For footwear, a well polished loafer or monk strap. Do love wearing brogues occasionally too.
Dumped shorts and sneakers some time ago though I still bust out the shorts on a hot day.
On days that I can't give a shit about people's opinions and judgements, I go for the whole what you folks like to call it, "SF-approved" look. There are times when you just get fed up playing the role people want you to.
Used to shop online and thrift but after finding a decently priced tailor, I have been slowly but surely transitioning my wardrobe to items commissioned at my tailor's.