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Hello,

Is there a difference between these 2 sentences or do they mean the same thing. Are they both grammatically correct?

I can’t imagine how you would look if you were wearing glasses.

I can’t imagine how you would look if you had been wearing glasses.

Thank you so much.

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1) I can’t imagine how you would look if you were wearing glasses.
2) I can’t imagine how you would have looked if you had been wearing glasses.
3) I can’t imagine how you would look if you had been wearing glasses.

(1) refers to a general imagined situation.

(2) refers to a specific past occasion when that person wasn't wearing glasses.

(3) is a hybrid form that would not normally be logical. It is theoretically possible if in some unusual context you wanted to refer to how that person would look now if they had been wearing glasses on some past occasion.