Fashion Sense, Style

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I thought I would open the question about how to have a sense of appropriate dress and fashion. This subject seems to belong to alot of topics like dating or socializing so I'll put it here. My general attire is a pair of faded black Legendary Gold khakis a shirt and and a green hat worn backwards. I have about 6 pair of the same pants and wear each maybe for 4 days when I go out before I start wearing another pair. I wear normal sweat pants or shorts at home.

My family keeps complaining that I dress terribly, my dress has been described like an immigrant from Thailand who doesn't have a clue. The other complaint is they they don't "match". my mother has time and again said to me I need a new wardrobe, but honestly I don't see what is wrong with wearing the same kind of pants. Clothes are expensive and as long as I keep them clean and proper, I don't see the problem.

I always wear a hat because I am really insecure about my hair. I have tried "fixing" my hair for the day but it takes too much time and I never really know what looks good. I After wearing my hat for 2 or more hours I think it looks pretty good, it sort of gives a man-perm . I am growing my hair out to see how long it will grow. I figure the longer, the simpler it will be to manage and I don't have to spend money on hair cuts.

I believe I can think like a person who is concerned with their looks like an NT but I find it so mentally exhausting and time consuming I sort of don't bother unless it is a special occasion. .

Has anyone figured out how to dress casually properly?

Probably nice pairs of jeans and cotton blouses would do the trick in casual situations.

If you like hats, a "engineer's hat" might not be a bad choice.

If you like wearing dresses, a sun dress in summer, which doesn't reveal much on top, would be great for you.

I buy a lot of clothing from Hollister, they would be a great place to look for inspiration because its mainly casual. I noticed that you are male so just substitute blouses for shirts and jeans for dresses, unless you want to wear them
You should have a few smart casual shirts, a few pairs of smart jeans, boots and shoes with co-ordinating belts and t shirts too.

I haven't exactly yet, at the moment I'm pretty dependent on other people helping me select what to dress in. Otherwise I just wear whatever is comfortable, casual, and for going out, usually just a hoodie and a pair of jeans.

You can start by having different pairs of pants. Buy them all the same brand if you want, but you can get different colors at least. Faded black anything does not look good. If you like wearing things forever, get some blue jeans, they look better and are considered "cooler" the older they are. You can even get away with holes in them, and people don't notice as much if you wear jeans every day. At least, that's what it's like where I live.

I doubt that it's possible to have any sort of personal style if one doesn't truly care about fashion. If you don't care, you're just faking it and following advice, you don't actually have style.

Nope.

I still dress like it's 1995.

Baggy jeans, a flannel shirt, and canvas shoes.

Being in a clothing store feels like a different planet. I feel completely out of my element and generally lost. As a child my mom would end up buying me clothes and I would end up saying I hate them all. After a few weeks of them sitting around the house however I'd end up wearing some of them and then begin to like them. In my adult life I usually just worse tack pants and a T-Shirt because that was what was comfortable. I'd always hear from my family or my GF at the time "Why don't you ever wear jeans" or "You can't wear that to X". I still hate shopping for clothes and usually need a lot of help finding things and figuring out what matches. I still don't care about fashion at all but do take a little pride in wearing something that looks decent and is comfortable.

My younger sister used to tease me that I dressed like it's the 1980s. Which is probably true.

i let someone i trust pick out the type of stuff i wear. everything goes with everything. its almost like a uniform. what i'm told is a signature style. sounds like you have a signature style too, except most ppl don't seem to care for it.

that almost perfectly describes my outfit today (even my airwalks are blue and white plaid)--except my jeans were flared (which i liked back in the 90s as well). i refuse to wear "skinny" jeans, they look ridiculous on anyone unless you're a cadaverous heroin addict with a hipster beard--scratch that, they look ridiculous on those people, too.

I like to say that I dress to embarrass my mother. But I find that when I need to actually look like I know how to dress some nice jeans and blouses work well. Fortunately I tend to never really need to dress too well. Most of the stuff we do is fine to do in tshirts and shorts, skorts, or sweats and since we do a lot of sports we have a lot of technical clothing. But I say keep it simple. I have a nice pair of dark blue jeans and a nice pair of black jeans so usually any blouse I wear will match. If I have to be more dressed up than that I will wear a simple skirt and blouse. But really, the key is to stay simple. Use basic colors that tend to go with each other no matter how you mix and match them and stick with classic basic styles that never go out of style.

My style is Vintage 60s Mod. My favourite is the red jacket, frilly shirt and the black trousers. I have jackets in a few colours, turtlenecks and classic cut jeans and trousers.

The 1995 thing - jeans, comfy t-shirt, plaid shirt - was my style til about '08. Though due to my wide/flat hobbit-style feet, I couldn't find trainers that didn't fall apart far too soon, so tended to DMs or otherwise solid boots.

At the end of '07 we moved somewhere new, so, previously not wanting to draw attention to myself that such a change of style otherwise might, I took that opportunity to go the shirt&tie/waistcoat/jacket/tweed/corduroy/moleskin/fedora route I'd long wanted to, planted by a mini-crush on one of my philosophy teachers at college who pulled off such a look very well. Then the rationalist/skeptic/brony/NiceGuy manchild bunch came along and sullied the fedora. The steampunk crowd have the derby/bowler covered, so I'm left with the homburg. Or fez.

Either way, it's lots of the same. Singular hat aside, four or five examples of basically the same garment that pretty much go fine whatever the combination.

Though that's if I go out. Around the house I favour the comfy t-shirt/jogging trousers/tatty cardigan/slippers thing.

I've never really understood fashion, actually scratch that, I don't understand fashion and I don't respect it. To me "fashion" is just some industry term to drive clothing commerce. What you bought last year that's perfectly fine to wear this year is now inappropriate because it's "out of fashion." Therefore every year you have to make a wardrobe makeover to be "in style." It's ludicrous.

Also, aside from my materialism rant, I have no actual fashion sense like the OP. What seems to "match" or look "cool" to me gets less than stellar reviews from those around me. Sometime around middle school I just gave up trying to appease those around me and just started slapping on a hockey jersey and jeans and calling it good. No use fretting over how I looked if it's always gonna get negative reviews, so I might as well be comfortable. In the last few years though I moved out of that and started wearing more "age appropriate" attire, such as polo shirts and business casual pants. That seems to get better reviews but people still nitpick about color choice. Oh well, I'm an aspie I've got more important things on my mind, like stimming lol.

Wearing books on your head like your avatar is doing is probably a fashion faux pas!

I wish I could walk around constantly wearing a graduation cap.