I'd like to amend the legislation Mr Speaker, to include trousers with a waist worn below the arse, hoodies,leather dress shoes with no socks, open necked business shirts with dark worsted suits, Windsor knots, shirts worn outside trousers, bright yellow shiney single colour ties,ditto red, actually any shiney plain colour, fun socks,  ...................

All I ask of society, is to let me live:

Give me the papers, conversation, music, mutton, coffee, landscape, fruit in the season, a few sheets of Bristol-board, and a little claret, and I ask no more. I say to the world, “Go your several ways in peace! Wear red coats, blue coats, lawn sleeves, put pens behind your ears, wear aprons; go after glory, holiness, commerce, trade, any object you prefer; only—let Jeff Reed live!

The above may be influenced (plagiarized) from some 19th century hack.

Tattersall shirt & Boatshoes.

You at least should have dick punched him.

Beanies.

I detest beanies.

Shoulda seen that coming...

I'm old enough and have made enough money to truly not give a flying f#ck and just wear what gives me pleasure.
Curiously I find myself overdressed (tastefully or not I'll let others judge) for most occasions, and curioserly I find myself making others uncomfortable (judging by their comments encouraging me to "relax"- as if!)

FNB is right- sloppy dressing is the new conformity and it is not fueled by the need to feel at ease but by a massive inferiority complex and fear of failure at something as personal and mundane as dressing up.
And as far as a successful man dressing down... its as much a wasted opportunity as eating bad food, driving a junk heap, or living in a run down house-all point to a serious case of confusion about life, false modesty, or a misplaced sense of guilt.

But what the hell, let them wear what they want. It gives me a smug, warm and fuzzy feeling looking at all the schmucks.

I just wore my STL Cardinals cap to the coffee shop for coffees and cigs. I love being an American. No need to comb my hair after waking.