OOTD Archives - The Pink Chickadee

What I Wore To Work – December 2025

Like many of the Winter months, I gravitated towards LOTS of cozy vibes and sets during my December 2025 work from home days. I also had a few holiday events and parties after work some evenings, where I found myself wanting to be more comfortable during the work day and more dressy during the evening. To tie it all up with a bow, December 2025 was a FREEZING time in the Washington, DC area like many other parts of the United States. That all being said, cozy looks were for the win this past working month!

*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 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.

Shop it here! And sweatshirt from J Crew Factory.

Shop it here!

***Forgot to link***

Shop it here!

XOXO – Katie <3

January 1, 2026January 27, 2026

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What I Wore Out Of Office – December 2025

Having completed my first full month wearing + styling jeans in over 10 years, a month filled with soooo many tartan OOTDs, and so much sparkle in between it all, December truly is one of my favorite months to style looks for! Personally like years’ past, I find myself gravitating towards exclusively my tartan pieces within my wardrobe throughout the month of December. The tartan outfits did not disappoint and, as always, it was fun to style them in 2025. This year, I took a fun week off of work and went to Philadelphia for 4 days to visit friends and enjoy ALLL the Christmas fun what I like to call the City of Sisterly Love. At the same time, I enjoyed all of the holiday fun whether it be close to home or in Delaware with my Dad. All in all, I enjoyed ALLL the fun outfits last month!

*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. Thank you for supporting The Pink Chickadee.*

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

Shop it here!

***Forgot to link***

Shop it here!

***Forgot to link***

XOXO – Katie <3

January 1, 2026January 27, 2026

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What I Wore To Work – April 2025

Nevertheless, April 2025 has been a good whirlwind of a work month! This past month, I have been working on refining my 2025 professionals goals (specifically for Q2-Q4) and feel very excited about where I am going. At the same time, I also have been striving to go into the office more on some of the more social days that my primarily remote working environment has within the office. I went into the office for the first time in 2025 and since May 2024 to work there and it was a lovely time. I am looking forward to more office days and striving to accomplish my Q2-Q4 2025 goals!

Moving forward when it comes to what I wore posts here on the blog, I will be linking each of my outfits to my Shop LTK platform where you can see where each piece has been purchased from. This change has been implemented based off of YOUR feedback for wanting to shop what I wear on a daily basis!

This month, I also wrote about incorporating Lilly Pulitzer into my workwear (here). Yes, it IS possible to wear Lilly Pulitzer at the office when styled accordingly. In fact, my go-to going to the office tote is a Lilly Pulitzer canvas tote (I think?) now retired Lilly Loves DC print! While I didn’t wear a ton of Lilly Pulitzer this past month, I do adore incorporating my favorite fashion brand into my work looks.

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

Tap to Shop

XOXO – Katie <3

May 5, 2025January 27, 2026

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What I Wore Out Of Office – March 2025

Out of office fun went from late-Winter and Papa’s 80th Birthday festivities to all-things Washington, DC’s National Cherry Blossom Festival! As stated in my March 2025 work outfits blog post (here), I spent a few weeks this past month transforming my wardrobe from Winter -> Spring. I ADORE Spring fashion and with the change of the seasons LOVE the fresh start that comes with Spring. Not only are we able to restart going on warmer weather walks and enjoy post-7pm sunsets, but we are also able to refresh our wardrobes for the warmer days ahead. ANDDDD, what a great time it is to do it all!!

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

Dress: Eliza J; Pearls: Vintage; Earrings: Kate Spade; Tights: Shapermint; Heels: Marc by Marc Jacobs; Bracelets: Amazon, The Inspiration Co, & J Crew Factory

Sweatshirt: Woman Owned Wallet; Leggings: Crown & Ivy at Belk

Dress: Hill House; Jacket: Lord & Taylor; Crossbody: Bolsos Bella; Bracelets: J Crew Factory & Amazon; Flats: Burberry; Earrings: SugarFix by Target

Jacket: TJ Maxx; Top: Universal Standard; Leggings: Shapermint; Tote: LL Bean; Shoes: Sketchers

Jacket: Talbots; Blouse: J Crew Mercentile; Leggings: Shapermint; Tote: LL Bean; Bracelets: J Crew Factory, Amazon, & The Inspiration Co; Shoes: Sketchers; Earrings: Kate Spade

Jacket: TJ Maxx; Tee: National Cherry Blossom Festival Merch; Leggings: Fabletics; Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Flats: Puma; Tote: Scout Bags

Dress: J Marie; Trench Coat: Lands End; Necklace: Kendra Scott; Tote: Scout Bags; Flats: Puma; Earrings: Kate Spade

Trench Coat: Vintage; Earrings: Lilly Pulitzer; Leggings: Shapermint; Tote: Scout Bags; Flats: VIVAIA

Dress: Thrifted; Trench Coat: Lands End; Headband: Lilly Pulitzer x Lele Sadoughi; Necklace: Kendra Scott; Flats: New Bella

Jacket: Talbots; Dress: Zara; Earrings: SugarFix by Target; Bracelets: Amazon; Handbag: Louis Vuitton;

Jacket & Dress: J Crew Factory; Earrings: Lisi Lerch; Handbag: Louis Vuitton; Flats: All Birds

Jacket: Liz Claiborne; Scarf & Popover: Lilly Pulitzer; Jeggings: Shapermint; Shoes: Sketchers; Crossbody: Target

Dress: Amazon; Jacket: Lands End; Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Tote: Scout Bags; Flats: Puma; Bow: Lele Sadoughi; Bracelets: Amazon

XOXO – Katie <3

April 3, 2025January 27, 2026

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What I Wore to Work – March 2025

March 2025 has been one of my BEST working months yet!! Since getting back from my trip to Spain and Portugal during the second half of February, I have truly been able to acclimate back to the working world in full force. On the work front, so much has happened in terms of changes and adjustments. Adaptation and evolution are the words for this Spring/Summer season professionally. Through it all though, sometimes, all we need is a nice time to take a break from the hustle before immersing ourselves in it again.

Over the course of the month of March, I transformed my wardrobe from a Fall/Winter forest to a Spring/Summer garden!! And, indeed, it has been a lovely time getting to *finally* style my Spring/Summer wardrobe in 2025 and enjoy doing so for the next 6-7 months. Truly, my closet brings me SO MUCH JOY and I love getting to style the bright colors of Spring/Summer *yet again*. Yet, I do wear bright colors year-round – LOLLL!

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

Dress: Theory; Scarf: Cashmere; Necklace: Vintage; Leggings: Shapermint; Flats: DSW; Bracelets: J Crew Factory

Tee: Mountain Moverz; Pants: TJ Maxx; Necklace: Kendra Scott; Slippers: Splendid; Bracelets: Lilly Pulitzer, All She Wrote Notes, & Little Words Project

Blouse: Zara; Necklace: J Crew Factory; Jeggings: Shapermint; Bracelets: Amazon & The Inspiration Co; Flats: All Birds

Sweater: Talbots; Jacket: Liz Claiborne; Necklace: Vintage; Pants: Caribbean Joe; Bracelets: J Crew Factory; Crossbody: Bolsos Bella; Flats: Jack Rogers; Earrings: Kate Spade

Sweater: Sail to Sable; Pants: TJ Maxx; Necklace: Probably Gifted from my Mom’s Travels; Bag: Louis Vuitton; Bracelets: Amazon, Lilly Pulitzer, & The Inspiration Co; Sandals: Sperry; Earrings: Lisi Lerch

Dress & Scarf: J Crew Factory; Bracelets: J Crew Factory, Amazon, & The Inspiration Co; Bag: Louis Vuitton; Flats: Tory Burch

Trench Coat: Lands End; Scarf: CHIcoracao; Top: Talbots; Pants: Isaac Mizrahi; Earrings: Lilly Pulitzer; Handbag: Bolsos Bella; Shoes: Sketchers

Dress: Crown & Ivy at Belk; Scarf: From Barcelona; Bracelets: Lilly Pulitzer & All She Wrote Notes; Headband: Simply Southern; Sandals: J Crew Factory; Earrings: Kate Spade

Sweatshirt: Blue Lobster; Leggings: TJ Maxx; Necklace: Kendra Scott; Slippers: Splendid

Jacket: TJ Maxx; Dress: Crown & Ivy at Belk; Necklace: SugarFix by Target; Earrings: Kate Spade; Bracelets: Amazon, The Inspiration Co, & Lilly Pulitzer

Dress: Crown & Ivy at Belk; Bracelets: J Crew Factory; Necklace: Vintage; Sandals: Sperry

Blouse: Crown & Ivy at Belk; Skort: J Crew Factory; Shoes: Sketchers; Bracelets: All She Wrote Notes, Little Words Project, & Lilly Pulitzer

Blouse & Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Pants: Talbots; Bracelets: Amazon, The Inspiration Co, & Lilly Pulitzer

Sweatshirt: Meredith College Bookstore; Skort: Tuckernuck; Slippers: Splendid; Necklace: Kendra Scott

Cardigan: Northern Isles; Blouse: From Paris; Pants: Issac Mizrahi; Tote: Scout Bags; Flats: Puma; Bracelets: Amazon

Jacket: Isaac Mizrahi; Sweater: Rumi Ryder; Skirt & Necklace: J Crew Factory; Flats: All Birds

Dress: Lilly Pulitzer; Earrings & Necklace: Kendra Scott; Crossbody: Target; Sandals: Sperry; Bracelets: Lilly Pulitzer, The Inspiration Co, & Little Words Project

XOXO – Katie <3

April 1, 2025January 27, 2026

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What I Wore to Spain & Portugal – February 2025

The final two weeks of LOVE month for me were spent exploring Spain and Portugal (by way of Madrid, Barcelona, Porto, and Lisbon!) and I had the opportunity to not only immerse myself in in two brand new-to-me countries but also have some fun fashion-wise! I have ALWAYS loved sharing my work outfits of the day and have recently sharing my outfits that I wear out of office, too. Nevertheless, I figured why not share what I wore in Spain and Portugal too?!?! And, never fear my friends! I WILL be sharing several snippets of my Spain and Portugal adventure as well as some upcoming posts on my travels with you over the next few months. But for now, I’m going to be sharing several snippets of my outfits while abroad!

My trip to Spain and Portugal started out in Madrid, Spain and ended in Lisbon, Portugal. And, while I *did* forget a few days to snap a photo of my travel outfits, most of my looks are here for your own enjoyment and travel outfits inspiration. I will say that one of my biggest pieces of advice when traveling is to wear clothing that is comfortable, stylish, true to you, and that blends into some extent with the destination(s) in which you are visiting.

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

Blouse: Talbots; Trench Coat: Lands End; Earrings: Etsy; Bag: Longchamp; Leggings: Shapermint; Flats: New Bella

Blouse: Anthropologie; Earrings: Etsy; Leggings: Shapermint; Flats: New Bella; Tote: Longchamp; Necklace: Amazon

Dress: Lilly Pulitzer; Earrings: Etsy; Tights: Shapermint; Flats: Vivaia

Scarf: J Crew Factory; Dress: Nanette Lepore; Tote: Longchamp; Tights: Shapermint; Flats: Vivaia

Dress: Zara; Earrings: Lilly Pulitzer; Necklace: Thrifted; Tote: Longchamp; Flats: New Bella

Blouse: Talbots; Necklace: J Crew Factory; Earrings: All She Wrote Notes; Shoes: Sketchers

Sweater: Sail to Sable; Necklace: Lilly Pulitzer; Dress: H&M; Tote: Longchamp

Trench Coat: Lands End; Dress: Hill House; Bag: Italian Leather; Necklace: Lilly Pulitzer

Jacket & Blouse: J Crew Factory; Pants: Smith & Quinn; Earrings: All She Wrote Notes; Bag: Longchamp; Shoes: Sketchers

Dress: J Crew Factory; Earrings: Lilly Pulitzer; Tote: Longchamp; Flats: New Bella

Dress: Hill House; Earrings: Lilly Pulitzer; Tote: Longchamp; Flats: New Bella

Blouse: Madison Mathews; Scarf: Lilly Pulitzer; Pants: Isaac Mizrahi

Blouse & Skirt: J Crew Factory; Bag: Italian Leather; Flats: Vivaia

Dress: J Crew Factory; Trench Coat: Lands End; Bag: Italian Leather; Necklace: J Crew Factory; Flats: Puma

Dress: J Crew Factory; Sunglasses: Tuckernuck; Tote: Longchamp; Flats: New Bella

Stay tuned for much more Spain and Portugal content *very soon*!!!

XOXO – Katie <3

March 6, 2025January 27, 2026

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What I Wore Out Of Office – February 2025

With my out of office outfits *well* worn locally, my February 2025 Out of Office outfits were short and sweet before jetting off to Europe. I kicked off February 2025 locally by making some new panda friends at the Washington National Zoo (see my guide on visiting them here!), happy hours in Old Town Alexandria, Virginia, and a museum visit in Washington, DC. Truly, I love where I live and getting to explore and do ALLLL the things that there are to do in the Washington, DC area!

My biggest inspiration for my February Out of Office outfits has been Valentine’s Day. February is beautifully known as LOVE month and I LOVE getting to style ALLL the pinks and reds during the days leading up to Valentine’s Day. February is a lovely time to be able to find time to love ourselves, our communities, our families, our friends, and everything around us. LOVE month is a reminder to us to choose love first and to love and embrace ourselves (and those around us!) for who and where they are right now today and everyday. February may only be one month out of the year, but it is a true testament to choose love first year-round.

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

Blouse & Earrings: J Crew Factory; Jeggings: Shapermint; Tote: Barrington Gifts; Flats: All Birds; Headband: Lele Sadoughi; Jacket: Lands End

Dress: BCBG; Scarf: Thrifted; Tights: Shapermint; Handbag: Louis Vuitton; Jacket: Lands End; Flats: Vivaia; Earrings: Lilly Pulitzer

Jacket: Lands End; Sweater: Macy’s; Dress (underneath): Hill House; Tights: Shapermint; Flats: Vivaia; Earrings: SugarFix by Target; Handbag: Louis Vuitton

Blouse: Thrifted; Trench Coat: Lands End; Skirt: Max Studio; Necklace: J Crew Factory; Bow: TJ Maxx; Tote: LL Bean; Tights: Shapermint; Flats: Vivaia

Headband: Simply Southern; Sweatshirt: Amazon; Jacket: J Crew Factory; Tote: LL Bean; Leggings: Shapermint; Flats: New Bella

Sweatshirt: J Crew Factory; Necklace: Coach; Scarf: Burberry; Sweatpants: Crown & Ivy at Belk; Shoes: Sketchers; Duffel: Vera Bradley

Onwards to March 2025 aka the start of Spring!

XOXO – Katie <3

March 5, 2025January 27, 2026

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What I Wore to Work – February 2025

LOVE month was short and sweet on the professional front, as I spent the second half of February on a European adventure to Spain and Portugal. The Washington, DC area weather, like many other cities, has been FREEZING these Winter 2025 months! SO, I have been opting to dress comfortable and cozy for my work from home days. And, since Valentine’s Day was right around the corner during my February working days, I added many pops of pink into my work-from-home wear!

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

Pullover: Tuckernuck; Headband: Simply Southern; Leggings: Lilly Pulitzer; Slippers: Splendid

Cardigan: Crown & Ivy at Belk; Blouse & Pants: J Crew; Necklace: J Crew Factory; Sunglasses: Lele Sadoughi; Bracelets: All She Wrote Notes & Little Words Project; Crossbody: Longchamp; Flats: Vivaia

Lounge Set: Joyspun at Walmart; Vest: Lilly Pulitzer; Bracelets: Amazon; Necklace: SugarFix at Target; Headband: Lilly Pulitzer x Lele Sadoughi; Handbag: Louis Vuitton; Flats: New Bella; Earrings: Kate Spade

Sweatshirt & Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Leggings: Shapermint; Bracelets: Amazon

Sweater: Talbots; Vest: Lilly Pulitzer; Bow: TJ Maxx; Earrings: Kate Spade; Leggings: Shapermint; Slippers: Splendid; Bracelets: Amazon

Headband: Rachel Zoe; Turtleneck: Brooks Brothers; Leggings: Shapermint; Scarf: J Crew; Earrings: Kate Spade

Dress: Crown & Ivy at Belk; Leggings: Shapermint; Necklace: Coach; Earrings: Kate Spade; Headband: Simply Southern; Bracelets: Amazon

Here’s to a *hopefully* warmer March 2025!

XOXO – Katie <3

March 4, 2025January 27, 2026

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What I Wore Out Of Office – January 2025

New year, new monthly outfit series here on the blog! Over on my Instagram (let’s be friends @_thepinkchickadee) Stories, I share my outfits of the day (OOTDs) pretty much daily. Over the years, so many of y’all have found joy in seeing what I’m wearing and perhaps finding your own joy and style inspiration from them (I hope so!!!). A few weeks ago, I had a friend reach out to me and ask to see where she could shop all of my outfits, whether for work or play. That all being said, I am introducing today a second monthly outfit series: What I Wore Out Of Office!!! *Cues the confetti*

What I Wore Out Of Office will consist of ALL of my outfits that I do not wear during my 9-5 working days. These outfits exclude outfits worn on a working day outside of a work-specific event. Rather, these outfits are focused on out of office looks, whether for dinner and drinks with friends or family, happy hour, exploring my own backyard, church, or *even* travel. I am excited to share some of my outfits for the fun moments in life, not that work can’t be fun at times too. Needless to say, I’m psyched to share it all here with YOU!

My January 2025 was definitely more of a lowkey and cozy month, despite it feeling like the LOOONGEST month of the year (if you know, you know!). Snow hit the Washington, DC area pretty early on in January 2025 and remained on the ground until the end of the month. We had freezing temperatures which caused me to feel a bit under the weather hence there were not as many exciting more fun outfits and outings around town. But, despite the time spent at home, I truly felt I was able to reset and recharge going into 2025!

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

Popover: Lilly Pulitzer; Sweatpants: Crown & Ivy at Belk; Earrings: All She Wrote Notes; Flats: New Bella; Bag: Louis Vuitton

Dress: Ritera; Jacket: Marks & Spencer; Earrings: Etsy; Tights: Shapermint; Headband: Lele Sadoughi; Bag: Louis Vuitton; Flats: Vivaia

Loungeset: Amazon; Vest, Earrings, & Slippers: J Crew Factory

Jacket: Liz Claiborne; Scarf: Blarney Woolen Mills; Sweater & Skirt & Necklace: J Crew Factory; Flats: New Bella; Earrings: Kate Spade; Tote: LL Bean; Leggings: Shapermint

Dress: J Crew Factory; Scarf: Thrifted; Tights: Shapermint; Boots: Hunter Boots; Bag: Louis Vuitton; Earrings: Walmart; Necklace: Thrifted

Jacket: Japna; Sweater: Lilly Pulitzer; Leggings: Shapermint; Bag: Louis Vuitton; Shoes: Sketchers; Earrings: J Crew Factory

Dress: J McLaughlin; Jacket: J Crew Factory; Earrings: Cora’s Den; Leggings: Shapermint; Boots: Hunter

Scarf: Old Lucketts Store; Jacket: J Crew Factory; Turtleneck: Brooks Brothers; Pants: Issac Mizrahi; Tote: LL Bean; Necklace: Amazon; Flats: New Bella

Moving into February 2025, I will be spending most of the month in … Europe! Yes, I will be traveling through Spain, Portugal, and France for 2.5 weeks and am SO excited to share my outfits and journey and travels with YOU!

XOXO – Katie <3

February 2, 2025January 27, 2026

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What I Wore to Work – December 2024

As y’all may already know, I share my work outfits over on my Instagram stories (let’s be friends @_thepinkchickadee) and have LOVED getting to share my day-to-day style with y’all. December working outfits definitely have a holiday twist to them! It is ALWAYS so so so fun to pull out allll of the holiday apparel this time of year. While I am a HUGE dressy girly and ADORE wearing dresses like ALLL the time especially in my work outfits, when the temperature is freezing outside, I am WAYYYY less likely to wear a dress or skirt! December 2024 was definitely spent in a lot more lounge like clothing than dressy clothing as the 2024 work year is wrapping up. I did, HOWEVER, attend an in-person work event at the tail end of my working December month and hence I had a great opportunity to style some tights for a working day – LOLLLL – which was a nice break from the typical sweats and leggings!!

December is typically pretty quiet in my working world work-wise, but this year, it was actually a more busier working month! I actually found some of the earlier Fall months like September and October to be a bit quieter. I got an exciting opportunity to lead a smaller team on my current project this December – a rare time for these opportunities but nevertheless we embrace and take it on! At the same time, I am working on generating goals for the upcoming 2025 year professionally in my 9-5 and here on this platform. And, last but not least, it is WILD that this is my last blog post where I will be sharing work outfits for 2024! I initially started sharing work outfits as a way to hold myself accountable to feeling more productive while working from home back in May 2023 and provide others with style inspiration while at it. To end 2024, I have shared over 300 work outfits since then. I am pleased to share that I will continue to share my work outfits with y’all into 2025 and beyond (!!!!), as sharing my work outfits with y’all bring me SO MUCH JOY. Enough of my soap box, but thank YOU for being here and for making work outfits fun to share!!

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