What was that most difficult situation you were in because you couldn't speak English?
How was your feelings when you couldn't explain yourself in English?
Was it a embarrassment(shame) when your English skills lacked?
Not knowing how to explain what you need in any language besides English is very discouraging, But remember it happens to the best. So best is to study hard and do as much English classes as possible, keep up the studying:)
What was the most difficult experience you had for not speaking English?
What was the worst encounter you had for not speaking English?
These questions mean what was the worst thing you had to go through for not been able to speak English.
Encounter means unexpectedly be faced with or experience (something hostile or difficult).
Example:We have encountered one small problem.
これらの 質問は、英語を話すことができなかったために経験した良くなかったことは何かを意味しています。
Encounterは予想外の出来事や経験に直面したこと（厳しかったり困難な事など）を意味します。
例文：
We have encountered one small problem.
（小さな問題が発生しました。）
Have you ever encountered any awkward situations due to your limited English speaking skills?
Have you ever found yourself in an embarrassing situation due to the language barrier?
Have you ever encountered any problems due to the fact that you could not properly express yourself in English?
To ask about ones difficult encounters due to a lack of their English abilities you may ask the following;
Have you ever encountered any awkward situations due to your limited English speaking skills?
keywords:
awkward- Causing difficulty or something hard to deal with.
Have you ever found yourself in an embarrassing situation due to the language barrier?
keywords:
language barrier-A barrier to communication between people who are unable to speak a common language at all or very well.
Have you ever encountered any problems due to the fact that you could not properly express yourself in English?
英語力が低いことで苦労したことがあるか尋ねる言い方です：
Have you ever encountered any awkward situations due to your limited English speaking skills?
（英語がうまく話せないことで苦労したことはありますか）
キーワード:
awkward- 難しい、対処しにくい
Have you ever found yourself in an embarrassing situation due to the language barrier?
（言葉の壁で、恥ずかしい思いをしたことはありますか）
キーワード:
language barrier-言語の違いによるコミュニケーションの障壁
Have you ever encountered any problems due to the fact that you could not properly express yourself in English?
（英語がうまく話せないことで、困ったことはありますか）
What was the most difficult situation that you have encountered due to limited English
Have you encountered any awkward situations due to language barriers
Limited means not much of something or not enough of something.
Language barriers means a barrier created due to two individuals being from different language backgrounds.
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