Sy dra haar rooi skoene wanneer sy dorp toe gaan.

Here dra means wear.

Afrikaans dra can also mean carry, but in a clothing sentence like Sy dra haar rooi skoene, the natural meaning is she wears her red shoes.

Because the sentence has two clauses, and each clause has its own subject:

• Sy dra haar rooi skoene
• wanneer sy dorp toe gaan

In both clauses, the subject is sy = she.

Sy is the subject pronoun: she.
Haar is the object or possessive form: her.

So in this sentence:

• Sy dra ... = She wears ...
• haar rooi skoene = her red shoes

A useful shortcut is:

• sy = she
• haar = her

Afrikaans verbs usually do not change according to the subject the way English verbs sometimes do.

In English, you say:

• I go
• she goes

In Afrikaans, the verb usually stays the same:

• ek gaan
• sy gaan

The same applies to dra:

• ek dra
• sy dra

This is one reason Afrikaans verb grammar is often simpler than English verb grammar.

Because wanneer introduces a subordinate clause, and in Afrikaans subordinate clauses the verb often goes to the end.

So:

• main clause: Sy dra haar rooi skoene
• subordinate clause: wanneer sy dorp toe gaan

This end-position for the verb is very common after words like:

• wanneer = when
• omdat = because
• dat = that
• as = if/when

So the word order here is completely normal Afrikaans.

Dorp toe means to town or more literally toward town.

The word toe is often used with movement toward a place. It appears in very common expressions such as:

• huis toe = home
• skool toe = to school
• kerk toe = to church
• dorp toe = to town

So sy dorp toe gaan means she goes to town.

Because toe itself already helps express movement toward a destination.

Afrikaans often uses this pattern instead of na in fixed, idiomatic expressions:

• huis toe
• skool toe
• dorp toe

You can sometimes say na die dorp, but dorp toe is a very natural Afrikaans way to say to town.

In expressions like dorp toe, Afrikaans often leaves out the article.

So instead of saying to the town word-for-word, Afrikaans uses the idiomatic expression dorp toe, much like set phrases such as:

• huis toe
• skool toe

This does not sound incomplete to an Afrikaans speaker; it is just the normal pattern.

Not always exactly. Dorp can refer to a town, a small town, or sometimes something closer to a village, depending on context.

But in the expression dorp toe gaan, the usual English translation is simply go to town.

The singular is skoen = shoe.
The plural is skoene = shoes.

So:

• 'n skoen = a shoe
• skoene = shoes

This is a normal Afrikaans plural pattern with -e.

Because rooi is the normal adjective form here.

Afrikaans adjectives do not all change in the same way before nouns, and rooi commonly stays rooi in phrases like:

• rooi skoene
• rooi rok
• rooi motor

So haar rooi skoene is the natural standard form.

Sometimes, depending on style and dialect, as can be used where English would say when, but wanneer is the clearer and more direct choice here.

So for a learner, wanneer is the safest way to understand this sentence as a time clause meaning when.