Grammatically correct sentence where "you're" and "your" can be interchanged? [closed]

Solution 1:

a. I love you and your bananas.

b. I love you and you're bananas.

This particular case depends on the your/you're coming after an independent clause followed by "and," since its feasibility depends on functioning either as a second direct object or as another independent clause. It also depends on the noun serving either as a thing that someone might be in possession of (the bananas we eat) or as an adjective or noun complement describing a person (bananas=crazy). Easiest if that noun is plural or uncountable.

The same sentence could be constructed with nuts, garbage, and other nouns which I'll let you brainstorm because my stormer hurts.

You can also (and thanks to @Barmar for drawing attention to this) use verbs, in which case they act as a gerund with the possessive pronoun and a present participle with the "you're." As in:

a. I love you and your cooking.

b. I love you and you're cooking.

Or:

a. I despise you and your smoking.

b. I despise you and you're smoking.

Solution 2:

Forgive me if there's some subtlety of grammar that I've missed, but I believe the following sentence works:

I know your fine.

I am aware of the amount of money that you have been fined. Alternatively:

I know you're fine.

I am aware that you are doing alright.

In my opinion, both sentences would work better with a "that" inserted before your/you're, but I don't think it's strictly required.

Solution 3:

There's an old joke that goes like "A man walks into a psychiatrist's office. He's completely naked except that he's wrapped himself in Saran wrap. The psychiatrist takes one look at him and says 'well, I can clearly see your/you're nuts'."

Solution 4:

Your right to believe what you want is important.

vs

You're right to believe what you want is important.