3 Ways to Avoid Pants for the Rest of Winter

This is the weirdest story I have ever written, I urge you to read on



I maintain that the easiest way to avoid wearing pants is by simply not wearing them but if you must, here are three ideas for three different scenarios that may or may not ever occur in this lifetime.

1. So you just won the lottery ($117,000,000!) but want to act chill about it even though, honestly, you can’t because you’re the newfangled owner of so many 0’s and what’s more? As a model citizen, you plan to donate exactly half of those 0’s to people who need them more than you do.

Leandra Weekend Outfits Style Man Repeller-1

Racil jacket, Tibi skirt, Alessandra Rich earrings, Dries Van Noten sandals, Falke tights, The Row pouch

That’s really generous! A good way to dress so that you don’t have to go on telling people you won the lottery is by pretending you’re related to Loulou de la Falaise, or at least pretending that you knew her. People won’t ask if the gemstones on your blazer are real, but if someone was to inquire, just pull one off, hand it over and wink.

2. So you have a rare medical condition where after 6 p.m. every single day, the bottom half of your body (torso down) metamorphoses into a pilates reformer, but on the upside, have made a deal with the devil whereby you get to spend all day until 6 p.m. wearing anyyyyyyyyyy number of bottoms — literal sock boots notwithstanding.

Leandra Weekend Outfits Style Man Repeller-56

Omondi sweatshirt (it’s for pilates later!), Tory Burch skirt, Chanel sock boots (I found them unworn on The Real Real for $225 and wish you similar luck should you endeavor a search)

Today you went for sequins. Good thinking.

3. So your partner’s parents are actually a set of catalogues (they were a scientific marvel when they demonstrated a remarkable dexterity to reproduce a human life in spite of the lack of vital organs). One is similar to J.Crew while the other pays homage to ’80s ephemera and doesn’t even actually sell anything. You’re meeting them for the first time today (they don’t talk out loud, per se, but their pages are a fair depiction of their personalities and incidentally, they are somewhat binary and judgmental). What do you wear?

Protagonist button-down, Liana mock neck — another here, Miu Miu skirt, Isabel Marant boots, Le Specs sunglasses

Easy! I got you! Go halfsies! J.Crew from the belly button up, ’80s ephemera from the knees down. I leave your reproductive area open-ended to clothe however you wish. It’s silver jacquard for me in very hopeful anticipation of a welcome party some day soon. You can wear a drop crotch, tho.

End scene. Thanks for coming!

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  • Fransje Bolwijn

    love these outfits!! especially the second one with the glittery skirt and sock boots!!

  • Charlotte

    That Miu Miu skirt is in my mind me since the day I saw it on your Instagram! Again – your styling skills are so good!

  • fatou diaw

    Amazing! thanks for the tips.

  • VeeBee

    Was hoping for more tips on this since I too am anti-pants. I’m in a conservative office and have to take the subway.

    I’ve recently found fleece tights (why have you kept this a secret for so long!) but on the days when I don’t want to look like Sister Mary Catherine, can you point to any of your other articles/outfits showing when socks are appropriate with heels, sheer tights vs. opaque, and what the hell to wear on the subway since you’ve all are working on killing my love of sneakers wedges.

  • Amelia Diamond

    ” So you have a rare medical condition where after 6 p.m. every single
    day, the bottom half of your body (torso down) metamorphoses into a
    pilates reformer, but on the upside, have made a deal with the devil
    whereby you get to spend all day until 6 p.m. wearing anyyyyyyyyyy number of bottoms — literal sock boots notwithstanding.” <– is anyone looking at this?!?!?!?!?!?! !!!!! ?????????

    • Leandra Medine


    • Harling Ross

      @ WebMd

  • Mock neck under a button up is a concept I can vibe with.

  • Samantha Lee

    Ugh, I can’t wait to stop wearing pants, but I also am not a huge fan of tights when I just want to be comfortable. Summer come soon plzzz.

  • Leandra!!! How DARE you call this winter wear!!! If you wore any of these looks out in Chicago (especially today) you would cry. My face hurts and I’m fully covered.

    • allie


    • Ellen

      I am from Norway, which I will say is quite cold, and I would never-ever wear this in Jan/Feb. I just assume that this is everyday-attire for you Americans? However, I would recommend you to buy (or knit) some wool panties (preferably briefs or hipsters. Haven’t tried g-strings(..?)). I wear them under tights during winter, as some kind of modern pantalettes and they really are a life (and crotch) saver! :’)

      • Some parts of America get much colder than you’d think. I would not be able to go outside dressed like Leandra. Today, for example, it is -7 degrees Celsius (19F), feels like -13 (8F). It is not that bad but I get cold easily so I will be layering up. I have wool undies! They are incredible!

        • CatMom

          But I am literally blocks from Leandra and it’s still a little too cold for exposed skin! Especially after sundown.

    • i agree! i’d love to see actual WINTER style, as it’s something many of us struggle with

      • chouette

        Second thisssss

      • This is stupid, I literally just started a blog so instead of calling what I am about to do “shameless self promotion”, I heed you to look no further than the images in this post (dont judge me, I’m diy): http://www.shypony.com/single-post/2017/01/25/Whore-Wars-Round-1

        My point being, here’s some inspiration for owning the sleeping bag look. OR at least you don’t look like these guys!!!

        • Leandra Medine

          JOSIE!!! why didn’t you tell us you started a blogggggggggggGGGGG?

          • BECAUSE IT’S NOT READY!!!!
            But yeah, I guess the cat is out of the bag now! Time to COMMIT, right?

    • snakehissken

      We’ve had some unseasonably warm days in the tri-state this winter, but I wouldn’t wear this stuff on a normal cold day either. I was just outside for an hour birding and my classmates who didn’t wear parkas and winter boots were freezing.

  • This post really brought a smile to my face. However it’s just too damn cold right now to even consider going out sans pants. I long for the day I can at least rock socks and sandals, which is when I’ll come back to this post for some inspo

    Tie Dye Eyes blog

  • Johanna

    Thanks! I needed a laugh today….

  • Alison

    Where is the turban from (first outfit)? I LOVE outfit #3, although I would freeze if I tried to wear in the winter.

    • Leandra Medine

      it;s not really a turban! silk scarf that i turned into one

  • Nicole

    Hey Leandra! Serious but not-so-important question about look 2: how does one/did you go about tucking that huge sweatshirt into that dainty skirt? Was the hem tight enough to stay put if you tucked it under, or was it tucked into your skirt? Thanks in advance from a sweatshirt enthusiast who can’t figure out how to class up any sweatshirt-involving outfit without having it look plain sloppy x

    • Leandra Medine

      So, I actually twirl the bottom of the sweatshirt in the back and then tuck THAT in. I will provide a tutorial

      • Leandra Medine

        (if, that is, you want one)

        • Melissa De Moya

          Yes, we do!

        • Nicole

          🙋👏 *keeps eyes peeled

  • Senka

    Hate to be a party pooper, but with all three of these I’d add thick (color upon choice and desire) tighs and make them actually winter friendly.

  • Rhonda Belcher

    Bare legs in winter? I wouldn’t even try that in Texas… and it’s going to be 70 here on Sunday. Hey, it’s chilly in the am & after sunset! Tights/leggings worn under long tunics or dresses/skirts look dressy, but keep you as warm & comfy as pants. Pair w/ knee high boots and you’ll look great AND stay warm. I totally don’t get the casual sweatshirt w/ a sequin skirt… the top half looks ready for the gym, the lower half is ready for a cocktail party. Looks very strange – is this some kind of “NYC” thing? The other outfits were great!

  • Hellbetty666

    I have a lovely tulle midi skirt which I don’t want to save for special occasions, but I might concerned about looking like someone’s ageing, eccentric auntie (I mean, I am 42 and I have nephews, sooo…). Should I go for it? I was planning on wearing with a band shirt and cowboy boots.

    • Judith A. Greenwood

      I’m 73, have that tulle skirt and wear it in the evenings with a cashmere cableknit boxy sweater.

      • Hellbetty666

        That sounds FAB. And it makes me kind of want a comfy, boxy sweater…

        • Judith A. Greenwood

          Small-city Italy has her occasional charms such as multiple cashmere factories, for example.

  • So do those Chanel sock boots stay on your feet and let you walk around or are they for sitting and shoe gazing only?

    • Leandra Medine

      They are bizarrely comfortable