That being said, there are a couple of things I would never wear.
Exhibit a Crocs
Unless you are a baby or smaller child on the beach, or gardening, leave these off or at home.
Fanny packs should never be worn, by anyone, period, ever, seriously If you are a guy, get a wallet, or carry a backpack, women, get a nice purse. Wearing a fanny pack makes it seem to me that you just don't care how you are perceived, plus, when you have to dig through it to find anything, it takes forever. Just don't.
Pajama pants should only be worn if you are a) going to bed, b) are in bed c) just got out of bed, or d) are lounging around the house.
They are not for wear in public, quit being lazy and get dressed.
I have told the boys that I will never wear these items out in public. If I do they may pretend I am not with them. If I wear them in any combination, they have options
1. Ignore me and tell people they are not my kids
2. Kill me where I stand ( I consider this to be justifiable homicide, you know, for the public good)
3. Commit me to some kind of institution for the fashion lazy.
A couple of other notes.
skinny jeans and leggings/ spandex pants are a right not a privilege, if it is difficult to get them on, then don't please don't.
Boys, pull up your pants, the ass of the pants belongs on your ass, not by your knees.