I wouldn’t say that 36 was my favourite year. In fact, it was the year of my worst midlife crisis to date. [A misnomer, because I’ve had one at least once every 7 years or so since I turned 20.] Everyone talks about how, as a parent, the baby and toddler years are hard … and they are … but nobody tells you that, once you’re on the other side, the first thing you’re probably going to do is crash, HARD. It’s a perfect storm, really. You’re thinking to yourself “great, I made it, now I can focus more again on my career, my partner, myself” and you want to do ALL the things, except you’re burnt out as all hell and so is your partner (who’s been there, in the trenches, with you all along) and you’re both down to your last, frayed nerve. Luckily, in my case, my husband managed to hold it together while I had a minor implosion, and we got through the choppy waters eventually, and back to smoother sailing. [There was an extended Theseus’ ship / sailing metaphor in my chapter on marriage in the Memoir That Never Was, and it was REALLY good, and sometimes I’m sad that no one else will get to read it. Sorry, sidebar.]
Style-wise, 2016 was the early stage of an inflection point. [Do points have stages? LOL! moving on.] [God, this post is going to be 37% square brackets by the time I’m done. Welcome to my brain and its many tangents!] I started moving away from Anthro-flavoured whimsical preppy *vibes* towards … well, something that at the time wasn’t well-defined, but eventually morphed into corporate goth a couple of years later. We’ll get there! In 2016, things go a little less cutesy and fussy. I also started pivoting more towards designer clothing, where in the past, I had focused exclusively on designer bags and shoes. I was still shopping at consignment a lot, but thrifting was becoming a bigger focus in my life. It was a bumper year for amazing finds, including an EIGHT DOLLAR (authentic) Burberry trench. I miss those days … and I try not to think about all the amazing vintage stuff I missed out on, because I wasn’t looking for it then. Like, all the Ralph Lauren that must have slipped through my fingers, gahhhhh *cries in hindsight is 20/20*
What was I wearing? Glad you asked.

I had to include that (thrifted) Zara dress on the left because (a) it was pretty amazing, and (b) the closest thing to brown I had in my closet during that era. Let us not discuss the pants. Skinnies had an iron-grip on my soul at the time. The less we say about the atrocity of low-waisted pants, the better. Honestly, I can’t believe I walked around with my tops tucked into those things; it looks practically indecent now. I also can’t believe how long it took me to figure out I have a long torso because, hello? Look at that picture on the right. I’m 5’7 and 5 feet of that is torso. Other things you can quickly tell from these outfits: I liked big bags (and I cannot lie) and wearing colourful shoes for “a pop of colour”. I still have the blue suede J. Crew pumps from the outfit on the left. That and the bags, plus the J. Crew blazer on the right, are the only pieces I still have in my closet today. I sometimes regret letting go of the Zara dress, but in fairness, it’s not the right length for me now, anyway.
Now let’s see how 2025 Adina would style something similar:

Picked my current fave brown-patterned dress, and you can quickly see what I mean about the length; I’m all about the midi/maxi these days. I’m also in a different place with my accessories; smaller bags, more neutral shoes. While I still love colour, I am wearing more monochromatic outfits than before, and making them visually interesting via layering and texture.

Casual stripes, but a totally different silhouette. I don’t hate the 2016 outfit; I still think it looks cute, if in a bit of a “hey, 2016 called and said hi” kind of way (thanks to those ultra skinny pants and, probably, the scarf). It had a really nice, subdued colour palette. So does the current outfit on the right, though it reflects my shift away from black is my core wardrobe neutral.

Those 2016 pants really were a crime. Anyway, I wear much better ones now. The differences between the two outfits, in terms of basic items and styling, are quite minimal. There’s an extra layer (the sweater) and a belt, along with loafers instead of flats. But the vibes are totally different and that’s almost entirely down to proportions and silhouette. I know I sound like a broken record, but never underestimate the power of those things when it comes to styling. It’s what often makes the difference between “wearing clothes” and “wearing an outfit”, so if the latter is your goal, play around with proportions and find what works for you.