In Discussions, Style

Are you generally a good judge of whether what you buy will end up being worn? How do you know?

No, and yes.

I sometimes think I will wear what I buy a lot, or love to wear it, but I am only 75% right.

Where I am wrong, is if I try to step out of my zone and experiment a little, OR keep buying the same thing over and over again rather than trying to buy to fill the true holes in my wardrobe (there aren’t many).

Another reason would be if I am buying the same item (stripes or white shirts or white skirts) over and over again, means my other similar items get less wear.

Sometimes, it’s because I am missing a coordinating piece for it, or it is limited to just ONE outfit and I can’t mix and match other items with it because it looks so wrong.

The only items I guarantee are going to be classics and worn a lot:

I can guarantee what wouldn’t be worn a lot:

  • Anything itchy, even the SLIGHTEST itch makes me very annoyed
  • Anything too tight
  • Anything too short, I hate tugging down tops or yanking up pants
  • Anything hugging my ribs and my shoulders to constrict them in any way
  • Anything in terrible colours that are unflattering like neons

But even with those rules above, things like these wild vintage book print trenches would probably end up being a staple in my wardrobe even though the belts are patent leather and looked so cheap to me.



The entire series can be found here: Women in Clothes Style & Fashion Survey

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Sherry of Save. Spend. Splurge.

Am my own Sugar Daddy. Am a millionaire at 36 after getting out of $60K of student debt in 18 months, a little over a decade earlier, using I have worked 50% of my career (taking 1-2 year breaks), and quadrupled my income within 2 years of graduating, going from $65K to $260K with an average lifetime savings rate of 50%. I have 11 side incomes that are on track in 2020 to make me $50K - $75K. I could retire today if I wanted, but love my work-life balance as a freelancing consultant in STEM (Science, Technology, Engineering, Math). I am all about balance - between time and money, and also enjoying my money. I also post daily on Instagram @saverspender.

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  1. Krystina

    I will test drive a style with second hand purchases. If I really like something I will buy it “for real” in a new version unless the second hand one work already. Sometimes when certain pieces/styles are deemed classic they don’t relate to me and feel like a uniform and it would be a waste of money and not a true investment.

    1. Sherry of Save. Spend. Splurge.

      You’re completely right that I sort of do the same thing with secondhand items — I test drive a style I like and then buy more versions of it, fixing / altering what I didn’t like.

      I recently went through my wardrobe and cleaned out a bunch of stuff that I no longer want to wear or look at. Now I need to go through it again and make hard choices based on SIZE. I feel like I could lose weight right now and get back into my tailored pieces, but what if I don’t? I am setting a 1-year limit…

  2. SarahN

    I pride myself that there’s next to NOTHING I own that I haven’t worn! So I would say I’m pretty good at it.

    Prior to my trip, I needed a black top (and chose to buy it from LuluLemon). I was so picky, and ended up buying two – one was on sale, and even at the cashier, I was um and ahhing. After having it here – yep, great ‘functional’/’technical’ layer, but I plan to Ebay or donate it pronto. It’s not stylish, it doesn’t hang nicely etc etc. The second black top I bought was cotton and not AS GOOD for moisture wicking, but I’m wearing in Germany now (ie just normal wear) and loving it.

    Op shopping (thrift stores) is where I branch out a little with dresses or things I might not love, less money spent for an experiment

    1. Sherry of Save. Spend. Splurge.

      Brilliant idea — thrift store purchases to test new waters.

      As for things being owned and not worn, I wish I could say that. But I can’t give up the pretty things quite yet.


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