wear sackcloth and ashes

dine on ashes

To mope over past defeats or failures.

does the Pope wear a funny hat

Obviously! Rhetorical question in response to a question where the answer is an emphatic yes.

if the shoe fits, wear it

If a description fits, it is probably the case; if an insult accurately describes you, you must bear it; if you take offence at an insult that was only implicitly directed at you, you admit the insult is true enough to be recognizable.

wear one's heart on one's sleeve

To be very transparent, open, or forthright about one's emotions.

wear out one's welcome

To behave in an offensive, burdensome, or tiresome manner, with the result that one's continued presence is unwanted within a residence, commercial establishment, or social group.

wear rose-colored glasses

To see the positive in things while being oblivious to the negative.

wear the trousers

(typically of a woman) To be the dominant partner in a relationship.

wear thin

To lessen or weaken over time, as from overuse.