Style

Crushing on Midi Dresses

Christy Dawn midi dress

Now that I’m in my late 30s, I’ve figured out certain things that make life easier. Cutting pizza with scissors. Choosing an aisle seat on the plane. Meeting at the restaurant.

And this summer, my new game-changer sounds random but feels revolutionary: wearing midi dresses. It’s a style that is ready for adventures. One night this week, I took the boys to the playground. Instead of tugging on a shorter dress, or sweating in pants, or feeling weird in shorts, I wore a midi dress that felt so comfortable. I could picnic on the grass, climb up the slide and lean over to scoop up a certain fussy five-year-old — yet still head out to dinner with Alex afterward. Bottom line: Midi dresses for the win.

Here are five lovely versions: block print, breezy, floral, wrap and date night.

What do you think? What are you wearing on repeat these days?

P.S. An underwear trick, and what shoes do you wear to work?

(Top dress by Christy Dawn.)

  1. Rosa says...

    I wanted to thank you for posting about the Christy Dawn dress. I’m really pregnant right now and live in sweatpants, so the idea of getting “real” clothes seemed crazy. But I kept looking at one of the dresses online. Then I realized: the flower pattern reminded me of my favorite dress my grandma made for me when I was little. It arrived today, and it made me so happy—one of those things that seems meant just for you. Thank you for helping me find this special dress.

  2. Grace says...

    What does it say about me that I’m in my late 20’s and I always cut pizza with scissors, choose the aisle seat (I WILL have to pee), and love midi dresses…? I think good things

  3. Katie says...

    I love a midi dress. They’re so feminine and easy. I have that Christy Dawn dress in pink, it’s beautifully made and dresses up or down so easily.

  4. This dress looks perfect on you! I love it! But I think it not fits everyone, especially small girls like me! lol

  5. Jillian says...

    “or feeling weird in shorts”… Exactly!! Laughed out loud.

  6. Chelsea says...

    The Dawn dresses are sooo gorgeous! We have a 5 day old baby (!!!) so I’m pretty much just in a nursing bra and the same ratty shorts 24/7. I am loving figuring out this whole parenting thing with my husband, but I am also so excited to get dolled up again when we can go out on a date. :-)

  7. Finding the right spot to hem a dress is a total game changer. I’m short (5’2″) and most store bought midi-dresses are very long on me. But I have a few dresses I’ve made myself with the perfect hem, and hemming store bought dresses to those proportions elevates them up and beyond! My all time favorite dress is from here (their sales are beyond generous):
    https://www.fielddayapparel.com/collections/dresses/products/belted-bias-dress-in-cacti

    • Claire says...

      Right! a good tailor can make all the difference, and adjusting length is an easy fix.

  8. Kim says...

    I love midi dresses for work. They hit that rare combination of both professional and comfortable. I think the ideal work outfit helps me feel confident and confortable enough that I forget about what I’m wearing so I can get things done.

  9. jan says...

    I love the orange dress in the lead photo – where is the link to that?

  10. Cynthia says...

    Midi dresses are so comfortable in the heat. In fact, I prefer dresses of any sort when it is hot. I wish Cup of Jo would show some less expensive dresses. Maybe some people have no problem spending $150 for a dress, but I do.

  11. SIRI says...

    AND they are the top pick for us cursed with varicose veins (or “leg worms”, as my boys call them)

    • H says...

      A friend once called them ‘treasure maps on your skin’, and they have forever become a romantic thing for me!

    • Diane says...

      I call mine “natural tattoos.” I like the other names, too!

    • Nicole says...

      I grew up seeing my mom’s shame and hatred of her varicose veins. The further I get into my late 30s, the more I’ve developed my own. I refuse to continue the shame and disgust, and to live a life of hiding my (strong, beautiful) legs. I love the idea of seeing them as “treasure maps.” Let’s recast veins as beautiful, life-giving, signs of our experiences, rather than something to hide.

    • Joanna Goddard says...

      beautiful, julia!

    • Claire says...

      Just went to Target and bought this. Thanks for the recommendation!

  12. KayN says...

    Sure…but you’re tall. Midi dresses make me look like a little girl!

    • Carrie says...

      Same. I’m 5’5″ and still not tall enough to pull one off.

    • AB says...

      You should try a straight skirt midi, it will work. No flare or flowy fabric

    • Heather says...

      I have it in white, too! I feel like Liesl Von Trapp dancing around the gazebo in that dress.

    • Whitney says...

      Thanks for sharing this lovely midi dress! Considering ordering it in the terra cotta color but would love to hear how it’s held up for you through washes. Do you hand wash this? Machine wash? I’m always hesitant when it comes to rayon for this very reason, so I figured I’d ask someone who already this. Thanks much! :)

    • Laura C. says...

      @Heather: feeling like Liesl von Trapp at the gazebo–> life goals 😊

  13. I am in love with this dress. The color is gorgeous.

  14. A Martin says...

    Midi and maxi dresses are the BEST dresses for moms. You just need to slip on ONE piece of clothing and you’re done. Plus you can move about with all the ease in the world and not have to worry about flashing anyone. I bought an off the shoulder rayon maxi dress at TJ Maxx for $24 and I wear it at least 3 times a week. I wore it on our trip to Disneyland and Universal Studios then wore it to dinner/drinks with friends. It is my summer uniform. Oh and it would be great for nursing moms!

  15. Danielle says...

    Midi length dresses are my jam. I’m sure at 5’5″ and hourglass shaped that they are probably not the most flattering but they are the style I feel the best in and that trumps “flattering” any day.

    The Universal Thread line at Target absolutely killed it this summer with the midi dresses and all for under $30.

    • A Martin says...

      Oooh thanks for the tip! I’ll check out Target.

    • Trish O says...

      I agree. I loved that Target line. Way to copy Madewell. I am 5’10”, and they were the perfect length for me, too.

    • Becky says...

      Haha I also commented on that line. The denim v neck strappy dress is my fav!!!

  16. AB says...

    Ah, something we orthodox Jewish women have always known :)

    • jen says...

      And something we elementary school teachers have also always known.

  17. Tricia says...

    I went to Disneyland in the heat of summer the variety of people wearing the equivalent of hot pants on all sorts of bodies made me think I was being too harsh on myself when wearing a reasonable (for me) length of shorts lol. But I do love the midi dresses.

  18. Caroline says...

    I essentially only wear shorts and t shirts, but I’m just here to whole heartedly support the cutting of pizza (and grapes!) with scissors!

  19. kash says...

    LOVE midi dresses!!!! I don’t make a ton of money, and so I kind of need any clothes I buy to be multi-purpose. I love a cute minidress, but I’m hesitant to buy them because I can’t wear them in as many situations. Maxi dresses can feel a little fussy to me, but a mid-calf dress is ideal.

    I just bought this one (when it was on major sale) from banana republic and it’s great–perfect for work with a cardigan, cute with a ponytail and giant earrings for drinks, and I’m going to wear it with colourful heels to a casual wedding later this summer. If you also like it, though, size down! I am usually a medium and I took an XS (!!! I cackled when the salesgirl brought the size over to me, but that’s what looked the nicest). Love this post!

    https://bananarepublic.gapcanada.ca/browse/product.do?pid=363249013

  20. Taylor says...

    Joanna you are a true angel but in what universe do scissors make more sense than a pizza wheel cutter? If your pizza wheel cutter isn’t cutting through the crust is your crust soggy? WHY IS YOUR CRUST SOGGY

    WHY SCISSORS

    • Oh but Taylor dear, have you tried scissors? They take all the sweat out of it. :)

    • Cynthia says...

      I’ve cut pizza with kitchen shears for years. So easy.

  21. E says...

    Midi dresses are the only dresses I’ll wear since a few years ago, I think around when I turned 25. I feel so womanly and comfortable and elegant in them.

    Recently I started watching HBO’s “Divorce” with Sarah Jessica Parker and she’s the angeliest of angels in all the best midi dresses. Season 2 is just killing me.

    • Claire says...

      “womanly and comfortable and elegant”…. love this!

    • Kate says...

      Yes, I love her clothes! Such good use of color, too.

  22. I love midi dresses. They are so easy and feel super chic. On rotation: a rainbow stripe midi dress from Reformation and a red polka dot one from Cloud Hunter Co.

  23. I resisted jumpsuits with every fiber of my long-waisted, short-legged being until, while shopping for a friend’s wedding, I found a simple black one on eBay at a price I couldn’t refuse. I took a flyer on it, and it fit so perfectly that I’ve already worn it to another wedding (and around the city all summer) and have been fixated on shopping for Fancy Outdoor Pajamas ever since. Why did I doubt you for so long, Fancy Outdoor Pajamas?

    • Meredith says...

      Fancy. Outdoor. Pajamas. For the win :P

  24. gracesface says...

    Kohls has some GREAT midi dresses right now. I’m really starting to like them too!

    • Trish O says...

      I am also 5’10”, and love them.

  25. Yes to midi dresses! My wedding dress was even a strapless midi dress (gasp!) with fabulous twirl, as I didn’t want to deal with a train/bustle and I wanted to be comfortable. I’m short and super pale and the mom of a two-year-old so midi dresses or skirts check all the boxes you mentioned and are office appropriate!

  26. I fought midi dresses so hard for so long. I thought if I wore one I would look dowdy and dumpy, but a woman I work with wears them every day and she looks impossibly chic, so I decided to give them a try. You guys, they are the best! They have the best qualities of maxis and midis, and none of the annoyances, and so many of them have pockets! I am now an convert and I’m obsessed.

  27. I love midi dresses too! Theyre easy, effortless and quite romantic. Im also into jumpsuits. Also easy cool and an instant outfit!

  28. Caitlin says...

    Midi dresses are my jam! Also for work (I work in tech and only have to really dress up to meet with clients) I cannot recommend midi skirts enough! Especially this Everlane one:
    https://www.everlane.com/products/womens-pleated-skirt-navy?collection=womens-bottoms

    It’s feminine and flowy but still gives a really nice shape, and it looks great with a blouse tucked in for work (I’ve also worn it with a tank or crop top to go out with friends). More freedom than a pencil skirt and looks put together but is so effortless.

  29. Lisa says...

    I’ve been wearing this long floral print dress https://m.zara.com/uk/en/long-floral-print-dress-p03198240.html?v1=6452241 at least 3 times a week since I bought it. There’s been a heatwave here and it’s SO EASY get dressed – underwear, dress, fancy earrings flip flops. I wear it to take the kids to the park, to go all over I’ve had random people compliment it on the street, and an acquaintance thought I was back at work (I’m on mat leave) because I looked so smart, whereas in reality I was going to buy ice cream.

    The trick I’ve found to stop making midi length looking too frumpy is heels (though not with the above dress). Bar maxi dresses which are their own thing, my general rule is to go for a higher heel the longer the skirt. So short skirts- flats. Midi – heels

    • Claire says...

      I LOVE that dress, thanks for the recommendation! How did it wash for you? I have huge problems with viscose and rayon shrinking :( Even when washed in cold water and hung to dry.

    • Lisa says...

      I found it’s washed well. I’ve had to re-sew the top button back on as I do it and undo it so much (for breastfeeding) but otherwise it’s been great! I ought another one with short sleeves

  30. shopgirl, eu says...

    Cutting pizza with scissors!!!! LOL! I’m gonna die, never thought of it !!!!

    • Katie says...

      It is the BEST, you’ll never look back once you try!

  31. Molly says...

    Yes, I love midi dresses and skirts, for all the reasons you listed and because then I only have to shave the bottom half of my shins/calves. What was especially revolutionary for me this summer was making my own! I was taught to sew years ago by a friend but found it somewhat tedious at the time. I discovered on Instagram that an old roommate has started sewing and was so inspired I pulled out my machine again. And this time I loved it! I love knowing that I can make things for myself and customize them to my preferences and my body. I also love knowing that my clothes weren’t made by underpaid workers. In case there are any other sewists out there looking for a pattern, I made the Fringe dress pattern by Chalk and Notch and added 5 inches to the skirt.

    • Claire says...

      I have been thinking about breaking out my (very) old sewing machine as well. I don’t even know if it still works, but I need to investigate. Thanks for the nudge!

  32. Miranda says...

    What! Cutting pizza with scissors?! This is revolutionary.

  33. Kylie says...

    Pizza with scissors for the win! Total game-changer (if your game is pizza). :)

  34. Joana David says...

    i’m also into midi dresses, something i discovered this yera, because i thought that i’m short for this kind of skirt lenght. i was wrong ah ah

  35. Sara Hummer says...

    Yes! They are basically all I wear in the summer, so comfortable, feminine, and easy!

  36. Dee says...

    Love this but what shoes? Thanks

    • Clarie says...

      Depends, but almost anything will work, from heels to tennis shoes, moccasins, Oxford shoes or loafers. Cowboy boots are super cute too.

  37. Heidi says...

    This has been me for years and glad to see more of. I’ve typically worn Midi Skirts but yes I love dresses too. Easy peasy.

  38. Its a very fantastic dress. I love this dress very much. Can you tell me please how can I get this dress?

  39. Ana. says...

    Love midi dresses since I hace varicose veins… Lifesaver.

  40. Sarah says...

    Yes to cutting pizza with scissors! I love midi dresses – those Christy Dawn ones are so pretty. I used to never wear shorts because I felt weird in them…but then I moved to LA and became a SAHM running around the playground and chasing/carrying my toddler in the heat during the Summer and that all went out the window…because POCKETS! but if more midi dresses had pockets I would definitely wear them more often. This Summer I’ve been surprised by how much I love this Old Navy swing dress: https://oldnavy.gap.com/browse/product.do?vid=1&pid=144441102
    Cheap, so comfortable and cool in the heat, a good length (I’m 5’6” and it goes to my knees – unlike the model), conservative cut on top, and no waist line so nothing constricting me (woohoo!). The fabric holds up pretty well too! I keep coming back to it because it’s so easy to wear. If only it had pockets…

  41. Sarah says...

    Cutting pizza with scissors! Yes! Quesadillas too.

  42. Em says...

    What am I wearing on repeat these days? Mini skirts!

    When I was around 28-29, I wore mini skirts as much as I could because I thought “once I hit 30, I won’t be able to wear mini skirts at all. I’ll be too old for mini anything”

    Well, the thirties came, the thirties stayed and I have been wearing and loving mini skirts all the while. One of the nicest surprises about getting old is the realization that you can free yourself of past notions which all of a sudden seem ridiculous. Mini skirts can be worn at any age (cue the confetti animation falling down your screen).

  43. Alexia says...

    I literally live in dresses and skirts during the summer. It’s pretty much all I own! I’ve found some great ones shopping my mum’s closet (vintage!) or just happenstance finds! I am very picky about comfort and am happy to take them to the tailor to address any issues (highly recommend Nordstrom tailoring).

    Anyways, I just bought this one from Reformation in red! Fingers crossed it fits and is cute! Would love black too but it’s sold out in my size:
    https://www.thereformation.com/products/becca-dress
    I’m also patiently waiting for their Rou dress to come back in stock so I can nab it in black!
    https://www.thereformation.com/products/rou-dress?color=Black

    I also love the Matty M maxi dresses you can buy on Amazon

  44. L says...

    Would you consider a post on dresses (or clothes in general) that work well for nursing? I’m on my 3rd kid and still haven’t cracked the code. I find that many nursing-specific clothes are either too clingy on my postpartum belly or have openings that aren’t actually all that easy to use. And I find normal clothes difficult to nurse in because if I can access a breast easily then the dress is probably cut too low for my comfort. I get by in t-shirts most days but would LOVE recommendations for nursing-friendly dresses (including date-night and semi-formal options). Also bathing suits that combine easy access with good support. They must exist, right? Thanks!

    • Lisa says...

      I’m into my second year of nursing(second kid) and I’m still a big fan of the lift up to breastfeed (rather than unbuttoning). I have been doing the unbuttoning thing for one dress and I don’t like it as I feel exposed and it’s complex doing buttons with wrangling a baby
      I was previously doing breastfeeding cami + loose top but what I’ve just gotten into is high waisted skirt with loose top (as it’s soooooo hot I want to wear as few layers as possible) and it’s been great! Your stomach is not exposed, you have some support and it’s quick and easy to get boobs out.
      For postpartum swimwear a friend recommended this company https://www.kortnijeane.com and it’s great! The bottoms hold everything in and they do tops that you can nurse in (I think mine is the sweetheart peplum). Depending on what fit you go for it can look like a bikini (showing just a sliver of stomach) or one piece. They also have great customer service – I’m in the UK and my shipment got lost, so they sent me another one ASAP

    • Emilie says...

      I second this request! All my tees are stretched out from pulling them up or down to nurse. At work I need pumping-friendly office attire, and at home I need casual and stain-resistant, yet pulled-together outfits. The latter is pretty much the holy grail. Half of my pre-baby wardrobe is unusable right now because it doesn’t fit these categories. Help!

    • Barbara Jane says...

      nursing clothes were so hard! i did a lot of button-downs, and had a few cute t-shirty nursing tops (jessica simpson, on sale), but i generally just felt like a mess until that time passed. now i’m chasing a toddler and i’ve moved to wearing jumpsuits because that seems like the best thing for chasing a little one. i could see how a midi would work, too. 1-piece dressing is where it’s at when you want to look like a cool mom. and also putting away/getting rid of clothes that don’t work for you, so they’re not even an option!

    • Susannah says...

      THIS DRESS:
      https://www.amazon.com/Milumia-Womens-Button-Floral-Medium/dp/B01FQT1DJG?ref=ast_p_pc_bs

      It comes in a million colors/patterns, buttons all the way up the front for nursing (or so you can show some leg if you’re feeling it), stretchy shirred elastic cinches in at the waist (but not too much) and floats over the belly, it flows all around and feels great and breezy, and… cherry on top… it’s not super expensive like so many (gorgeous) maternity-specific brands are. I bought multiples when I was nursing last summer and though I weaned my daughter in February, I’ve been wearing them again and again this summer.

    • L says...

      Thank you all for the wonderful suggestions! I really am so grateful. I’ve been pregnant and/or nursing since 2012 and I am so ready tired of looking frumpy. Going to check out all these suggestions right away.

  45. Adel says...

    I love love midi dresses! For someone who dresses modestly for religious purposes it’s just a great option. Check out @thefrocknyc for super cool and pretty dresses- created by two sisters in Brooklyn who have a beautiful and tragic story that they humbly share in its rawest form on their blog, Instagram posts and stories.

  46. Heather says...

    I have been super into midi dresses lately too (but definitely still into my shorts and shorter dresses too on occasion, love having the variety!) … but I feel like in part it’s the fact that there are SO many cute midi dresses available nowadays, including options from lower priced retailers like target. Doesn’t feel like there were many options in this length even just a couple of years ago… hope everyone keeps it up!

  47. Megan says...

    It would be great if you could always try to put at least one lower price point item in your clothes features. The average price for these dresses is about $143, and that’s without shipping or taxes. Thanks from a longtime (baby Toby-era) reader.

    • Brooke Anderson says...

      ditto. $88 dresses are a no-go for me.

  48. Kayla says...

    I am a nanny and live in maxi & midi dresses. I had two favorite plain black cotton dresses that are in my weekly rotation, both from Pact Clothing. Organic Cotton 😍😍

    • Annie says...

      Oh I’ve been really wanting to order some things from this brand. The ethics and price point seem great just not sure about the sizing and fit (organic clothing companies often have a boxy, not so flattering fit, often have no stretch bc of 100% cotton. But you like them?

  49. Nadine Hughey says...

    I love dresses…so comfortable & forgiving. Living in Florida I can wear them more, without the stockings dilemma. (That burnt orange is supposed to be a big color for fall.) Oh, except for one lightish pink dress, I wear them all with black underwear, per that additional post’s link!

    • Yulia says...

      I checked out your blog and just got immersed in the 3.23.18 post about zero waste. Thanks for spending so much time on it–there’s so much to read and think about. I’m going to subscribe via Feedly and spend some time reading. :)

  50. I’m loving a Free People midi dress I recently bought and have been living in my dress by linenstitch. It’s the best because it’s linen and keeping me cool in this heat!

  51. G says...

    I wear midi dresses on most Sundays for church, and my husband always seems surprised to find me lounging in them for hours on the couch or wherever we end up throughout the day. I’m not a particularly feminine person so it seems counter-intuitive, but there’s something so comfy about them! You don’t have to worry about tugging them down or being over exposed when you cross your legs, and they don’t cinch my belly the way pants do. ps I’m 5 ‘ 2″, most cuts and lengths seem to fit me fine.

  52. Mac says...

    Haha, shorts make me feel weird too. Too old for short shorts but not old enough for longer ones 🤷🏻‍♀️

  53. Sarah says...

    Nope. I’m 5’5 (which I consider short) and my legs are my favorite part of my body so no way I’m hiding them! Midi dresses are dowdy AF on me, hit me at the worst possible place on my legs! Everything is so shapeless and frumpy these days…I haven’t bought clothes in months. Ready for fall. Sigh.

    • Lourdes I says...

      OMG!! I’m with you!! I”m 5’5 as well however, my legs are short. So the midi length looks awful on me. I recently took a few midi dresses that I loved to get hemmed. When the seamstress walked into the dressing room and saw me wearing the dress she stopped. I said, “I’d like you to shorten this dress please bc I don’t like the way this length looks on me.”, She replied, “child, I don’t either!”. hahahahaha!!!!!

      I also agree with you that lots of dresses this season were shapeless. Which also doesn’t look well on my frame. Too much fabric swallows me up.

      On the flip side, though, I can’t really wear shorter dresses or anything too tight bc I still haven’t lost all my pregnancy weight so I look like a stuffed sausage.

      For the first time in my life shopping for clothes is no fun. I wish I could rock them, but I just can’t. Whaaaa!!!!

      I’m usually at the park with my toddler so I live in boyfriend jeans and tees. Which is fine for now until I finally lose these pesky lbs.

    • Abbie says...

      Same. Petites and midis don’t mix. I (5’ 1”) look like I’m wearing a dress I should have hemmed. I wish, though!

    • Maria says...

      So true. There is so much frumpy and unflattering clothing out nowadays and strangely enough, no one seems to mind it.

    • Em says...

      Here here. I’m 5’3” so I can relate, but two inches shorter kind of relate. Haha

    • Karen says...

      ME TOO Sarah! Same height and all…I am not feeling midi dresses and I need structure to clothing or else I look like a milk bag.

    • brooke says...

      Me too! Shorts and above the knee dresses for me!

    • Disagree (on both fronts: you being short at 5’5″ and short girls not wearing midis)!!! I’m 5”0″ and love a good midi… of course it’s harder to find a good midi at this height :)

    • Nicole says...

      Agreed! We all have to find what works for our body’s shape, and what makes us feel good. (I’m a big fan of Stasia Savasuk’s take on this – https://www.stasiasavasuk.com/)
      The midi length doesn’t work well on my 5’2″ frame, though it makes others shine. And I do feel good when my strong legs are free to move!

  54. Jessie says...

    I am SO HAPPY you posted Christy Dawn. I have a Dawn dress and sweater, and just ordered two more dresses from them. The fabric is SOOOOO soft and perfect for the DC summers either hanging out with my daughters at the playground or going on a date night with my husband. I love the fact that they use deadstock fabric from other fashion houses so nothing goes wasted. They interview the men and women who sew the dresses so you know who it is that made your dress. They also email you back quickly if you have any questions and are very truthful. They are truly a wonderful company.

  55. Claire says...

    Love them. Pretty and comfortable (especially in the heat) and so much easier to wear than minis.

  56. Becky says...

    Joanna, I love that you feel awkward as well in shorts. Many years ago I wore dresses because they were cute and now I dont spend as much time on my clothes and I lost my love for dresses, until I came across an adorable denim dress at Target. They have a line called Univeral Thread. I believe it’s a midi and I love it! I also found some cute loose shorts in that line that makes me feel less awkward. I’m totally over wearing pants when its blazing hot. I have some pale legs and the work it takes to keep me from burning is tiresome BUT dresses are AMAZING! I had no idea my husband was going to love it so much so that’s a bonus haha

  57. Denise says...

    I love midi length dresses and skirts! In fact, I’m wearing my Emily & Fin toucans midi skirt today! How timely your post! I’m loving all the good midi options out right now.

  58. Jillian says...

    YES!!! Love this. I wear a midi/maxi dress every single day — truly, haven’t put on a pair of pants in 5+ years. I work in an extremely casual environment, but everyone always *thinks* I’m put-together and dressed up when in actuality 1) I only had to put on ONE thing today! Lazy, easy, perfect 2) I have a built-in blanket for cold offices, planes, etc. 3) the obvious twirliness factor 4) never have to change post-work (again, laziness, but with a beautiful offspring!)

  59. Eve says...

    LOVE midi dresses! this summer I also discovered midi skirts, with pockets! But there is still one thing to figure out – how do you bike wearing them? Any tips?

    • Joanna Goddard says...

      for me, midi dresses are okay, they don’t get caught in the chain. (maxi dresses are another story.) but maybe hike it up a little and sit on some of the fabric if it feels too long for you?

      also, you could try this penny trick! :)
      https://cupofjo.com/2014/07/how-to-ride-a-bike-in-a-skirt/

    • Alexia says...

      You can tie your maxi dresses in a knot and bike too! Works well on city style bikes (not so much mountain bikes lol)

    • Bec Barnett says...

      I always tie the front and back of the skirt together, low at the side or pull the back threw my legs to the front, kinda making coulottes (sp?) and tie with a hair tie…these descriptions sound weird but tend to work!

    • Heather says...

      I bike to and from work in my midi dresses almost every day. I wear a pair of jockey “shorties” underneath so that if a breeze picks my skirt up, I’m not putting on too much of a show. They are really lightweight and comfortable.

      https://www.amazon.com/Jockey-Womens-Modern-Micro-Boyshort/dp/B07CP5ZLNP/ref=cts_ap_1_vtp

      I think you owe it to yourself to try this. The feeling of a light skirt fluttering against your knees while you are coasting downhill is dreamy.

      The other day a car pulled up to me, and a man rolled down his window and said, “There is nothing lovelier than a woman biking in a sundress.” It would have been creepy except he was an older man with an English accent, and so it sounded thoughtful and respectful. And I have to agree with him. It is lovely.

    • Danielle says...

      I agree with Heather! I just put a little pair of shorts on in case it blows up. Or if you kind of sit on the back as you sit down it’s often just fine. I’ve ridden like this lots and not even on a city bike. It really is the best!

  60. Christina Harger says...

    I just got these ‘dresses’ from Amazon:
    https://www.amazon.com/gp/product/B00631VP40/ref=oh_aui_detailpage_o00_s00?ie=UTF8&psc=1
    https://www.amazon.com/gp/product/B0774TDFV9/ref=oh_aui_detailpage_o00_s00?ie=UTF8&psc=1
    They are both nightgowns!! I also ordered a nude, stretchy slip to wear underneath. They arrived today, fit perfectly, and I CAN’T WAIT to wear them! I plan on adding black shoes or boots and maybe my leather moto jacket to tough them up a bit. Rolling up the sleeves also makes them look more like actual dresses.
    I got the idea from http://www.manrepeller.com, and while I don’t consider myself a super trendy fashionista, I am pretty pleased with this latest endeavor. :)

    • umm this is GENIUS!!! I am in awe.

  61. Charlotte K says...

    Wore dresses like that from Indian clothes places in the ’70s. They are the BEST. I bought a print one last year from Vermont Country Store and I love hanging around in it and breathing!

    But you might find when you’re older you’re done with the aisle seat. I’d rather bug the person(s) sitting next to me to be let out, rather than having them bug me–hahahahhahha!

  62. Lindsay says...

    Yep, I live in dresses on hot days and i only do midi length. I have loved Christie dawn for a while, but the one I ordered didn’t quite work for me (too long, scratchy fabric), I wish there were more options out there! Most are minis.

  63. Alexa says...

    Yesssss! Totally into midi dresses this summer. I have found beautiful, reasonable ones all over — Zara (on sale!), Target, etc. I am a new mama and find that a midi dress makes me feel on the outside as feminine and lovely as new motherhood makes me feel on the inside, and bonus if it has big pockets! I tote everything from pacis to a burp cloth, but still look put together :)

  64. Rezi says...

    Midi dresses are sexy simple and utilitarian. My mother always said that’s one thing that you can wear from the beach to dinner.
    Depends on you body and what you want to reveal Midi dress gives that to you. Shows your curves in a mysterious feminine way.
    I always think of Sophia Loren when it comes to midi dresses. Ohhh a “wrap silk dress” last a life time and moves with you, said my mother.

  65. Lauren says...

    As a tall gal (5’10 since 5th grade and finally feeling confident about it) I LOVE a midi dress and am so happy that they are widely available in a great array of styles these days. I never have to worry if it will be uncomfortably short and always feel great in them. Midis for the win!

    • Megan says...

      SAME! :)

  66. Roxana says...

    I am all about midi skirts and dresses! I think they’re almost universally flattering and are so easy to knock around in. . . you can ride a bike, go down a slide, sit on the subway or go out on a date. Plus, post kids, my leg veins are pretty visible and I feel self-conscious about it, so this skirt length is ideal for me.

    I found two this spring that I have been wearing on rotation; one from Target and another from Loft. Then, I have two others from anthro from years past that didn’t make my last Kondo cut, and I’m so happy! :)

    Yay for the midi!

    • Joanna Goddard says...

      so cute!!

    • Kate says...

      I got this dress and I wear it CONSTANTLY and my husband thinks it’s just the cutest thing I’ve ever worn, ever. It reminds me of dresses from the 90’s and I am all about that!

    • Heather says...

      My sister and I both have that dress – and I went back and bought it in the pink print, too. It’s so soft and easy. I wore on of them out on a date with my husband and the woman at the table next to me in the restaurant was wearing the exact same dress. At one point in my life this would have been embarrassing, but now it makes me smile.

  67. jade lees says...

    I know this sounds odd but I think there is something really sexy about midi dresses.

    As you say – they are practical but that hint of calf is somewhat alluring no?

  68. Amber says...

    Love the Gap block print one but… $100 for a dress from the gap!?!?! Since when!?

  69. michaela says...

    Yes! I adore a midi dress, and it’s my go-to style for special occasions when I want to feel great. I figured out it’s because they cover my biggest body insecurity, my knees. I wish I didn’t have a weird hangup about my knees, but it’s just true that when I put on a midi and they magically disappear….I feel so confident, and like all the most flattering parts of me are being accentuated. And while wearing one at work, you never have to worry about that awkward stand-up-from-your-chair-and-tug-your-dress-down-just-in-case-it-crept-up move that always makes me feel so NOT composed.

    • Nicole says...

      Ha! I have that knee insecurity too and midi dresses are the perfect solution! Solidarity for weird knee hangups ;)

  70. It’s how I feel about maxi dresses! Secretly I’m super comfortable because I’m not wearing pants (duh) and everyone is always so complimentary when I wear one, like it took a lot of effort to look nice (it did not). xo

  71. Helena says...

    I used to HATE wearing dresses due to my thighs rubbing when I walk, but nude colored “bike shorts” or shorts slips have been life changing for me! Wear dresses all summer long now!

    • Jessie says...

      What a great idea!!!

    • Alexia says...

      I don’t have huge problems with chafing but when I do I use Nivea deodorant. Smells like baby powder, it’s really soft. I don’t think it will work if you have major chafing issues but if it’s just an every now and then issue I recommend it.

    • Emma Bee says...

      Cotton bike shorts under dresses are a must for my 4 year old daughter who is super active but only wears dresses. Good strategy for adults too.

    • Taylor says...

      I wear undershorts all the time! Makes me feel so much more confident on the walk to work in case of any sudden breezes :)

    • Joanna Goddard says...

      so cute!

    • liz says...

      cute plus woah! it’s also two dollars.

  72. Kristin says...

    Okay but that last one is giving me major “She’s All That” vibes.

    • Lesley says...

      @Kristin I forgot about that movie! Kind of want to rewatch it tonight ;-)

  73. Grace says...

    YES! Midi skirts are equally genius. I wear them at my natural waist and pair with a tee and birkenstocks. It takes the fight out of the summer Mom wardrobe.

  74. Joaquina says...

    Any one else avoid thin-strapped dresses because of loathing strapless bras?
    That black Everlane rec is so darn cute but because of my odd aversion to strapless bras, I have to opt out. Help, what am I missing! Is there a magic brand of bras I can wear with this type of dress that won’t slip down to my belly button mid-date?!
    ps When you reach your mid 40s, shit gets REAL. So any mid length dress that is sexy, not matronly, is highly coveted!

    • Megan says...

      Yep- I got your back on this one. The everlane one is so cute but I wouldn’t wear because I can’t wear my regular bra.

    • i don’t have a problem wearing a regular bra with spaghetti/thin strap dresses, because i don’t GAF. i adore backless dresses, or those cutout back type dresses/tops and i’ve taken to wearing pretty lacy racer back bralettes in complementary or pale/nude colors.
      in that black everlane dress i’d layer a pretty camisole under for a lil more coverage.

    • Jenn says...

      I wear a regular bra with spaghetti strap dresses and I’m busty! I put a lacy bralette over my regular bra so that whatever shows looks intentional. Going braless, or worse- a strapless, isn’t gonna happen anymore now that I’m in my 40s! Free People and Soma have some of my favorites.

    • Heather says...

      yeah I need some help with these, too. I have one from boden that is so pretty, but all bras look terrible with it. I’m thinking about a spaghetti strap bralette and just owning it, like, yes, that’s my bra strap? so what?

  75. Keri says...

    Yeah, loving midi length dresses and skirts (breastfeeding so more skirts than dresses these days). Comfy, cool (in this blistering heat), but not worrying about any weird leg views with my patients at work!

  76. LS says...

    Oh man, I love midi dresses in theory but this is one of those things that only work on certain body types – definitely not universally flattering! I’m way too short to pull them off. Even if I went to the trouble to get one tailored, I’m convinced it would still feel like too much fabric. But I’ve had success with some maxi dresses, go figure.

  77. Erin says...

    I’ve totally been into midi dresses lately too. I do most of my shopping online and although I’m not very tall, I have pretty long legs for my height. After ordering one too many dresses that ended up being way too short to be comfortable, I turned to midi dresses which are not only comfortable but great for both work and play. My favorite is from urban outfitters.

  78. Anna says...

    I’m short (5’3”) and top heavy and feel that midis are the opposite of flattering. Am I crazy?

    • Andra says...

      Nope, I’m also 5’3 and midi length is hard. Often dresses that are supposed to be knee-length are actually midi on me, and midi dresses fall at a really weird spot where it looks like I’m wearing a maxi that shrank slightly!

    • liz says...

      Not crazy!

    • Mouse says...

      I’m 5’1″ and top heavy and ONLY wear midis and infrequently knee-length. At a menopausal 58 yrs old my mini days are waaaay over, but I never was very comfortable in them, even when I was thin and hot. :)

      I think if you feel good in midis, wear them. It helps when you’re short and not thin thin to have a unifying darker color and a silky fabric. They are the only way to go in the summer.

    • Louise says...

      I’m 5’0″ and they’re a no go for me. Plus, I live in the Deep South and the mid length dress has a certain connotation that I don’t want to be associated with.

  79. jen says...

    i live in dresses year round. in the warmer months, i wear slip shorts under and never worry about showing my underwear or being too fussy and unable to play with my kid on the grass, etc. in the cooler months i layer them over leggings or tights or even skinny jeans and add a jean jacket or cardigan.
    i wear linens or cotton or linen-cotton blends and it’s super easy to dress them up or down in a second.

  80. Jessica says...

    I have this skirt from Adored Vintage – I think she calls it the meadow grass skirt? – that is the lightest poplin, with a wide stretchy waist and big patch pockets that is full, midi length and THE BEST THING EVER for doing everything. Climb a play structure? Yup! Meet up for drinks? Yup! Feel like you are floating through your own personal chapter of an E.M. Forster novel, and it’s one of the really good ones set in Italy? Super yup!
    Anyhow, all this is to say, I get you and yes, you are right.

    • Eloise says...

      I’m pretty much drooling over EVERYTHING on that website. My eyes thank you even as my wallet prepares to curse you.

    • Heather says...

      Oh no. Oh no. Oh no. I had never heard of this shop. I love every single thing!

  81. Melly says...

    I’d love to be able to wear a midi dress–and AMEN to no more tugging down shorter dresses–but I feel like as a very short girl (5’2″), I can’t get away with wearing a midi dress without looking clownishly short and stubby or like I’m wearing a tent. Any other short girls have success with midi dresses?

    • Allie says...

      I’m 5’2″ and NOT petite (very curvy size 12 here) and midi dresses are great on me! I love this Everlane one, and it’s not nearly as formal looking in person: https://www.everlane.com/products/womens-jpnese-goweave-ss-wrap-dress-black?collection=dresses

      There’s hope for you! I just find that I have to have ones in heavier fabric, and they can’t have lots of pleats or a-line. The midi wrap seems to be the best on my body shape. Good luck!

    • Lane says...

      Afraid not. They just look like Maxi dresses that shrank in the wash!

  82. Kate says...

    I *wish* midi dresses were universally flattering! Taller girls look lovely in them, but being short and bottom heavy, I do not. They hit me in the thickest part on my calf: not cute. But I have been living in maxi dresses in petite sizes which are flattering and lengthening!

    • Catherine says...

      I’m almost 5 ft. 6, but fuller through my hips and thighs. I feel like a lot of midi dresses end up looking dowdy on me, though I love the look on others. Can anyone recommend a good midi dress for curvy women?

    • Joanna Goddard says...

      catherine, i wonder if you would like this one? the chambray is so cute, and it accentuates the waist but is fuller in the hip/thigh area?
      http://bit.ly/2MdEKHe

    • Roxana says...

      Catherine,
      I’m 5’6″ and tend to carry more weight in my hips/thighs and depending on what I’m wearing I can be curvy or straight (according to the hubs). I mention this for context ;). I think the key for midi dresses and skirts, is making sure the waist hits at the right spot, because, yes, the wrong cut can definitely make you look dowdy or shapeless. Maybe check-out Boden or Anthropologie? And, actually, Modcloth. Sometimes the latter has stuff that looks costumey to me, but some of it looks really fun, too; not sure about the quality, though.

      Hope this helps!