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.
a. I despise you and your smoking.
b. I despise you and you're smoking.