Night to Day

Because I know you know how to master the reverse


This weekend in important things and subsequent questions worth mentioning: Reese Witherspoon in jail. Was anyone else under the false impression that Reese Witherspoon’s high level of immunity to the dramatic antics indigenous to Hollywood could inoculate the prospect that she could, or would ever end up in jail? Ditto–which ultimately demonstrated how very, very wrong making sweeping assumptions can be. This now, brings me to the thick of today’s post, which is a lesson of sorts in not dressing for day and transcending said outfit to night. Why? Because that is an exhausted outfitting editorial and because, in sparing ourselves a bevy of new assumptions, I am pretty positive that you are adventurous women. And you know what adventurous women do? They get dressed, go out, and then don’t come home (til the next day, I guess.)

Now, suppose you decide to wear a teal suit on a Saturday night aptly paired with a white negligee-esque tank top which you conveniently bought from the roster of shit that I designed with PJK and some lace-up high heeled sandals. You know shit is going to get weird because you’re probably going to Southside (where top-siders and Barbour vests apparently run amuck) which is a supposition I can only make based on the events of my most single friend’s social life. And I’m not saying that you’re going to go home with someone who may take advantage of your labia (teal suit, pasty skin, people) but I am saying you might run into your camp BFF and amid recollecting the chants your bunk made up in 2001, you’re not sure how this happens, but boom: you’re all of a sudden cuddled up in her bed eating DIY peanut butter and jelly sandwiches.

Oh no, though. You’ve got a brunch tomorrow (here too, top-siders, Barbour vests and camp BFFs run amuck) and you’re almost positive you won’t make it home to change pre-brunch. So what does thee do?

Eureka! Turn back time, take a pair of sneakers from home, throw them inside your purse and fast forward once again to the moment you find yourself in lace-up sandals, wondering what to do at risk of feeling like the most seedless walk of shame to grace the concrete streets of your city.

Now here is where things get slightly tricky.

Not because you’re confused about your clothes–ultimately, remedying the “nightyness” of any evening outfit should be as simple and changing your shoes. You can tie your jacket around your waist, put your hair up, and tuck your blouse in, should you please but I’d be hard pressed to tell you that’s obligatory. The shoes, though, what to do with the shoes? They’re certainly not going to fit in your bag and you certainly don’t intend to keep them on. So? What now? Huh? What do you do?

Fine, I’ll tell you.

You throw them over your shoulder! Now I know what you’re thinking: there’s Leandra being an ass brain with a brain made of ass again but don’t you remember 1995? I can’t speak for you, obviously, but I basically learned how to roller blade only so that I could tie the laces of both my roller blades to each other and sling them across my shoulder. Sometimes I’d take them out even though I knew I didn’t intend to wheel. It’s an unconventional accoutrement, sure, but probably delivers a healthy bout of practicality, too (if only because you can store things inside the roller blades and what not.) So why not try that with a pair of lace up heels too? Maybe the storage thing won’t work, fine, but at least you’ll know you’re reliving the dreams of my childhood. That’s something, isn’t it?

No? Okay.

Suit by T by Alexander Wang, white tank by MRxPJK, sneakers by Golden Goose, heels by Alaia, purse by Reece Hudson and YOLO necklace by Khai Khai. Photos by Naomi Shon

And as for the very casual items resting on coat hangers: A Sacai dress, Tabitha Simmons heels and another Reece Hudson purse.

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  • Nico

    Love the suit! Nice post 😉

  • gp

    is a DIY peanut butter and jelly sandwich like a DIY shower? more disturbing if delegated?

  • Melissa Gagliardi

    I’m really pleased that someone took appreciation to the art of wearing last night’s outfit to a professional event, but I, my friend, am an artist of such.

  • kk

    the dress hanging on the right- where is that guy from.


    Like this a lot!

  • Perfect. This is gonna be my next walk of shame outfit.

  • vane

    you should do a blog about shopping online and sizes?? im scared to order online because i don’t think the item will fit me properly.

    • Leandra Medine

      most e-tailers make returning so easy for this very reason but I’ll be happy to do something on it for thee, anyway!

      • Kae

        Is that suit still available?

    • Lena

      definitely same for me

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  • Alona Bronstein

    Your writing is so amazing! I can not wait for your book. Great post, as always 🙂 x

  • Love the shoes over the shoulder. Those Alaias always look so fab on you.

  • Melissa!

    An Alaia necklace, absolutely to drool over!

  • Montana

    never liked your pictures accompanying a post better, and you look gorgeous both night and especially in the morningh after pics wow

  • Sartorial Revenge

    Does that mean it’s now acceptable for me to never again waste time by going home and getting changed after a night out? Because that would be great.

    I do have one question, though. If your purse is too small for your heels, how did you conjure up your sneakers in the morning?

    • anon

      you ‘borrow’ them from who evers you stayed at

  • Costume De Rigueur

    seriously now???hahahahahaha….hope my ex won’t be wandering around with his perfect top to toe posh new gf…I am socially dead…


  • Christina Ooi

    AWESOME. I mean, I looked at the first photo and immediately thought of my more youthful 90s days. Oh, and let’s not forget ice skates. But in any case, I LOVE IT. Too bad I’ve now relocated to LA where I can literally shove everything I own into the back of my oh-so-eco-friendly car (AKA mommy mobile of the east coast) Prius and book it.

  • This article would have come in handy about 10 years ago, when I was a partying college student. Never again would I have had to rush around with a hangover, getting ready to meet my parents for a Saturday lunch and pretend that 19 year old me isn’t still a bit tipsy from the night before! (Though I’m pretty sure if I had shoes like that slung over my shoulder, they’d know….haha)

  • I don’t do day to night dressing – I just overdress for daytime so I look kick ass at night. But wearing your shoes as a necklace – GENIUS!

    ♥ Paula Shoe Fiend.

  • Dandy

    Anything that can be re-worn with sneakers is great! because sneakers rule!

  • Yuka

    Love the tank & the necklace! x

  • Golden Goose sneaker! So in love with them!!

  • Maike Kelck

    good idea! I made it like this with my rollerskates in the 80ies – why not with my sandals?

  • Nice house.

  • amazing outfit

  • With this, we shall OWN the walk of shame.

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    New post on the blog.

  • Bonnie, Clyde + Marni

    Love those shoes!!


  • Silvia Cristescu

    Leandra, you’re cool as always!

  • Em

    So if you don’t have lace up shoes, tuck along with your sneakers a drawstring shoe bag or even better, a grocery bag! Then you’ll look like you’ve been running errands prior to said brunch!

    Best be gettin’ a mimosa though, bc that hangover will be rough.

    xoxo, Em

    • Leandra Medine

      That is strategic thinking.

  • Thrifted and Modern

    Spot on with the roller blading comment! We think you might like a few things from our store, check us out!

  • glue

    I don’t have camp friends!

  • Samantha Berkley

    Very cute outfit- thanks for showing the versatile style.

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