For a long time I was influenced by having grown up struggling with a body that was very much not in fashion in the Kate Moss years. I'm 5'3" and a short waisted hourglass, generally a size 6-8, which sounds like it should be easy to dress, but isn't. Having real money to spend on clothes and the discovery of excellent alterations change my relationship with clothing from fractious to pleasurable. I'm often struck on here by how few people realise the massive difference that a little nip and tuck, not of them, but of the clothing, can make.
Like some others on this thread, I spent years dressing to be taken seriously by the men around me in the office. Primary consideration was, could I throw it on without much thought while we were wrangling one, two, and then, three children out the door and get to the office looking like I hadn't already spent the morning in the trenches. And since this was pre-me too, I was interested in a degree of severity.
Also like some others on this thread, I have a good eye for both clothing and interiors. I can look at the Net-a-Porter new arrivals and pretty instinctively know what will suit me and whether it's an item I'll reach for repeatedly. I've never had my colours done and just pretty much go by, does it make me look like a corpse, and if so, don't buy it. I have everything from white to beige to shocking orange and hot pink and love black.
Due to being short waisted and having boobs, I don't wear anything tucked in, so generally tend toward peasanty boho, structured or fitted tops - quite a range, as you can see. I prefer jumpers without ribbed waistbands, extra points if they nip in a bit at the waist. I wear some low key but significant jewellery and prefer my clothing to be tailored without ruffles or puffy sleeves or lots of tiers. I like closely tailored A-line dresses and love Dior New Look silhouettes. I have a couple Dior Bar Jackets that I love, love, love. I also really like the hippie-ish Chloe look of bell bottom jeans and clogs and a boho top, sometimes with a blazer over it. I love a platform shoe, but tend to not trot around London in them unless I'm going to something specific.
I'm aware of what's trendy and fashionable from moment to moment, but pick and choose. I try to avoid disposable fashion so am usually spending enough that I ask myself if I'm really going to get good wear out of it. I have clothes from 15 years ago that I still pull out. Weirdly, I only buy knitwear in cotton or cashmere, but overall don't have the same aversion to man made fibres as seemingly most on Mumsnet.
I did struggle when skinny jeans went out, as I was one of the rare people who they really flattered, while I look terrible in both massive wide legs and barrel shaped. I really liked the years of black skinnies, flat knee boots and a jumper, but have a hard time convincing myself to wear that now. DD is helpful, and now that she's at uni fewer things of mine seem to disappear into the abyss...
I struggle with shoes. I hate loafers and ballerinas and mary janes with a passion, don't love brogues, so am waiting for something I love to magically materialise.
My most recent purchase is this shirt and blazer.
https://www.net-a-porter.com/en-gb/shop/product/comme-des-garcons-girl/clothing/shirts/ruffled-cotton-poplin-shirt/46376663163145273
My clothing regret is not having had some Eponine London dresses and a coat made for me before she closed up shop. I kept intending to but never got around to it. I have one off-the-rack dress of theirs but wish I'd done more.
@Floisme My great grandmother had a button box. You've brought back some wonderful memories of being allowed to choose one every time I visited. My mum is the most fabulously skilled knitter and has taught DD, but sadly the talent seems to have skipped a generation.