Whenever I would say to my boss that I was losing weight he would retort jokingly, "No you're not, look behind you."

Most of those people wearing inappropriate clothing for their age, size, shape don't see themselves as others see them. In fact, they don't even consider how they look.

I also agree with featherz that some fashions be they old or new just don't look good on anyone, fat or skinny.

Also, there are a lot of skinny people out there that look just as gross as the fat. Skin stretched over bone is never appealing especially if whatever is animating it is still alive. Also, some skinny people are also flabby. Never would have thunk it unless I'd seen it with my own eyes on several occasions.