Make the most of a pair of jeans
Some simple but effective ways to style the most reached-fors of your wardrobe
Jeans are very reliable. They go with everything (except other pants). You can dress them up, you can tone them down. They’re like the bread between a sandwich — slap in something savory, slap in something sweet and it will absorb the flavor you’re hungry for. And they are universal in that with so many different cuts and washes and fits, there is at least one pair that can become the security blanket of any wardrobe.

They are also a no brainer choice when you don’t want to use your brain, a best bud when you want to feel good. Your mom when you’re after a dose of comfort, a hot date when you want to flirt.

But can they be there for you when you’re feeling stale? When you’re after a risk, want to look a bit freaky? Can they help you exit the comfort zone and find new ground on uncharted terrain?
Let’s dig into the simplest uniforms that employ jeans — a t-shirt, a button down, more denim up-top — and try to find out. To make the very most of them without putting in too much effort.
When you’re wearing denim on denim —
Your two options are: denim shirt, denim jacket. If you’re going the denim shirt route, I recommend keeping the wash akin to that of the pants you’re wearing. You want the two garments to fade into the same color (most denim either fades into a sepia tone, which makes them look kind of green, or white, which is how they retain the true blue-ness. It’s subtle, but do you see the difference here/here?).
If your denim shirt is a lighter weight, more like chambray, it’s best served tucked into a pair of jeans, like this —

As far as fit and in particular rise: You know your best cut but I maintain that mid is most flattering on most women because of how it packs us in and holds us up. It’s the emotional support rise.
Levi’s 501’s are a great example of this. One pair with a longer inseam that I’ve been turning to often is Aflalo’s ‘Bronte.’
If the weight of the shirt is heavier and you prefer to leave it out, you can get more creative about the jeans that you’ll wear —



So maybe instead of your tried and true mid-rise straighties, you go for a low rise boot cut. I also added the second-most reliable material (and color) out there: trench-coat khaki to drive the dependability home without sacrificing the freak-effect (see: accessories).
Rules are pretty much the same for a jacket. I focus more on the shapes I am making when I’m wearing one though, so the boxier (more rigid) the denim, the better —

For a dressier sandwich that employs the same base, maybe you try something like this:

A perfect segue because the next how to category is on:
Sleeking the jeans up (or how to wear them fancy) —
An even easier way to sleek them up is with the simple inclusion of a black top. Could be tube, could be halter, could be cut out. Whatever. I have this tube top from Aritzia and she is my most dependable sleekification factor so I’m using it for this —


You’re really focusing around the jeans here. It’s about the top and the shoes. If you’re going somewhere fancy or just want to feel hot, a sculpted black tube top is anobvious choice. I like a closed toe shoe to balance out the naked top and the patent leather on these is sleek so that brings in some cool factor. If it weren’t the pictured shoes, I’d go more elegant with a pair of satin slides like this or flats like this.
As long as you’re not trying to cover what’s going on with your clothes, you don’t have to go so hard on accessories. The aim for me is to have them work with the pieces not blanket them completely. So I went with a vintage collar that still leaves most of my chest out in the open, and clip on earrings that further fancify. A hanging pair like this could do all the leg work in a similar look. (And if the tube top is not your thing, any number of tanks or halters like this and this would be great substitutes).
Adding flair
Keep the base very simple so you can focus on one piece and then build around it without having to worry about your base. It’s how you restore your style’s nervous system before you pursue risk.






Or throw throw throw and then systemically remove until it feels cohesive to you. This is usually when it sticks







What to consider when you’re just wearing them with a tee —
Shape of shirt: is it shrunken? Cropped? How short are the sleeves? Do they flute out or hug your arms? My best bet for tee these days is this one from Kallmeyer (lighterweight and more boxy than Leset’s Margo; a bit more ‘baby’ than Kule’s Wynn but comparable). The weight of this one from Nili Lotan is also great for summer. Current white tee MVP is def this one from Everybody.world. It’s like an intentioal Hanes tee, if that makes sense —
Has good weight or something. Styled here with raw jeans (Toteme has a pair, they’re a bit longer), Havaianas x Gimaguas flppers (coming soon!) I do also continue to champion Khaite’s Emmylou (great shape but very expensive) for the specific reason that its washed black hue is ideal. Speaking of —
Color of tee: keep it neutral — black, white, grey, maybe red. I don’t usually recommend a blue tee for jeans unless it’s like a washed navy.


Raw jeans will make the looks feel more complete and black in particular can make it feel a bit dressier. This pairing makes for the easiest way to look put together and appropriate for a big range of scenarios, like a string of rainy-ass days such as the one we have in New York right now.
You can bring your freak into the fore by styling in the lurex from earlier —

How to wear white jeans *and a button down shirt* without looking preppy —

Basically, you add Havaianas and one more contrast. I chose 1920’s opulence.
Okay, that’s it from me for today. Next time we will tackle different shapes of denim. Varying shapes of shorts notwithstanding —

Hope this was helpful. If you’re after something specific, let me know in the comments. And as always, feel free to use them for any advice you may need. You don’t pay for the subscription for nothing!!
Signing off yours,
Leandra
Dearest Leandra,
This has been one of my favorite reads and the coolest outfits. Love love love.
Thank you!!! Xxx
I will refer to this often!