As my grandmother always said, Unattractive clothes are just as expensive as ones you look good in.
All clothing is a conscious choice, even if you choose to live in a binbag and like it or not people respond to you unconsciously based on what you are wearing.
If people see someone coming down the road who is wearing random clothing, unwashed and unironed, their impression, for an older person will be sympathy,and an element of paatronage for a poor old dear, who is probably not mentally all there.
Our clothes reflect the value we put on ourselves. Some people, like Shirley Williams, coul get away with looking like as if her clothes are an obstacle course to doing something more important. But he people who can do that are very very few. Most people who look a mess, will, sadly, not always be treated with the respect they deserve.
As I said unbecoming clothes are no cheaper than flattering items and I have never understood the idea that equates dressing well with being uncomfortable. I have never worn uncomfortable clothes, not bras, not shoes, not even dressing up for an evening out.
Someone recently said something to me that suggested that I am seen as a stylish dresser, in a bohemian style, but it takes no more effort to put on pretty underwear for MY benefit and a pull a pretty summerdress over my head, in a flattering colour as pull on a worn black T shirt and shapeless black trousers, over faded and stretched underwear.