

  1. J John 6
  2. M Mary 12

Place your letters: SIDEWALK

John now finishes his turn.

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T
SIDEWALK

My Word

Players

  1. J John 26
  2. M Mary 0

All of the letters of the word PSYCHIATRISTS are now black; the reason is that John has turned Mary's word PSYCHIATRIST (the letters of which were in red because Mary played it) into the new word PSYCHIATRISTS. All three of the words on the board are now in black because John made each of them. Notice that the first I in PSYCHIATRISTS has changed colour again: first (when John played TOPIARY) it was black, then when Mary played PSYCHIATRIST it was red, and now that John has made PSYCHIATRISTS it is black again.
It now looks at this point as if John is doing very well: he's got 26 of his black letters on the board and Mary now has none of her red letters on the board. But that can soon change...

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T
SIDEWALK

My Word

Players

  1. J John 26
  2. M Mary 0

Question

Which branch of philosophy has been likened to a blind man in a dark room looking for a black cat that isn't there?

On the next turn Mary's question is "Which branch of philosophy has been likened to a blind man in a dark room looking for a black cat that isn't there?" which she answers correctly with METAPHYSICS.

P
S
Y
C
H
TOPIARY
A
T
R
I
S
T
SIDEWALK

My Word

Players

  1. J John 26
  2. M Mary 0

Place your letters: METAPHYSICS

METAPHYSICS

Again, Mary doesn't have to play METAPHYSICS itself; she could play THEM or MEATY or MATHS or PHYSICS or CAST etc. — indeed, any word made from some or all of the letters in METAPHYSICS that interlocks crossword-style with a word or words already on the board.

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 26
  2. M Mary 0

Place your letters: METAPHYSICS

She decides to play METAPHYSICS itself and the board now looks like this:

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 18
  2. M Mary 19

At this point John has 18 of his black letters on the board and Mary has 19 of her red letters on the board.
It's now John's turn. His question is:

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 18
  2. M Mary 19

Question

These beautiful flowers found in ancient woodland where they form carpets of violet-blue flowers are ...?

John knows the answer: BLUEBELLS.
It's not possible to place the word BLUEBELLS anywhere on the board so that it interlocks with another word. So John now has no choice but to try to make a word using some or all of the letters of BLUEBELLS.

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 18
  2. M Mary 19

Place your letters: BLUEBELLS

BLUEBELLS

After some thought John places BELLS on the board:

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IBELLS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 18
  2. M Mary 19

Place your letters: BLUEBELLS

UBELS

By playing BELLS like this, John now has 23 of his letters on the board, while Mary has lost one of her letters and now has 18:

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IBELLS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 23
  2. M Mary 18

Now it's Mary's turn. Her question is:

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IBELLS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 23
  2. M Mary 18

Question

A group of partridges is known as a covey of patridges. What is the collective noun for larks?

She knows the answer: EXULTATION.

P
S
YM
CE
HT
TOPIARYA
AP
TH
RY
IBELLS
SI
TC
SIDEWALKS

My Word

Players

  1. J John 23
  2. M Mary 18

Place your letters: EXULTATION

EXULTATION

After some thought, Mary decides that she's going to play the word EXULTATION rather than a word using letters from EXULTATION. There are two ways in which EXULTATION can fit on the board: using the first T of PSYCHIATRISTS or the T of TOPIARY. Mary can choose which she uses. She decides to use the T of TOPIARY:

P
ES
XYM
UCE
LHT
TOPIARYA
AAP
TTH
IRY
OIBELLS
NSI
TC
SIDEWALKS

My Word

Players

  1. J John 23
  2. M Mary 18

Place your letters: EXULTATION

T

The board now looks like this:

P
ES
XYM
UCE
LHT
TOPIARYA
AAP
TTH
IRY
OIBELLS
NSI
TC
SIDEWALKS

My Word

Players

  1. J John 22
  2. M Mary 28

The game continues until the board looks like this:

THEM
MBHIL
EPRIPESTU
MESOMT
EXYELLSMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 61
  2. M Mary 50

Here John has just played NONE (in the column on the far right of the board) and now has 61 of his black letters on the board. If there are still at least 60 black letters on the board after Mary's turn John will have won the game.
But, Mary wins the word BROOM:

THEM
MBHIL
EPRIPESTU
MESOMT
EXYELLSMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 61
  2. M Mary 50

Place your letters: BROOM

BROOM

Mary uses one of the Os to change MEN (on the right hand side of the board) into OMEN:

THEM
MBHIL
EPRIPESTU
MESOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 61
  2. M Mary 50

Place your letters: BROOM

BROM

Mary now has 54 of her letters on the board and more importantly she has flipped three of John's black letters so that now he only has 58 of his black letters on the board. Phew!

THEM
MBHIL
EPRIPESTU
MESOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 58
  2. M Mary 54

But, with his next turn, John wins then plays MUST in the top left hand corner:

MTHEM
MUBHIL
ESPRIPESTU
METSOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 58
  2. M Mary 54

Place your letters: MUST

This turns Mary's ME into MET.
Now John has 64 letters on the board.

MTHEM
MUBHIL
ESPRIPESTU
METSOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 64
  2. M Mary 52

Mary doesn't know the answer to her next question:

MTHEM
MUBHIL
ESPRIPESTU
METSOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 64
  2. M Mary 52

Question

A medical term that is used to describe the veins of the legs when they become abnormally swollen and painful and sometimes require an operation.

Clicking on the "Pass" button asks her to confirm whether she would like to pass or not:

MTHEM
MUBHIL
ESPRIPESTU
METSOMT
EXYELLSOMEN
UCOTEO
LHGWHITEN
TOPIARYIAE
AANOP
TTEACHERH
IRAY
GOIBELLS
INCISORSSI
STEC
THESIDEWALKS

My Word

Players

  1. J John 64
  2. M Mary 52

Question

A medical term that is used to describe the veins of the legs when they become abnormally swollen and painful and sometimes require an operation.

The page at https://my-word.bee-dev.com/mockups.php says:

Are you sure you want to pass this question?

Cancel OK

Mary doesn't know the answer to her next question so she doesn't win any letters.

So John has 64 letters on the board at the end of two consecutive turns (his and then Mary's). As a result John is the winner.