I think what happens is people remember trying something on when they were sixteen, and it really didn't suit them, and don't stop to think that if their body shape is different, it might be worth another try. Or that just because the object has the same name as a garment that didn't work 20 years ago, it will be the same kind of object and equally problematic.

Also, trying clothing on is stressful. It is tempting to think "okay, here are three things that work. I will buy seven of each of them and be done with it."