kari.montgomery on LTK

kari.montgomery

Twin Day at school today, I twined with my work bestie and fellow social studies teacher in our American Flag sweaters and jeans. I found my Birkenstock Bostons in my closet and am ready to wear them all winter! 🇺🇸

Teacher style
Fall outfit

#LTKSeasonal #LTKPetite #LTKWorkwear

Twin Day at school today, I twined with my work bestie and fellow social studies teacher in our American Flag sweaters and jeans. I found my Birkenstock Bostons in my closet and am ready to wear them all winter! 🇺🇸 Teacher style Fall outfit LTKSeasonal LTKPetite LTKWorkwear

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Obsessed with this two-tone gold and silver Apple Watch band! It’s affordable, high quality, and goes with everything—the perfect mix of classic and modern. My new go-to accessory that I got for my birthday and haven’t taken off since! Elevate your Apple Watch with this chic, versatile band. Shop it now! ✨ I linked a few options in different sizes for you. Be sure to clip the coupons.

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Watch style

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It’s pajama day at school. I opted for one of my favorite, cozy two piece lounge sets that’s perfect for travel and my platform Uggs.

Fall style
Teacher stylee

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Went to our absolute favorite place for lunch today. It’s been a perfect fall day, lazy, relaxing, light rain.

Wide leg olive green jeans
Neural sweater

Teacher style
Fall outfitts

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Shopping and lunch with the fam before sports! Wearing a small in this perfect for fall tan camel striped sweater, with wide leg light wash jeans, and the comfiest memory foam flats.

Fall outfit
Teacher style

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Perfect little fall floral long sleeve dress with boots. Wearing a small.

Teacher style
Fall outfit

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Wore my orange half zip fleece for Unity Day! It definitely felt like fall today and I loved it!

Teacher style
Casual outfit
Fall Outfit
Wide leg jeans

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Today may be the warmest remaining day of 2025 for Northern California. I wore my favorite polkadot button down shirt and wide leg trousers, that are petite friendly. My flats are the comfiest for teaching. Wearing a small short in my pants. Size down if you wear a half size for these shoes.

Fall outfit
Fall style
Office work wear
Teacher style

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What a Monday! Wearing cozy, easy teacher work wear staples. My pull on trousers are petite friendly, I’m wearing the shortest inseam in a small. My pointed toe flats have memory foam and are very comfortable for teaching.

Teacher style
Fall outfitts

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Another fall soccer weekend, dressed in cozy layers. Soccer mom weekend outfit

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Easy jumpsuit for a warm fall afternoon at the pumpkin patch. Wearing a small, I’m 5’2”.

Weekend style
Effortless stylee

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No sports today! Lunch with the fam and errands. It’s warm and sunny, wearing tencel pull on pants and an easy striped button up.

Weekend style

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Day four of parent-teacher-student conferences! Wearing one of my favorite social studies teacher shirts - “Spilling the tea since 1773”. With my oversized denim jacket, wide leg black jeans and platform sneakers.

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Basic isn’t boring! Wide leg jeans, cardigan and ballet flats for day 3 of parent-teacher-student conferences.

Teacher style
Fall outfit ideas
California casual

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Day two of parent-teacher-student conferences is in the books! Wore another cozy crew neck sweater. I ❤️ this bold red color. Kept things casual with my wide leg jeans and platform Adidas sneakers.

Fall outfit
Teacher outfit

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Back in the classroom for a busy week of parent-teacher-student conferences. Wearing a cozy crew neck sweater and wide leg black jeans for this fall day.

Teacher style

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Weekend fall soccer mom style

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All good things must come to end! Headed home to California in a comfy two piece travel set that is petite friendly and affordable. Wearing my Nike Pegasus sneakers that are my go to walking shoes and a Gucci belt bag that was a gift from the Mr from @vintagebohobags.

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Ready for another full day in Washington DC! Wearing the best wide leg trousers that feel like pajama pants! I’ve had these for years and have them in a couple of colors. I’m wearing a small short. My flats are super comfy, I also have them in black. I wore them earlier this week and walked 16k steps in them, so I highly recommend. Size down if you wear a half size.

Office outfit
Teacher style
Fall outfit

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Went to my first hockey game! We cheered for the Washington Capitals in their home opener against the Bruins. Wore my favorite wide leg jeans, platform adidas sneakers, and a cozy USA 🇺🇸 half-zip sweater.

Fall casual style
History teacher

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Headed to Capitol Hill to meet our Congresswoman! Wearing one of my most favorite and flattering professional-business casual dresses with pockets that comes in tons of colors. I also have the same dress in short sleeve that I’ve linked. I’m wearing small. My comfort shoes are fantastic! I’ve literally walked miles in these over the years in Washington DC.

Teacher stylee

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Another easy travel business casual look, with packable pull on wide leg pants that are petite friendly, I’m wearing a small.

Teacher style
Fall outfit

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Comfy, cute and affordable business casual pieces for a very hot and humid day exploring Washington DC. I highly recommend these flats with an adjustable ankle strap. I walked 16k steps in them and my feet feel great. If you wear a half size, size down. My pull on wide leg trousers are a petite small and perfect for travel.

Petite
Teacher style

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Easy travel outfit. Frank and Eileen vibes. Petite friendly, drawstring elastic waist pants with functional side pockets, and v neck collared long sleeve top. This two piece set looks and feels luxe but the price is affordable. I’m 5’2” and wearing a small.

Mom style
Week look
Travel set
F + E

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Soccer mom Saturday weekend look. Cozy oversized tunic t shirt, leggings, and Birkenstocks. I love this canvas tote bag that holds everything, including my laptop!

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It’s finally feeling like fall! I love a good black and tan look. My tan sweater is super soft and runs tts. I’m wearing small. These flats are my current favorite teacher shoes. Size down if you wear a half size.
Teacher style
Amazon work wear

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I woke up to a downpour and thunder in the middle of the night. The “fall weather” was short lived, it was still so hot today! I’ve had these wide leg trousers for years and love them! They come in short, regular and tall lengths. I’m wearing a small short.
Teacher style
Fall outfit
Office stylee

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Headed to our final meeting before I chaperone another 8th grade Washington DC trip! Wearing one of my all time favorite work wear business casual long sleeve dresses that has pockets and the comfiest shoes. I also linked the short sleeve version of the dress that I also have. Size down in the shoes if you wear a half size. I’m
wearing a small in my dress.

Teacher style

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It’s still 100° but technically fall! Wearing some favorite workwear office pieces, my summer sweater is a few seasons old from Loft. My wide leg trousers are a favorite wardrobe staple, I also have them in black. Petite friendly and very cozy. I’m wearing a small 26” inseam.
Teacher style

#LTKPetite #LTKWorkwear #LTKOver40

Happy fall, even though it feels like summer today! Wore one of my favorite houndstooth plaid tops and yes, that’s a front tuck, if it’s wrong, I don’t want to be right! 😂 My wide leg pull on pants are super comfortable, petite friendly and have functional pockets. I’m wearing a small 26” inseam.
Teacher outfit
Fall style
Amazon finds
Petite

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I literally forgot I had this denim long sleeve dress in my closet! It’s perfect for fall, can be dressed up or down, paired with boots or flats. It’s roomy and oversized. I’m wearing a small. My flats are so comfy, perfect for teaching, standing all day and when you’re on your feet traveling. I have these flats in brown also. They come in whole sizes, I’d recommend sizing down if you wear a half size.

fall teacher outfits, petite casual style, classic capsule wardrobe, women over 40 outfits

#LTKSeasonal #LTKPetite #LTKOver40

It’s still summer and was almost 100° today! 🥵

Love these wide leg jeans, perfect for petites, they are cropped/ankle length. I’m wearing 27. My striped tank is under $4 and these are my new go to shoes for teaching. I like them so much that I bought a pair in black and plan on wearing them when I go to Washington DC next month. Super comfortable, affordable and cute!

fall teacher outfits, petite casual style, classic capsule wardrobe, women over 40 outfits

#LTKWorkwear #LTKPetite #LTKOver40

It’s still summer in Northern California! These wide leg pants are lightweight and petite friendly, also feel like pajamas! I’m wearing small. Perfect for teaching.

fall teacher outfits, petite casual style, classic capsule wardrobe, women over 40 outfits

#LTKPetite #LTKWorkwear #LTKOver40

Happy Monday! Teacher friends, I think I may have found my new favorite cute and comfy shoes for teaching. I will do a separate post, but these felt great and are super cute. I also ordered them in black. Best part is they are under $35! My classic preppy workwear office outfit is mostly from Amazon. My wide leg trousers are petite friendly and literally feel like pajamas! I’m wearing a small short in them.

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