It's supposedly about celebrating a person's individuality.
There is absolutely nothing about me that is expressed in by the wearing of odd socks. I'm supposed to wear normal business attire with the addition of odd socks.
Is this something you'd embrace and enter into the spirit of or would you find it as cringe as I do? I'm not even sure I've got a pair of shoes (not trainers) that socks will fit inside and boots seem a bit pointless!