Hi Fashiontern --
Waving to you after crossing paths on one of the "going grey" threads.
[Still laughing about your bathing cap comment...now I can't unsee that when I have my hair up, haha!]
Ok. Wow. You've given us a lot of visuals and words to process here and in other threads...not sure I've read them all, but enough to know your current lifestyle. Sounds like you're processing a lot more than us, too!
As someone who had to train herself to be visually analytical AND as someone who had to figure out a personal style mid-30s and is now navigating mid-life shifts, I'm here to say strides in both areas can be made.
BUT
There are so, so many great comments upthread re some of your process getting in the way of the results you want. I'm writing the below not as a humblebrag but in case it helps, because I see a lot of my past self in your current sharing.
There were a few very broad-category things that helped me start my style journey (aka learning how to dress myself in a way that expressed what I wanted to express in various situations):
- I didn't have a lot of clothes
- while I'm weirdly sentimental about clothes and culling is tough, I'm someone who feels really overwhelmed with "lots" so it's easier for me to keep below a certain threshold
However, there were broad-category things that made it difficult to start:
- life in limbo (freelancing while job hunting)
- not much money for new clothes
- lack of understanding about which colors, prints/patterns, and silhouettes worked well for me
- guilt over spending time/energy/money on this gradual personal style
Blah blah blah, skipping forward through the years I've had body changes caused by lifestyle and medical issues (the latter requiring additional thought about waistband pressure etc) and I've had job changes and I've had travel-to-different climate changes.
If I could say 2 interrelated things, they'd be:
1) A strong core will serve you well. Basics really are the spine of your wardrobe, especially when experimenting or shifting size. When you're starting out get the core right for how you live your life TODAY and how you want to feel RIGHT NOW.
2) Learn your most flattering colors--and learn how to combine them. It'll go a long way to drawing attention from any style slumps and style experimentation gone awry.
Did I mention I too write long posts?
* The colors aren't making you glow, the fit is off, the office stuff isn't really what folks are wearing in a lot of offices these days, and if you have all of these items now you're someone who's going to find culling tough. Move on and circle back.