Meine Freundin findet ihren Lippenstift nicht und sucht in jeder Schublade.

Because Lippenstift is masculine (der Lippenstift) and it is the direct object of findet, so it is in the accusative case.

The possessive word ihr- means her, but its ending changes to match the noun it goes with:

• ihr Lippenstift = nominative masculine
• ihren Lippenstift = accusative masculine

So here, ihren Lippenstift means her lipstick.

Here it means her.

German ihr- forms can be confusing because they can relate to different English words depending on context, such as her, their, or formal your. In this sentence, the subject is meine Freundin, so ihren Lippenstift clearly means her lipstick.

Nicht negates the verb phrase here, so findet ihren Lippenstift nicht means does not find her lipstick.

In English, we usually say doesn’t find or more naturally can’t find. German often uses nicht directly with the verb instead of adding a helping verb like do.

So:

• Sie findet ihren Lippenstift. = She finds her lipstick.
• Sie findet ihren Lippenstift nicht. = She does not find / can’t find her lipstick.

Because German, like English, can leave out the subject in the second clause when it is the same as in the first clause.

So:

• Meine Freundin findet ihren Lippenstift nicht und sucht in jeder Schublade.

means:

• My girlfriend doesn’t find her lipstick and (she) is looking in every drawer.

Repeating meine Freundin would also be possible, but it would sound less natural here.

Because in is a two-way preposition in German. That means it can take:

• accusative for movement toward something
• dative for location inside something

Here, the idea is where she is looking, not moving something into a drawer. She is searching in every drawer, so German uses the dative:

• in jeder Schublade

If it were movement into a drawer, you would use accusative:

• in jede Schublade

Because Schublade is feminine (die Schublade) and it comes after in with the dative case.

The determiner jede changes its ending based on gender, number, and case. For feminine dative singular, the form is:

• jeder Schublade

Compare:

• jede Schublade = nominative/accusative feminine
• jeder Schublade = dative feminine

Freundin can mean:

• female friend
• girlfriend

Without more context, it can be ambiguous. In many learning materials, meine Freundin is often understood as my girlfriend, but in real life it could also mean my female friend.

If someone wants to make female friend clearer, they might say something like:

• eine Freundin von mir = a female friend of mine

It is singular here.

• der Lippenstift = the lipstick
• die Lippenstifte = the lipsticks

In the sentence, ihren Lippenstift means her lipstick.

Because German often uses the present tense for actions happening right now, just like English can.

So:

• findet ... nicht = does not find / can’t find
• sucht = is looking / looks for

In natural English, you might translate the sentence with a progressive form:

• My girlfriend can’t find her lipstick and is looking in every drawer.

But German does not need a special -ing form here.

They are related but not the same:

• suchen = to look for, to search for
• finden = to find

So in the sentence:

• findet ihren Lippenstift nicht = she cannot find her lipstick
• sucht in jeder Schublade = she is searching in every drawer

A simple way to remember it:

• suchen is the process
• finden is the result

Yes, sucht in jeder Schublade is natural.

German often leaves out information that is already obvious from the context. Since ihren Lippenstift was just mentioned in the first part of the sentence, it does not need to be repeated.

Both are possible:

• ... und sucht in jeder Schublade.
• ... und sucht ihren Lippenstift in jeder Schublade.

The shorter version is more natural because it avoids repetition.

German main clauses usually put the finite verb in second position.

First clause:

• Meine Freundin | findet | ihren Lippenstift nicht

Second clause:

• (Meine Freundin) | sucht | in jeder Schublade

Even after und, the second clause keeps normal main-clause word order, with the verb early in the clause.

Sometimes yes, but changing the position can change the emphasis.

Here, Meine Freundin findet ihren Lippenstift nicht is the normal and natural wording.

If you move nicht, the sentence may sound odd or suggest a different contrast. For learners, the safest pattern is:

• verb + object + nicht

when you are negating the whole idea of finding something.

So this sentence uses a very standard placement of nicht.