Isn't half the thrill in "not wearing anything twice" that you're always wearing something new?
It'd be a bit drab to wear something another person has maybe stained or worn in. A good part of the appeal is the "new clothes" feeling, right?
Some of it, but it's offset by the cost. Women will lend each other dresses quite often. My sisters-in-law are regularly around at our place borrowing clothes and bags from my wife.