[General] It might be funny but depends on how many words

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Silverobama

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Today someone shared a picture in a chat room and the sentence in the picture goes like "Had a date tonight. I really enjoyed it. Tomorrow I'll try a fig".

Someone didn't understand and he asked "a fig"? I then replied to him "date=fruit, fig=fruit" and I went on explaining:

It's called a homophone or something. It might be funny but depends on how many words you know and how deeply you understand the culture.

Is the above italic sentence natural?
 

Charlie Bernstein

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Today someone shared a picture in a chat room, and the caption read, "Had a date tonight. I really enjoyed it. Tomorrow I'll try a fig".

Someone didn't understand and he asked, "A fig?" I [STRIKE]then[/STRIKE] replied [STRIKE]to him[/STRIKE], "A date is a fruit, a fig is a fruit," and I went on to explain, "It's called a homophone or something. It might be funny but depends on how many words you know and how deeply you understand the culture."

Is the above italic sentence natural?
Technically, yes, a date (the fruit) and date (the activity) are homophones — different words that sound the same. I would just tell him it's called it a pun.

Put quotation marks around all direct verbatim quotations. Do not use quotation marks if you're paraphrasing.
 

Silverobama

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Much appreciated, jutfrank and CB.

I have an issue with this bit. I think you mean: Whether you find it funny ...

"It's called a homophone or something. Whether you find it funny depends on how many words you know and how deeply you understand the culture."

Are the whole sentences okay now?
 
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