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If I'm listing expressions in a sentence, do I put the proper punctuation for the sentence as well as a comma after the expression?
For example:
Objectives
To learn to use the expressions "Would you like to run?", "Yes, I would.", and "No, I wouldn't."
OR
Objectives
To learn to use the expressions "Would you like to run," "Yes, I would," and "No, I wouldn't."
Additionally, should there be any punctuation after the word "expressions"?
There is no universal rule for that sort of situation; it is something that a style guide would typically address. There would probably also be some differences in American vs British styles.
Personally, I favor the first. It keeps the original punctuation of the quote intact and seems clear enough. I would add no punctuation after the word 'expressions'.
You might also consider rewording things using a bulleted list to avoid the issue. For example:
To learn to use the expressions:
"Would you like to run?"
"Yes, I would."
etc.
A conventional way of listing items that contain their own punctuation is to separate those items by a semicolon rather than by a comma. Your example text would appear as follows:
To learn to use the expressions, "Would you like to run?"; "Yes, I would."; and "No, I wouldn't."
And yes, there must be a comma after "expressions", since what follows offers details that clarify that plural noun.
The semicolons may feel unnatural but it is a common construct when dealing with awkward lists like yours.
