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If @thechicks are in town you can bet @debbiefaye78 and I will be there! So when we heard they were coming to @merriweatherpp we were so excited. And their concert did not disappoint. As always, a phenomenal show! If The Chicks come to your neck of the woods I highly recommend you go!

Okay I know you want to know about what we’re wearing! 

My sister’s caftan is from @anthropologie (bought this summer so maybe you can find on resale sites).

I’m wearing a @bananarepublic dress also from this summer with the @universalstandard denim chore jacket and a hat I got from a @madewell collab a year or so ago. I glammed it up with some gold chains and gold drop earrings, but kept it comfy for a night of standing and dancing with @birkenstock sandals.

This was my first big outing since my eye surgery, and with a pocketful of eye drops I felt good (and grateful we splurged for good seats!).

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
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For years I’ve trusted @somaintimates for the right bras and the right fit but it had been a while since I visited a Soma boutique to try on all the styles they currently have for a large bust. I must say I was impressed! Knowledgeable staff, extensive collection in larger sizes, and some of the most comfortable and innovative bras in up to H cups! Each body is different but what I loved:

- The Stunning Push-Up: targeted for the DD+ customer gives amazing lift and great shape under fitted knits.

- The Unbelievable Lift Scoop Balconette: sexy, supportive, and so lightweight!

- The Embraceable Wireless: I’ve recommended this wireless bra for large busts for years and was in need for a new one! 

- The Stunning Support Smooth Balconette: this is the perfect t-shirt bra for large busts with padded straps and disappears under knits

- The Stunning Starlet Multi-Way Strapless: recently improved for more support and more comfort, this wireless bra stays put and gives fab shape

I also picked up some of Soma’s iconic Vanishing Edge panties which keep you line-free. The whole Vanishing collection is genius. I loved being able to donate my gently used bras at my local Soma boutique to give to those in need. We all deserve a lift and Soma strives to achieve that. It’s why I’ve been a fan and customer for years and am honored to partner with them. Soma is the perfect fitting bra solution. Visit the link in my bio to shop and to find your local Soma boutique! #SomaPartner #SomaBraFit #SomaStartsWithMe
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If I close my eyes you can’t tell one is still bloodshot 😜

Still recovering from my eye surgery but feeling more myself. Getting dolled up helps me feel me. Bright colors and bold jewelry have been signature Alison since I was a kid! 

Sweater: @favorite.daughter 
Earrings: Amazon
Necklace: @_jennybird (old)
Ring: @realmfinejewelry 
Bra: @lovebravissimo 
Lipstick: @glossier 
Pins as “cufflinks”: vintage

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
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It was so funny and so quick I couldn’t not share! I bought this @hulkenbag a year ago and use it all the time. Carting shoot supplies, groceries, packing for road trips, and carting donations. This weekend @thenewdealcafe in @cityofgreenbelt hosted a community clothing swap so I made sure my family and I went through our summer wardrobes to gather that which we no longer needed or fit.

This wasn’t the first clothing swap and folks in town know my style (and my job) so there were some waiting for my arrival. Look how fast I cleared out this big bag! Speaking of the bag one other swap attendee said she got herself a Hulken after seeing mine in action!

It’s so great to know our old clothes are getting a good life and this bag makes carting them to the cafe so easy! I got my Hulken on Amazon, it comes in other colors and sizes too: https://amzn.to/48iTY4Y yep the bag is as great as all those ads you see on social media, I’m a big fan!
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I had to see… I asked my husband how often he thinks about the Roman Empire, and then asked our 14-year-old 😂
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#ad Go through my archives on Wardrobe Oxygen and one thing is clear: my family and I are a fan of @bombas socks! From their no-slip no-show socks to their iconic crew socks, Bombas makes great socks for the whole family while having a great heart.

Socks are the #1 requested article of clothing from homeless shelters. For every item purchase from Bombas, one is donated to someone experiencing homelessness. 

Save 20% on your first purchase at Bombas with my exclusive promo code: WARDROBE20

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
https://liketk.it/4ipHy #bombas
Open
Happy gotcha day, Oscar! Four years ago he came into our life and we are so happy to have in our family!

Oscar was a rescue and came with some… quirks. Over the years we have come to understand him and he has come to trust us. He’s a diva, a snuggler, he could play catch for hours, and he’s my husband’s shadow. 

We’ve never had a small breed dog before and it’s a whole different experience. But we adore Oscar and couldn’t imagine our life without him! Thank you for coming into our life Oskie McGoskie! 🐾❤️
Open
I can see clearly now…

Actually I can’t, but things after my retina surgery are much improved! My next appointment is in a month and I’m cleared to get back into the world (with some restrictions to protect my eye).

With a sclera buckle, it changes your eye shape and now I am nearsighted again (I had lasik a few years ago). Once the eye is stabilized I can get glasses or contacts but until then I’m 20/20 in one eye and right now 20/60 in the other. But the eye is healing beautifully and I feel positive!

And I could see clearly enough to fall for this poppy-colored cotton jumpsuit from @pistoladenim. It comes in a few colors but this one is my favorite. I went with XL (im@a 14, sometimes 16) and likely could have sized down but I enjoy the relaxed fit and the drawstring waistband to create shape. And hello zipper closure making it super easy to get on and off!

My husband took this photo right after my eye appointment, I think it reflects my positive attitude and feeling of hope! 🧡

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
https://liketk.it/4idXm
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#throwbackthursday to what I wore 10 years ago in September…

A decade ago I was working full time in an office and was promoted to manage a good portion of my department. My blog was doing quite well, I was featured in local and national publications and websites. I was embracing what I felt to be a polished professional with an edgy vibe. Less color, more interesting accessories, and my first semi-designer bag (I still have that leopard print mini M.A.C. In the back of my closet). 

I have come to embrace color and have way less black in my closet now, but a lot of these looks are timeless and I would wear now… just likely with lower heels! 😂

Do you recall what you were wearing a decade ago? How similar is it to how you dress now?

For more of my throwbacks visit #wo2tbt
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Fashion Advice · August 18, 2014

Ask Allie: How to Style Leggings with Dresses and Maturity

This article may contain affiliate links; if you click on a shopping link and make a purchase I may receive a commission. As an Amazon Associate, I earn from qualifying purchases. 

I'm 41 and a curvy girl. I'm also 5'4″ on a good day. I'm proud of my curves. I like the look of shorter dresses with leggings underneath. How do I wear them without looking “too young” or too short/frumpy?

Oh how I love the look of a willowy woman in a tunic or shirt dress, black leggings and ballet flats; such a chic yet simple look for running to the grocery store, slipping on something for a latte after yoga class, meeting friends for breakfast on a Sunday morning. And every few months I try this with a dress that accidentally went in the dryer and my Ecco flats and realize, I am not willowy and such a combination makes me look as though someone cut me off right below my calf muscle or if I was headed to Twin Day at my daughter’s kindergarten class.

That’s not to say us curvy shorter women can’t rock leggings with dresses, we just need to be more aware of proportion.

Here’s some ways to wear leggings with dresses when you’re curvy:

 

how to wear leggings with dresses, featured by popular DC fashion blogger, Wardrobe Oxygen
printed dress | off the shoulder tunic | military-inspired tunic

Leggings with Sophisticated Silhouettes and/or Prints

The quickest way to look too young is to wear something that a child could carry off. Leggings with a babydoll or empire waist dress, an oversized sack, or something in calico or a very girly print can give the wrong vibe. Consider graphic prints and classic stripes instead florals or polka dots, mature details like military accents, belts, or showing a bit of skin with an off the shoulder silhouette. By choosing an obviously adult print or silhouette, the leggings look less like something for the playground.

how to make leggings look sophisticated | how to wear leggings with dresses, featured by popular DC fashion blogger, Wardrobe Oxygen
shop similar: short sleeved tunic | short necklace | roll-sleeve tunic | scarf | sleeveless tunic | long necklace

Leggings with a Monochrome Ensemble

Leggings look more purposeful and create a figure-lengthening look when the same color or color story as the rest of the ensemble. Choosing more adult colors like navy, olive, black, gray, brown, and cream separates you from the kids at the playground. When the dress and the leggings are the same color, the look is cohesive and also looks far more adult and sophisticated. Use accessories to add interest and personality.

 | how to wear leggings with dresses, featured by popular DC fashion blogger, Wardrobe Oxygen
shop similar: gray dress | ankle boots | printed tunic | tall black boots | camel dress | necklace | suede boots

Leggings with Boots

Whether they are ankle boots or up to the knee, slipping a pair of boots over leggings adds volume, balancing the figure and reducing the frump factor. This past winter I regularly wore my navy sweatshirt dress with black leggings and tall boots and it looked far more adult and flattering than wearing the same look with flats. Boots also toughen up a look to keep it from looking too twee or childlike.

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Comments

  1. Cristina Hoover says

    July 11, 2021 at 3:34 pm

    I always try to “dress-up” leggings outfits depending on the kind of shoe or by layering a blazer over them (over a silk cami or shell top). The long tunic/sweater dress combo (for me: a cold weather staple 100% I’ll be wearing winter boots with!) comes off much more polished, I feel, adding a belt and tights to complement it as a semi-formal office outfit. Maybe because I came-of-age when there was a gross trend of people publicly wearing pajamas in the mid-2000s(?), but: I think leggings were actually an “improvement” (lol!) over that really bad idea and, as long as they’re NOT painted-on-looking exercise kind or see-through-up-the-wahzoo thin, I’m guilty of considering them pants (opposed to tights: something I equate to an accessory; to avoid the improper bare leg look in a religious or professional situation).

    Reply
  2. Vivianne says

    September 22, 2017 at 6:32 pm

    You’re kidding, right? NONE of the above pictures show these outfits on a CURVY model. SMH

    Reply
    • Allie at Wardrobe Oxygen says

      September 22, 2017 at 9:41 pm

      This post was written three years ago. At that time it was near impossible to find photos of plus size fashion not on dress forms or mannequins. I did the best I could with the images I could find. Luckily in 2017 there are more retailers and they are realizing the value of combining both models and white background product photos on their websites so customers can see it on a figure and websites can properly market their clothes through collages and widgets. I need to put on my list to update this post with new graphics depicting curvy figures.

      Reply
  3. Sandy Walters says

    January 11, 2017 at 2:27 pm

    I think leggings with a dress look good no matter your age. It’s sophisticated and modern and as long as you are not overweight, why not?

    Reply
  4. Brynn says

    August 24, 2014 at 9:34 am

    I LOVE wearing leggings with dresses and tunics all fall/winter/spring! I actually will wear an outfit like this to work on occasion, as long as it looks professional enough (although, I work in a school so I don’t need to look overly dressed up or anything). I bought some new tunics and leggings this spring on sale that I cannot wait to wear in the fall! I think some of my personal favorite ways to wear leggings and dresses are monochromatic and with boots, like you’ve listed above. Great tips, Allie!

    Reply
  5. Lacy says

    August 19, 2014 at 6:34 pm

    Love this post! We have (usually–not last year) fairly mild but frequently rainy winters. Leggings, a tunic in light sweat-shirt-type material, and boots are a winter staple for me. Maybe I will use this post as a jumping-off point to include more than just basic black and gray outfits in my winter rotation!

    Reply
    • Aimee says

      August 22, 2014 at 12:03 pm

      I have to admit your post made me want to give it one more try. The thought of a light sweat-shirt over leggings with boots sounds so appealing! I will give it a go but usually end up with the same conclusion year after year that it doesn’t look good on me.

      Reply
  6. Kurves says

    August 19, 2014 at 12:58 pm

    Another Great post. I wear leggings/jeggings in the cooler months and I have to make sure that my dress covers my butt and is not too tight on my thighs. If not I cannot wear them.

    Reply
  7. eds_77845 says

    August 19, 2014 at 12:18 pm

    Good post! I am over 50 and wore leggings for the first time this year! I think the key is remembering they are NOT pants and keeping the outfit on the sophisticated side, even if casual. I am loving the comfort factor and plan to keep working on this.

    Reply
    • Aimee says

      August 22, 2014 at 12:01 pm

      Agree!

      Reply
  8. Karen says

    August 19, 2014 at 10:20 am

    I think these are fantastic examples of exactly how to wear leggings if you’re over 20. (or even over 50!) As long as the top is long enough to prove that you don’t think leggings pass as “pants” then you can have fun with your outfit. This idea that some commenters are making that you might “look like you’re trying to hard” is exactly what causes older people to dress OLD. Live life and have fun!

    Reply
    • Ronda Sliter says

      September 6, 2017 at 10:56 pm

      Thank you I struggle with the “dont look like you are trying to hard” syndrome dailey . Im skinny have been my whole life. I have a metabolism from some sort of science fiction horror movie, I can eat whatever I want whenever I want. sounds magical till you have to buy cloths, nothing fits ever ! I have to shop in the teens dept and that leaves jeans and tee-shirts which brings me to my point. Leggings look comfortable and trustworthy like i wont be constantly pulling up my pants. But I wouldnt know because Im to scared to try the damn things, like people may think Im trying to relive my teen years or something.

      Reply
  9. disqus_d3WfD9247d says

    August 18, 2014 at 3:22 pm

    This a great collection to inspire a professional way to wear leggings. I am a dress and skirt wearer and a teacher. I have to be conscious of my appearance from every angle while sitting, standing or raising my arm to write on the board which shortens even knee length items. Also, typical professional dress is difficult during the demanding and unfortunate situations of hours of windy weather while outside for bomb threats, lock downs, and moving kids quickly in response to fights. Leggings and tights have become a necessity to maintain my professional wardrobe while still functioning in my role. I am refusing to fall into the trap that is polo shirts and khakis because they do not inspire comfort or confidence, and you need both to be success in any work place!

    Reply
    • Charlene says

      August 18, 2014 at 6:55 pm

      I am also a teacher and dress and skirt wearer, and like you, I believe in maintaining a professional appearance.At least your fellow teachers wear polos and khakis. At my school most of my coworkers wear jeans and tees. Do we ever need a dress code!

      Reply
  10. Denedriane Dean says

    August 18, 2014 at 3:18 pm

    Great post for me to read today!

    Reply
  11. Krista Alexander says

    August 18, 2014 at 2:56 pm

    These are great ideas for fall and winter. But how to pull it off in the warmer weather? Long leggings are too warm? Can you wear cropped/knee length leggings when it’s hot? Or simply stick to maxi dresses and rock on?

    Reply
    • Allie at Wardrobe Oxygen says

      August 22, 2014 at 10:15 am

      I have yet to see a woman over 30 carry off knee-length leggings with a dress. I often wear shorter bike shorts that can’t be seen under the dress to prevent chafing and provide modesty, or else a longer pair with a midi or maxi skirt 🙂

      Reply
  12. fashionforgiants says

    August 18, 2014 at 1:32 pm

    Great post, Allie. Even at my height, I prefer to wear my leggings with boots; even flat boots definitely cut the frump factor!

    Reply
  13. Ginger says

    August 18, 2014 at 1:04 pm

    I don’t care for the off-the-shoulder tunic, not because it’s off the shoulder, but because the hip hugging design over leggings looks like lounge wear to me.

    Reply
    • Aimee says

      August 22, 2014 at 11:55 am

      I agree. I never like that look.

      Reply
  14. Thrift Store Mama says

    August 18, 2014 at 12:59 pm

    Your description of the willowy woman had me laughing out loud! As much as I am proud of my strong body and my boobs/booty combo, I long to be willowy.

    I have also been wanting to try this combo and am going to make it happen this winter.

    Reply
  15. Sonia says

    August 18, 2014 at 12:55 pm

    I’m with Aimee, after a certain age, leggings just “date” my whole look! I am all for tights, which I will wear with dresses, skirts, boots and even long tops in the fall and winter, but to me leggings kind of look foolish for someone 50+ and, since it draws attention to your legs and feet, make a heel or flat look like you’re trying way too hard to look young. But, not to say that the suggested looks you offer aren’t fabulous, just not for me.

    Reply
    • kaijsa says

      August 18, 2014 at 2:57 pm

      I agree with this, to an extent. I don’t find leggings as comfortable or flattering with most dresses as I do tights. I don’t like the way many leggings can bag around the knees and find that opaque tights give a sleeker look. I do have one ridiculously expensive pair that are blacker than black, totally sleek, and don’t have a bit of shininess to them but I can’t imagine spending on more colors of those.

      Basically, unless they’re really nice and part of a monochrome outfit as above, leggings read as pretty casual to me, but not necessarily young. I just turned 40 and have been known to carry a pair in my bag to pull on under a dress on cooler summer evenings, like at a music festival. I would rarely wear them to work.

      Reply
  16. Aimee says

    August 18, 2014 at 12:28 pm

    Boots kind of rescue outfits for me in the winter. I love dresses with tights and boots. Goodbye to worries about how to hide spider veins! For reasons I don’t understand, though tights are similar to leggings, the look is quite different. It might be just me, but I think you have to be very careful about pulling off leggings after a certain age. Even with the right silhouette it can look a little silly. I see it all the time on ladies my age (mid-late forties) and older and sometimes the outfit is adorable, the proportions are right but the look is just too young. There are exceptions of course! This is absolutely just my opinion and I am sure many will not agree. I know we are supposed to think age is just a number but in my case that number means watching out for things that are too trendy.
    Great post and outfits for those who can carry it off! Wish I was one of them.

    Reply
    • Aimee says

      August 22, 2014 at 12:00 pm

      Reply
  17. Barbara West says

    August 18, 2014 at 12:27 pm

    Great examples! I have been wanting to try this but couldn’t see how. I especially like the monochrome and “boots” suggestions and can see myself wearing any of those combinations. Thanks, Allie.

    Reply

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Since 2005, Wardrobe Oxygen has offered real-life style advice for grown-ass women. With years of experience as an apparel visual merchandiser and personal shopper, Alison Gary provides advice on how to achieve personal style no matter your age, size, or budget.

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Sep 21

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If @thechicks are in town you can bet @debbiefaye78 and I will be there! So when we heard they were coming to @merriweatherpp we were so excited. And their concert did not disappoint. As always, a phenomenal show! If The Chicks come to your neck of the woods I highly recommend you go!

Okay I know you want to know about what we’re wearing! 

My sister’s caftan is from @anthropologie (bought this summer so maybe you can find on resale sites).

I’m wearing a @bananarepublic dress also from this summer with the @universalstandard denim chore jacket and a hat I got from a @madewell collab a year or so ago. I glammed it up with some gold chains and gold drop earrings, but kept it comfy for a night of standing and dancing with @birkenstock sandals.

This was my first big outing since my eye surgery, and with a pocketful of eye drops I felt good (and grateful we splurged for good seats!).

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
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Sep 19

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If I close my eyes you can’t tell one is still bloodshot 😜

Still recovering from my eye surgery but feeling more myself. Getting dolled up helps me feel me. Bright colors and bold jewelry have been signature Alison since I was a kid! 

Sweater: @favorite.daughter 
Earrings: Amazon
Necklace: @_jennybird (old)
Ring: @realmfinejewelry 
Bra: @lovebravissimo 
Lipstick: @glossier 
Pins as “cufflinks”: vintage

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
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Happy gotcha day, Oscar! Four years ago he came into our life and we are so happy to have in our family!

Oscar was a rescue and came with some… quirks. Over the years we have come to understand him and he has come to trust us. He’s a diva, a snuggler, he could play catch for hours, and he’s my husband’s shadow. 

We’ve never had a small breed dog before and it’s a whole different experience. But we adore Oscar and couldn’t imagine our life without him! Thank you for coming into our life Oskie McGoskie! 🐾❤️

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Sep 8

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I can see clearly now…

Actually I can’t, but things after my retina surgery are much improved! My next appointment is in a month and I’m cleared to get back into the world (with some restrictions to protect my eye).

With a sclera buckle, it changes your eye shape and now I am nearsighted again (I had lasik a few years ago). Once the eye is stabilized I can get glasses or contacts but until then I’m 20/20 in one eye and right now 20/60 in the other. But the eye is healing beautifully and I feel positive!

And I could see clearly enough to fall for this poppy-colored cotton jumpsuit from @pistoladenim. It comes in a few colors but this one is my favorite. I went with XL (im@a 14, sometimes 16) and likely could have sized down but I enjoy the relaxed fit and the drawstring waistband to create shape. And hello zipper closure making it super easy to get on and off!

My husband took this photo right after my eye appointment, I think it reflects my positive attitude and feeling of hope! 🧡

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I’ll be a bit quiet on here and other channels because I had eye (retinal) surgery this past weekend. I was having what I thought were ocular migraines but come to find out I was experiencing lattice degeneration, which is thinning/holes in the retina. I had surgery Saturday for my right eye and later on they’ll work on the left eye, which isn’t as bad and can be remedied by laser, in office.

I share not because I’m Mrs. Frizzle meets Iris Apfel as I recuperate at home, but because this whole thing has been a lesson on trusting my gut. And I want to remind you to do the same.

As we get older our bodies can feel like strangers. Things are constantly changing and it’s easy to just assume your annual physical will catch anything wrong. But if you slow down and listen to your body you’ll know when things are just a sign of aging and life and what seems unusual. That nagging issue may be something more serious.

And if you’re seeing flashing lights, floaters, spiderwebs or other odd eye things get checked out ASAP. It may be nothing but take it from me, it may actually be something. ❤️

Okay, going back to my big sunglasses caftan recuperation life!

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Aug 30

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Ladies who lunch…

While in Savannah, I made sure to get lunch reservations for me and E at @theoldepinkhouse she loves the color pink, historic homes, and ghost stories so it was a perfect choice! 

Built in 1789 on Reynolds Square, there are stories of guests seeing ghosts, cutlery and wine bottles moving along with an elegant and truly delicious dining. 

While we didn’t see any apparitions, we did have a lovely lunch with impeccable service and after toured all floors of the home. I highly recommend a visit if you’re visiting Savannah!

My dress is from @cosstores (no longer available); hat is @furtalk and bag is @talbotsofficial (no longer available).

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Aug 29

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Scenes from a week in Savannah… 

The three of us (and our dog Oscar!) had a warm and humid but wonderful time exploring Savannah, Georgia earlier this month. Our daughter visited this gorgeous city last summer with her @girlscouts troop but wanted to return to experience more. We let her choose our adventures and play your guide and it was awesome. We cannot wait to visit again, though next time it won’t be August 🥵

For more of our trip check the “Savannah” highlight on my profile page!

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Aug 28

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Stripes are always right…

Y’all know I love stripes and when @universalstandard came out with their Breton-stripe dresses and tops I HAD to try them! As expected, the quality is stellar, the fit boosts my confidence, and I appreciate the range of colors (5 different stripes to choose from) and sizes (00-50). For reference, I’m wearing XS but preferred S for the top and I usually wear a 14 or XL in other brands.

The tote is @able and it’s a soft yet durable leather that just looks better with time. This color (cognac) is one that transitions nicely from summer to fall. 

Follow my shop @wardrobe_oxygen on the @shop.LTK app to shop this post and get my exclusive app-only content!
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#usinthewild #bretonstripes #midsizestyle #midsizefashion #size14 #over40style

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The family that wears @printfresh together stays together 🥰

Use code wardrobe_oxygen for 15% off your order of size-inclusive organic cotton sleepwear, dresses, bags & more https://glnk.io/qk04/wardrobe-oxygen

I’ve been raving about my Printfresh pajamas for years, my family also wanted to try them. Thank you Printfresh for gifting these for our annual three generation girls’ getaway to Rehoboth Beach, DE. We had a great time and being all matchy matchy in our pajamas was a fun addition! 🐅🍃🥰

#printfresh #printfreshpajamas #printfreshpartner

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Aug 12

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Shuts laptop until Monday… #RehobothBeach

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