kari.montgomery's October Outfits Collection on LTK

October Outfits

By kari.montgomery

Easy, casual, classic petite mom, teacher, mix n match style

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

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

#LTKPetite #LTKTravel #LTKSeasonal

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

#LTKPetite #LTKSeasonal #LTKWorkwear

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

#LTKWorkwear #LTKOver40 #LTKPetite

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

#LTKPetite #LTKSeasonal #LTKOver40

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

#LTKPetite #LTKSeasonal #LTKWorkwear

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

#LTKWorkwear #LTKStyleTip #LTKPetite

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

#LTKPetite #LTKActive #LTKSeasonal

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

#LTKStyleTip #LTKOver40 #LTKPetite

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.

#LTKOver40 #LTKWorkwear #LTKPetite

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

#LTKPetite #LTKWorkwear #LTKSeasonal

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

#LTKSeasonal #LTKStyleTip #LTKPetite

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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Weekend fall soccer mom style

#LTKSeasonal #LTKActive #LTKPetite

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

#LTKOver40 #LTKWorkwear #LTKPetite

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!

#LTKOver40 #LTKPetite #LTKActive

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

#LTKPetite #LTKOver40 #LTKTravel

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

#LTKWorkwear #LTKTravel #LTKPetite

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

#LTKWorkwear #LTKPetite #LTKTravel

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

#LTKPetite #LTKShoeCrush #LTKWorkwear

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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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

#LTKPetite #LTKWorkwear #LTKShoeCrush

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.

#LTKOver40 #LTKTravel #LTKPetite

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