E.g. I spend less overall than I did a few years ago but each item I buy is more expensive. I've learned the value in quality clothes. I give smaller batches of more money to well-picked retailers rather than lots of small batches of money to big-name mass-market retailers.
An app that capitalizes on people coming to this realization (and knows how to market and execute it well) could make a killing.
I think that nearly every person trends the same as they age and approach their adult size, even without coming to that realization, so I'd say that you're even more true than your post implies.
I usually wear my shirts twice and take them to the dry-cleaner after. I'll only go once if it's been a hot day or if the shirt has dirt/stains. Maybe 3 times if I didn't wear it all day.
Plus I have about 7 pairs of high-quality pants that work well in an office and are comfortable for weekends. Most shirts go with most pants. So I have like 70 outfits so it really doesn't feel limiting, especially if you add in a few sweaters, jackets, and shoes to bring the combinations way up.
I did the math on this once to figure out cost-per-wear of my shirts. I kept rough track of how many times I wore a favorite shirt of mine before tossing it. Roughly 100 times. The shirt was like $120. I paid about $0.75 per wear in drycleaning. So like $1.75/wear.
(I could wash and iron for myself to bring this way down to like $1/wear but I hate ironing so I just pay the drycleaner - I also could have gone another 50 or so wears but I spilled coffee on it and I could always see the stain even though nobody else could I'm sure.)
Compare that with a cheap H&M shirt I bought a few years ago for like $40 - I've worn it twice and don't look forward to wearing it again since it doesn't fit as well and is a bit too trendy in its style for me. Cost is like $20/wear. Save your money and buy higher-quality clothes :)
I think I got suckered into the H&M marketing - it looked quite nice in store and it even felt nice the first time I wore it. But then I realized it only really went with one or two other things, and it didn't look quite as good after being dry-cleaned/washed, so it quickly lost most of its appeal.
This is another reason to spend more money on clothes: quality materials look good as they age. I bought a Old Navy pullover which only lasted 2-3 washes before pilling like crazy.
I don't see anything wrong with a bunch of cheap shirts I only wear occasionally. Variety without too much expense. Wouldn't buy jeans from h&m.
I have some cheap clothes, which are functional, but my favorite clothes are all a step above. My 10$ Uniqlo t-shirts are much softer than my cheap multipack shirts. But I have a 40$ marino wool t-shirt that I love and one I don't like. Same with underwear. I have 2$ underwear that works, but is eh, and I have 10$+ underwear that is great, and I have 30$ underwear that I don't really like.
But I also only own 8 t-shirts, 2 jeans, etc. And if I get a new t-shirt it’ll be quality and it’ll probably also mean I’m throwing away one that has become worn.
I spend less money overall on clothes now than I did a while back when I’d buy a random $7 t-shirt just because I thought what it said was funny (and then wear it maybe once or twice before it getting lost in the pile of countless clothes I constantly did laundry on but never wore / me getting rid of it)
I expect the leather jacket to last decades. And I’ll actually wear it instead of it sitting in a closet.
Help me find clothes that fit me and make me look good and are of good quality (I don’t care about brand names) and you can have some of my money. I’m looking at you, ShapeScale.
Everlane ($ garbage), American Apparel ($ bad with new owners), Alternative ($$ so-so). Best shirts were the BDG brand ($ soft, last 4 years with weekly wear) at Urban Outfitters but they’ve been discontinued.
$$$ - A.P.C.
$$ - Naked and Famous, Muji
$ - Uniqlo U line
Pants are almost always a pain for me—I can’t do skinny jeans as my ass and thighs refuse to cooperate with the stick-leg cut. I opt for Buckle/Salvage jeans here—not those Affliction abominations with the bedazzled ass pockets, mind you. They make a few cuts that are a stretchy type of denim, and they’re amazing. Feels just like wearing a pair of pajama pants. I usually have a couple pairs to cycle through between laundry loads.
http://www.patagonia.com/product/mens-capilene-daily-long-sl...
I rather like what Stitchfix and Trunk Club are doing. Trunk Club in particular but it's pretty expensive. They only do high-quality items and they're hand-picked by a stylist who knows your style & body-type to go with your existing wardrobe. I get much more use out of my Trunk Club items than I do others. But I stopped using TC because it's so expensive and I have a solid base wardrobe at this point and know how to add new items on my own every so often.
Recently the heal and sole of a $400 pair of dress boots completely disintegrated after four months of wear. (Resoled, but still.)
I guess I’m saying that the supposed long-term thriftiness of expensive shoes is often overrated.