Ask HN: How do I dress better?

- Fit is the most important thing. Get a few shirts and a basic suit made to measure. You can do this fairly inexpensively via sites like https://www.indochino.com/. I charcoal grey suit, a white shirt, and a light blue shirt are a great way to start.

- Understand the differences between style and fashion. Fashion is a never ending treadmill of mindless consumerism, constantly prompting you to buy new clothes. Style is about dressing timelessly.

- It's hard or go wrong with a nice pair of brown, leather soles shoes. I like Allen Edmunds: http://www.allenedmonds.com/.

- Read PutThisOn: http://putthison.com/tagged/Best_Of

- Don't get any fad/trend items—i.e. ripped jeans are in (again) right now, but don't bother, just get a good pair.

- Fit means everything.

- Go for the 'uniforms' in the style you like (prep, street, or whatever).

- Quality over quantity (this is often related to fit).

- Dress to your body (not too tight or too loose).

- Honestly, just go to https://www.reddit.com/r/malefashionadvice/ and go through the sidebar.

- You can be incremental. Jeans are fine, just get ones that fit well, and get a pair in black. Swap the hoodie for bomber jacket or denim jacket. Get rid of your graphic t's and t's with slogans and 'funny' things.

- It doesn't have to be expensive at all. You can go to H&M or J.Crew for your basics (white/black/grey t's), maybe a button-down (oxford) or two, and a pair of navy chinos. Don't ever get jeans from brands that do lots of things (like H&M, Zara, etc.). Even if you do this, jeans don't have to be super expensive—Levi's have good fits, then there's other ones like Nudie's, Cheap Mondays, etc.

- Have some fun and experiment a little, but often you need to know the basics first to do this well (same for everything whether it be fashion, programming, art, or writing).

- You can completely skip getting someone who dresses well to help you out if you just aim to build a solid, basic wardrobe, and can shop by yourself.

- Always wear a belt. Get a simple tan leather one—you can wear it with navy chinos and shorts, black and dark blue jeans, etc. Get a simple watch. Go digital with a cheap Casio or analog.

- Don't overthink it. Just go for solid basics.

I'm going to presume you are male... not trying to be sexist, it's just a guess. If you are female I don't think this advice will be helpful (women seem to have it a lot harder when it comes to these choices, esp. with what is suggested by Antonio, which is largely ignoring current fashion).

He teaches the difference between classic style and fashion, and focuses on the former. While many of his community are probably interested in dressing way more formally than you are (and frankly seem to long for time when it was more socially acceptable for men to wear suits everywhere), he teaches principles, which can be applied to many different styles of dress.

The older videos are more fundamental and tend to be better IMO.