The Ultimate Guide To Styling Preppy Outfits (2026 Edition)

***Please note that this The Ultimate Guide To Styling Preppy Outfits will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

If you’re like me and a mega preppy style enthusiast, then this guide to styling your next best preppy look is for YOU!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

The Ultimate Guide To Styling Preppy Outfits (2026 Edition)

Introduction To Preppy Style & Its Modern Evolution

Essential Pieces + Foundational Items To Your Preppy Wardrobe

Preppy Outfits For School: A Complete Style Guide

Seasonal Preppy Outfit Ideas: Summer and Fall Styling

Preppy Footwear Guide: All-Things Shoes

Preppy Accessories: Bags, Jewelry, & More

Preppy Shopping Guide – Brands + Stores

Preppy On A Budget Tips

Introduction To Preppy Style & Its Modern Evolution

What is Preppy Style?!

Preppy Style is a classic, all-American aesthetic that is rooted in the collegiate traditions of the East Coast Ivy League colleges and prep schools of the 20th century. Preppy Style blends refined classic sophistication with youthful, sporty elements, incorporating structured silhouettes, bright + pastel colors, textured fabrics such as Tweed and cable-knit, and wardrobe staples like loafers, oxford shirts, and blazers.

All-things preppy style saw a resurgence in the 1980’s thanks to satirical The Official Preppy Handbook – published by Lisa Birnbach. In the late 2000’s, preppy style got a modern-day spin – headbands and pleated Mini skirts and all – thanks to shows like Gossip Girl. Today, preppy style remains popular worldwide from both trendsetters and lifelong preppy style lovers, alike.

Essential Pieces + Foundational Items To Your Preppy Wardrobe

Creating the perfect preppy Wardrobe begins with foundational pieces that offer maximum versatility. These carefully curated items work together seamlessly, allowing you to transition them effortlessly from classroom to boardroom to coffee shop to evening activities and everything in between.

It’s important to note that your preppy must-haves may differ from my own preppy must-haves. Everyone’s style, while preppy, is extremely uniquely yours and only yours.

Here are some of the many preppy staples I think can be foundational for anyone’s very own preppy Wardrobe:

Plaid skirts
Blazers
Button downs
Skorts
Cable-knit sweaters
American flag sweaters
Gold or silver accent jewelry
Blue jeans
Little Black Dresses
Cardigans
Tweed dresses (or really anything Tweed)
Shift dresses
Striped tees
Knit tees
Shirt dresses
Fair Isle sweaters
Cashmere
Trench coats

One of the most beautiful things about preppy staples is that they are versatile. Each of these pieces can be combined with layering, creating looks that are both fashionable and functional while also timeless. You can easily mix and match these items to create preppy outfits suitable for any occasion.

Preppy Outfits For School: A Complete Style Guide

Although I am not in school anymore, school is truly the perfect backdrop to showcase your preppy outfits while maintaining practicality and comfort throughout the day. Whether you’re planning your back-to-school wardrobe or looking for fresh OOTD inspiration, these preppy looks will keep you both polished and confident as you strut down the halls.

You can create effortlessly chic looks that take you from the first period to after-school activities and everything in between:

Personalized + Practical Backpack – Your signature bag at school is none other than your backpack, why not personalize it to be uniquely yours?!
Simple Preppy Combinations – Pair a tennis skirt with a fitted long-sleeve top and sneakers for comfortable, trendy style
Casual Preppy Basics – Combine athletic-inspired pieces like hoodies or sweatshirts with pleated skirts for the perfect balance of comfort and polish
Non-Jean Alternatives – Explore skorts, athletic shorts, and skirts for fresh takes on everyday school style
Lazy Day Aesthetics – Cute while still comfortable outfits that feature soft fabrics and relaxed silhouettes that still look intentional

Special School Events and Spirit Week

Picture Day Perfection

Choose timeless pieces in flattering colors – think classic pink and white combinations or plaid patterns that photograph beautifully and won’t look dated in years to come.

Preppy Spirit Week Ideas

Pajama Day – Elevate the concept with preppy PJ sets in coordinating colors and patterns, look to brands such as Printfresh, Roller Rabbit, and Joyspun at Walmart to rock the look in true preppy fashion.

Last Day of School – Celebrate in style with your favorite preppy summer outfit featuring bright colors and comfortable fabrics, look to brands such as Lilly Pulitzer, J Crew Factory, or Crown & Ivy at Belk to rock the look in true preppy Summer fashion.

Seasonal Preppy Outfit Ideas: Summer and Fall Styling

Pink Chickadee wearing a Lilly Pulitzer Mila Stretch Cotton Shift dress

One of the best parts about preppy fashion?!?! Preppy fashion adapts beautifully to every season, each of which brings its own color palettes, fabrics, and *of course* styling opportunities. Master the art of seasonal dressing while maintaining your signature preppy aesthetic.

Preppy Essentials For Summer Outfits

Preppy Essentials For Fall Outfits

For more Summer & Fall Preppy Outfit inspiration, look no further than my 50+ Preppy Summer Outfits and 50+ Preppy Fall Outfits curations for more style inspiration. For year-round preppy outfit ideas, then look no further than my Cute Preppy Outfits page, which contains an archive of my monthly preppy outfits recaps.

Preppy Footwear Guide: All-Things Shoes

The right footwear will elevate any preppy outfit from good to great. Preppy style embraces classic footwear with an element of comfort and practicality. Whether it be a pair of ballet flats or riding boots or sneakers, any and every preppy outfit will be made uniquely yours with the perfect pair of shoes.

For more inspiration on preppy brands to shop for your preppy outfits including footwear, look no further than my preppy brands guide.

Preppy Accessories: Bags, Jewelry, & More

Bags, jewelry, scarves, and pouches, OH MY! One of the best ways to take your preppy outfits to the next level is with none other than accessories. Accessories are the finishing touches which transform good outfits into great ones. In true preppy fashion accessories of all kinds serve both functional and aesthetic purposes, which combines practicality with timeless style.

Preppy Bags

Preppy Jewelry

Preppy Scarves

Preppy Pouches

For more inspiration on preppy brands to shop for your preppy outfits including accessories, look no further than my preppy brands guide.

Preppy Shopping Guide – Brands + Stores

There are a ton of brands and stores which embody preppy style. In fact, I have a full list of preppy brands that I’ve supported, admired, and adored over the years as a lifelong preppy.

Off of the top of my head, here are some of my favorite preppy brands to shop at:

Brooks Brothers
Crown & Ivy at Belk
J Crew/J Crew Factory
Kate Spade New York
Lands End
Lilly Pulitzer
LL Bean
Ralph Lauren
Southern Tide
Talbots
Tommy Hilfiger
Tory Burch
Tuckernuck
Vineyard Vines

If you’re like me and also a forever preppy style enthusiast, then check out my brand guides, including stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides.

For more inspiration on preppy brands to shop for your preppy outfits including accessories, look no further than my preppy brands guide.

Preppy On A Budget Tips

If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer, then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales.

For more preppy and grand millennial deals and steals for less, check out my Amazon Storefront to save big on lookalikes for your favorite brands, including Lilly Pulitzer, Tuckernuck, Mackenzie Childs, Queen of Sparkles, and Bogg.

If you’re interested in secondhand shopping, then I recommend checking out sites like ThredUp or Poshmark for some online thrifting scores. If you LOVE thrifting in real life, then check out your local thrift store for preppy brands and preppy staples.

Wrap-Up

From bright printed shift dresses to timeless blazers and all-things cashmere and Tartan and everything in between, preppy outfits truly incorporate so many timeless and sometimes trendy wardrobe staples. As a forever preppy fashion lover, I feel beyond proud to identify with as a “preppy,” which is a style that never truly goes out of style. I hope this guide helps you feel the same as a preppy fashion lover, too!

XOXO – Katie <3

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50+ Fall Preppy Outfits From a Lifelong Preppy

***Please note that this 50+ Fall Preppy Outfits From a Lifelong Preppy blog post will be updated and recirculated periodically. This post has most recently been updated as of July 2026.***

Believe it or not (as I’m writing this in July), Fall is just around the corner! Andddd, my fellow Preppies, it is NEVER too early for some preppy Fall outfits inspiration. Hopefully, this outfit guide gives you your own style inspiration, too.

*Disclaimer: Please note that this page contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own. Thank you for supporting The Pink Chickadee.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page & My Preppy Outfits Archive page.

Looking for ways to save on your favorite preppy brands?!?! Check out my Poshmark, where I update the latest and greatest secondhand preppy deals every week!

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

50+ Fall Preppy Outfits From a Lifelong Preppy

My Fall Preppy Outfits Essentials

50+ Fall Preppy Outfits

1 – A Fair Isle moment (plus my favorite stretchy pants!)

2 – Nothing says Fall than a Hill House Nap Dress!

3 – Tweed + tulle = heaven

4 – I’m so glad I scored this adorable beaded canvas tote + paired it with a fun Ruffle dress

5 – Printfresh skirts can truly be worn year-round

6 – Green seersucker for Fall?!?! I think YES!

7 – This cashmere sweater + dress combo is something I still think about

8 – A silk scarf truly adds a dressy factor to a jeans + sweater look

9 – Love me a fun block print dress for a warmer Fall day

10 – Purple ruffles is always fun for a night a the theatre

11 – Camo + Vineyard Vines for hiking in West Virginia?!?!?! OH YES!

12 – Fall florals are a favorite of mine

13 – Loved styling this Cabana Life dress with a canvas tote to brighten up Fall days

14 – A red dress + bow for Fall in Central Park

15 – I always love the versatility of Hill House Nap Dresses for Fall, especially when styled over a sweater + leggings/tights!

16 – Silk skirts + cashmere sweaters scream sheer elegance (and rooftop bar in the Fall!)

17 – Silk Scarves always add a nice, polished look to a sweater + jeans/slacks

18 – A sweater + midi skirt is also a Fall favorite

19 – The classic Fall wool skirt + Blazer combo

20 – Still gushing over these shots in my Lele Sadoughi bow!

21 – I love Fall floral moments, always, especially with a quilted jacket 🙂

22 – Mixing prints is always a vibe!

23 – Fall florals anyone?!?!?!

24 – Who doesn’t love a fun + floral Fall vest?!

25 – We also LOVE another Hill House Nap Dress

26 – A Pink plaid wrap is the BEST!

27 – A purple Lilly Pulitzer moment for the win 🙂

28 – Another fun Lilly Pulitzer moment with my go-to ankle booties!

29 – A long vest + stripes 🙂

30 – This black Mockneck dress is SOOOO elegant and perfect for Fall dinners out

31 – This Pink + plaid layered look for sightseeing in Boston is still a look I swoon over

32 – This Fair Isle cardigan is still a Fall favorite of mine

33 – I also loved this dark purple Tweed Dress for office days

34 – Pink cashmere + Burberry plaid vibes was a dream come true

35 – Who doesn’t love a vest + Emerald Green moment?!

36 – LOVE me a Pink leopard moment <3

37 – These ankle booties make every Lilly Pulitzer look perfect for Fall!

38 – I also still dream about this look when in Philadelphia!

39 – This fringe cardigan is perfect to style Lilly Pulitzer for Fall, too!

40 – Still am always pulling for this lounge set and adding on a fun wool scarf to it

41 – This ruffled rainbow dress is such a fun occasion look

42 – Anything army green + pink is always a go

43 – Gold midi skirts + lady cardigans means heaven on earth

44 – We love a good NFL fangirl moment with our Juicy Couture sweats (Raise Hail!!!!) :)))

45 – This Navy block print dress is such a Fall favorite especially with pops of pink

46 – Lounge sets dressed up with a fun blanket scarf are for the win

47 – A bright orange shift layered is so fun for Fall

48 – Tweed shifts + silk scarves are perfect for Fall

49 – We LOVE a good white for Fall moment!

50 – Still LOVE this dress and corduroy Blazer moment

51 – Always loving a work shift with a silk scarf

52 – Lilly Pulitzer + cardigans is always a Fall go

53 – Andddd, who doesn’t love a good lounge set?!?!

Wrap-Up

It is always SO MUCH FUN to look through all of my preppy Fall outfits from years’ past. I am SOOOOO excited to style many more preppy Fall outfits for the next season (and beyond!)!

XOXO – Katie <3

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Preppy Outfits Diaries – June 2026

From Summer in Italy to Americana back at home, June 2026 was definitely one of my most memorable months to date – preppy outfits and memories, alike! To kick off the month, I hopped on a Transatlantic flight to Europe to celebrate my college roommate’s wedding and spend 12 incredible days under the Tuscan sun in Tuscany, Italy. Then, I came home and started celebrating all-things America 250 as the festivities kicked off locally. Overall, I have had such a fun month and start to Summer 2026!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page. For my outfit archive, look no further than My Preppy Outfits Archive.

Looking for ways to save on your favorite preppy brands?!?! Be sure to check out my Poshmark which is updated weekly with the latest & greatest secondhand preppy deals!

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

Preppy Outfits Diaries – June 2026

My Favorite Pieces

Styling outfits for both Italy and America 250, there has definitely been a mix of my favorite pieces for June 2026’s preppy outfits. Whether it be my go-to travel shoes and travel tote or my go-to Summer sandals and Summer crossbody, June 2026’s preppy outfits consisted of a lot of the same accessories being styled throughout the month.

My Outfits

Here’s to styling many more fun Summer outfits in 2026!

XOXO – Katie <3

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Preppy Outfits Diaries – May 2026

Preppy outfits to reflect May 2026 were truly super fun to style and dress for, as it was month filled with Birthday celebrations to ring in year 27, a long weekend with some of my closest friends, and several collaborations and work-related events as a full-time blogger. May 2026 was, as I say probably just about every month, truly one for the books! I felt so loved by all of my friends and family members that came together to celebrate Chapter 27 as well as excited for all of the work-related events and collaborations I got to execute and take part in, too. Truly, I feel extremely grateful! At the same time, it was super fun to document and dress up for alllll of the fun occasions during May 2026.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page. For my outfit archive, look no further than My Preppy Outfits Archive.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

Preppy Outfits Diaries – May 2026

My Favorite Pieces

May 2026 was a cooler-than-usual month in the Washington, DC area, so all of my preppy outfits this past month reflected that. I enjoyed styling several fun preppy outfits, including some fun Spring/Summer knits like my pink American Flag sweater that I received as a part of a collaboration with Top It Off Accessories (which you can receive 20% Off The USA 250 Collection Item at Top It Off Accessories with code KATIE20), as well as my gingham rain jacket that I snagged before it went out of stock from J Crew Factory. I also enjoyed styling some fun midi/maxi dresses with cardigans and quilted jackets and some fun loungewear, too!

My Outfits

Here’s to styling some more outfits this Summer 2026!!

XOXO – Katie <3

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Preppy Outfits Diaries – April 2026

April 2026 was a super fun month! From two weekend trips to North Carolina (by way of Raleigh and Charlotte), a winery visit (more to come on that *very* soon), a few low key days in Delaware, and kicking off early Birthday celebrations via becoming a member at George Washington’s Mount Vernon, there were SOOOO many fun occasions and places to style some preppy outfits this past month. Hopefully, this blog post will give you some preppy outfits inspiration for yourself, too.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page. For my outfit archive, look no further than My Preppy Outfits Archive.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

Preppy Outfits Diaries – April 2026

My Favorite Pieces

Truly, I loved getting to style my Chesapeake Bay-themed destination tote for my brief end-of-month getaway to Delaware as well as my go-to pink scalloped active dress (it comes in several different colors, too!) – which many of y’all asked about over on Instagram!!

My Outfits

So far, it appears that we are getting a cooler month of May here in the Washington, DC area, but regardless of the weather, I am excited to style many more preppy outfits for the Springtime throughout the month of May!

XOXO – Katie <3

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50+ Summer Preppy Outfits From a Lifelong Preppy

***Please note that this 50+ Summer Preppy Outfits From a Lifelong Preppy blog post will be updated and recirculated periodically. This post has most recently been updated as of April 2026.***

Believe it or not, Summer is right around the corner and it’s time to start planning some adorable outfits for the season!! Whether you’re a preppy fashion enthusiastic (like myself!) who loves the Americana, Coastal Grandmother, or Lilly Pulitzer vibes or all of the above, then you’re in the right place. This blog post will share some of my Summer preppy outfits from years’ past as well as my Summer outfit essentials.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page & My Preppy Outfits Archive page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

50+ Summer Preppy Outfits From a Lifelong Preppy

My Summer Preppy Outfits Essentials

50+ Summer Preppy Outfits

1 – A Hill House Nap Dress is my favorite Summer staple!

2 – A Smock Dress with a beachy necklace is perfect for Summer + wine tastings!!

3 – A white maxi was the perfect dress for roaming around Rome!

4 – I love this blue toile maxi I got from Tuckernuck during one of their Sample Sales!

5 – A straw hat made for the perfect vacation hat when exploring the Colosseum!

6 – You can never go wrong with an Americana lobster printed dress – I LOVE that J Crew Factory comes out with one each season!

7 – You can also never go wrong with a Lilly Pulitzer dress during the Summer season!

8 – Or a timeless Ralph Lauren polo dress with pearls!

9 – Block print Maxi dresses are lightweight & such elegance in the Summer!

10 – A workout dress with a Bogg Bag is an errands or walking the dog must!

11 – Anything hot pink + original Lilly Pulitzer totes!

12 – You cannot forget a Lilly Pulitzer shift aka my Summer signature!

13 – Or a fun pair of Jack Rogers sandals with any dress!

14 – Nothing says preppy more than hydrangea printed dresses aka the flower that screams Summer!!

15 – Or a bright printed skort + monogrammed canvas tote!

16 – I LOVE bright statement accessories for Summer nights out!

17 – The preppy vibes are immaculate with an American flag sweater of ALL kinds!

18 – American flag sweaters are perfect for cooler Summer evenings or rainy days!!

19 – We cannot forget a nautical sail boat dress, too!

20 – Or the striped tee + white linen pants combination!

21 – Or a fun beach dress + floppy hat!

22 – Lilly Pulitzer Shift Summer is always fun in their popular Holy Grail prints such as this one paired with flamingo statement earrings … at The Royal Hawaiian Hotel!

23 – A Caftan + Pearl Claw Clip Moment in Honolulu!

24 – A Fun White Floral Dress + Cane Leather Clutch!

25 – A smocked dress + bow moment made of preppy dreams in Chicago!

26 – A White + Tortoise Moment at RH Restaurant in Indianapolis!

27 – A Cardigan Over the Shoulders for a Red & Pink Lobster Moment at the Museum of Ice Cream in Chicago!

28 – A Sparkly Pink Moment at the Sparkling Pink Pop-Up Bar!

29 – A Tuckernuck Shirt Dress + Scarf that Makes Me Dream Of Vacation for a Work Day!

30 – My favorite hydrangea printed midi skirt from a previous years’ Draper James RSVP at Kohl’s collection!

31 – I still wear this navy scalloped J Crew Factory active skort to this *very* day!!

32 – I love cotton Lilly Pulitzer dresses for Summer days + errands (or a golden hour lakeside shot!!)!

33 – Lilly Pulitzer dresses are also the best for beach evenings on the boardwalk!

34 – I love this UPF+ Calossa Water Wear shirt from a previous Collab!!

35 – We love a Lilly Pulitzer Pink shift moment <3

36 – I LOVE my UPF+ friendly Lilly Pulitzer dresses & my straw flamingo bag!!

37 – Red, White, & Blue + GO WASHINGTON NATIONALS!!!!

38 – Blue Dress + Pink Accessories = Preppy Summer Outfits Perfection!

39 – Vintage bright printed pants + polo tops are key Summer staples!

40 – Polo Top for Summer Part 2!

41 – Anything eyelit is a MUST!

42 – Vibrant blouses + white pants is always so fun for Summer work days!

43 – Another core Summer wardrobe staple: this Pink scalloped active Dress (which also comes in several other colors!!)!

44 – I still love this navy dress I got from Becky’s Boutique + tortoise accessories moment while in Delaware!

45 – A striped tee + silk scarf is always a lovely & elegant Summer workwear moment!

46 – A lilac Lilly Pulitzer romper with my favorite straw flamingo bag!

47 – This toile Hill House nap dress dupe is still a favorite Summer dress of mine!

48 – There’s nothing better than a porch swing moment!

49 – A denim jacket is the perfect Summer staple for a day in Harper’s Ferry, West Virginia!!

50 – This Pink maxi dress from Lilly Pulitzer is still a favorite of mine, especially for a magical moment at The Cake Bake Shop in Carmel, Indiana!

51 – Roaming Rainbow Row in Charleston, South Carolina!

52 – Yep, cotton Lilly Pulitzer dresses are my Summer dress staple!!

53 – Butter yellow shift + a silk scarf?!?! Say NO more!

54 – Running through a Virginia vineyard?!?! Aka the DREAM!

Wrap-Up

These Summer Preppy Outfits bring up SOOOO many memories from Summers’ past. It was so much fun to put this blog post together and I hope it provides YOU with some summer outfit inspiration, too!

XOXO – Katie <3

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Preppy Outfits Diaries – March 2026

Long time, NO outfit diaries! In personal news, I have made the switch to self-employment in January 2026 and have been a bit busy with mapping out my strategy for the year amidst my career change. Nevertheless, I’m excited to share some preppy outfits diaries on a monthly basis!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page. For my outfit archive, look no further than My Preppy Outfits Archive.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

Preppy Outfits Diaries – March 2026

My Favorite Pieces

This section will focus on my favorite pieces worn each month, which includes my favorite travel shoe & quilted jacket.

My Outfits

Here’s to many more outfits to come!

XOXO – Katie <3

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What I Wore to Work: May & June 2023

If you don’t already follow me on Instagram (follow me @_thepinkchickadee!!), you likely aren’t well aware that halfway through the month of May, I started sharing my work outfits on my Instagram (and also Facebook) stories. As I wrap up my June work month *just a bit earlier than usual* due to a much-needed beach week in South Carolina with some of my very best friends, I am filled with so much gratitude for deciding to share my work outfits here on this incredible platform. It has truly become such a highlight of mine to be able to share my work outfits with y’all. I *even* shared that I am sharing my work outfits with y’all on my LinkedIn of ALL places – LOL!

Back story: when I was in high school, it became such a highlight of mine to plan out my outfits the night beforehand, especially as my days became CONSUMED with AP course work, SAT prep, college applications, and extracurriculars aka the typical high school student life of an over-achiever like myself. Outfits were THE highlight of my high school years. I *even* had a blog where I literally just posted my outfits my Senior year of high school (like 2016!) called Katie’s Closet Blog! Then, into college, I began dressing a bit more casual as I LOVED getting to sleep in aka THE college lifestyle. And, then, COVID-19 hit at the end of my Junior year of college, which meant slumber wear all day every day with the exception of a few days here and there. This whole casual dress attire of mine continued into my post-graduate years with the work from home lifestyle. I actually used to HATE work from home, due to the fact that I missed getting to dress up in a cute outfit around others everyday. However, in recent months I have grown to LOVE the primarily work from home lifestyle, as I have so much freedom and flexibility and no commute within my day to day routine. BUT, I was missing getting to showcase my super cute outfits.

Innovate is the word for my work from home outfits. Innovate is ALSO one of the biggest key words of my company in the ways that its growing. As crazy as it seems, innovate is a word that I LOVE and see as key to my personal life in so many different ways. So, yes, innovation is what allows me to share my outfits with y’all without feeling like I am missing out on doing so in my day to day life. The highlight of my high school days, which kept me going throughout those loooonggg days of essentially prepping for college, now keep me going in my postgraduate life.

I decided to combine my May and June work outfits into one blog post, due to starting sharing my May work outfits in the middle of the month and going on vacation the last 7 work days of June. I have recently gotten away from sharing outfits via the Shop LTK platform, as I want my looks to solely serve as inspiration from one’s own closet, rather than a place to simply impose consumerism when it may not be right for others. Any how, I hope you enjoy!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.