kari.montgomery on LTK

kari.montgomery

First day of fall 🍂 and keeping my teacher outfit easy + comfortable! This olive utility shirt, straight-leg jeans, and these memory foam shoes are the perfect combo for a full day on my feet. 🤎

Fall teacher outfit | teacher style | casual teacher outfit | petite style | fall workwear | comfortable work shoes

#LTKootd #LTKWorkwear #LTKPetite

First day of fall 🍂 and keeping my teacher outfit easy + comfortable! This olive utility shirt, straight-leg jeans, and these memory foam shoes are the perfect combo for a full day on my feet. 🤎 Fall teacher outfit | teacher style | casual teacher outfit | petite style | fall workwear | comfortable work shoes #LTKootd

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9 outfits I wore teaching lately 🍎🤎

It’s been a minute since I shared a teacher outfit roundup, so here’s a little peek at what I’ve actually been wearing to the classroom lately!

Lots of easy, comfortable pieces that still feel polished enough for teaching — wide-leg pants, denim, stripes, dresses and a few of my favorite neutral basics. 🙌🏼

#LTKPetite #LTKWorkwear #LTKootd

New teacher bag for the school year 🤎 And I’m obsessed with all the pockets, pouches + laptop sleeve! It looks way more expensive than it is and it’s currently under $26 🙌🏼

👜 and water bottle linked

#teacherbag #teacherfinds #amazonteacherfinds #teacherstyle #backtoschool

#LTKootd #LTKWorkwear #LTKSeasonal

Can’t start a new school year without a new water bottle. 🤎📚

This one checks every box:
✨ Fits in my car cup holder
✨ Easy carry handle
✨ Spill & leak proof
✨ Built-in straw
✨ Locking lid so it won’t pop open in my teacher bag

Bonus: it’s on sale through Saturday, so if you’ve been needing a new one, now’s the time.

#LTKBackToSchool #TeacherFavorites #TeacherStyle #TeacherMustHaves #WaterBottle #ClassroomEssentials #AmazonFinds #TeacherLife #BackToSchoolShopping #LTKsale

#LTKdayinmylife #LTKSaleAlert #LTKfoodie

Teaching outfit of the day 🤎 A comfy fall teacher outfit that I could actually wear all day!

These petite-friendly jeans are one of my favorites—I’m wearing a size 4. Paired them with a cozy striped sweater, my favorite mesh ballet flats (the memory foam makes them SO comfortable), and this pretty neutral tote.

👖 Jeans: size 4
🥿 Ballet flats: size down ½ size
🤎 Everything linked!

🏀 Off to my daughter’s basketball tournament, but you know I had to rep the 49ers! ❤️💛

Keeping it casual and comfy in this 49ers sweatshirt, black shorts, my favorite neutral tote, and sandals. Basically my mom-on-the-go meets football fan uniform. 😂

Perfect for casual fall outfits, game day outfits, football outfits, mom style, and weekend casual looks. Everything is linked! ❤️🏈

#LTKFinds #GameDayOutfit #49ers #FallOutfits #CasualStyle

#LTKSeasonal #LTKootd #LTKPetite

Brunch with the fam → homecoming shopping with my son 🖤✨ Keeping it comfy but cute in this easy black midi dress, woven slides, and my everyday crossbody. The perfect casual fall weekend outfit!

#LTKStyle #FallOutfits #CasualOutfit #WeekendStyle #MidiDress

#LTKootd #LTKOver40 #LTKPetite

🍂 Fall teacher outfits are here! 🤎

I’m sharing some of my favorite casual fall teacher workwear looks—comfortable enough for a full day in the classroom, but still polished and put together. From wide-leg pants and jeans to sweaters, layering pieces, and easy fall outfits, these are pieces I’ll be reaching for all season.

As a 5’2” petite, I’m always looking for petite-friendly styles that don’t overwhelm my frame!

Comment “FALL” and I’ll send you the links to shop these outfits! 🛍️

#fallteacheroutfit #teacheroutfits #teacherstyle #fallworkwear #petiteoutfits

#LTKootd #LTKPetite #LTKWorkwear

🍂 Easy fall teacher outfit 🍂 This sage green sweater + navy pull-on wide leg pants is such an easy combination for fall outfits, teacher style, and petite-friendly workwear. Comfortable enough for a full day of teaching but still polished!

I’m wearing a small in the pull-on wide leg pants. 🤎

fall outfits • fall teacher outfits • teacher style • petite teacher style • petite-friendly outfits • teacher workwear • fall workwear • wide leg pants • comfortable teacher outfits • casual teacher outfits • work outfit ideas

#LTKPetite #LTKWorkwear #LTKootd

Fall is here 🍂🤎 Loving this easy fall transitional teacher outfit—a cozy neutral sweater paired with wide-leg black pants and comfy sandals. Perfect for those in-between-weather school days when it’s still too warm for boots! 🍁

Everything is linked! ✨

#teacheroutfit #fallteacheroutfit #falltransitionaloutfit #teacherstyle #fallfashion

#LTKootd #LTKPetite #LTKWorkwear

🎃 Easy + inexpensive fall/Halloween DIY! 👻 My daughter and I bedazzled these little pumpkins with black rhinestones, and we’re going to finish the jack-o’-lantern face with orange rhinestones. Such a fun little project to do together, and you can customize them however you want! 🧡🖤

Everything we used is linked! ✨

#halloweendiy #falldecor #halloweendecor #diyhalloween #fallcrafts

#LTKmomlife #LTKSeasonal #LTKKids

Easy fall teacher outfit 🍂🤎 These petite-friendly jeans are a favorite—I’m wearing a size 4. Paired with my mesh ballet flats with memory foam for all-day comfort! I sized down ½ size in the flats. Perfect for a day at school! ✨

#teacheroutfit #fallteacheroutfit #petitefashion #teacherstyle #falloutfit

#LTKPetite #LTKWorkwear #LTKOver40

🍂 Fall teacher outfit inspiration! This blouse + these wide-leg pants are such an easy, polished combo for the classroom. I love that the pants come in short, regular & tall—I’m 5’2” and wearing a small short. So comfy and teacher-approved! 🤎

Fall outfits • fall workwear • teacher outfits • autumn outfits • wide-leg pants • teacher style • classroom outfit

#LTKootd #LTKPetite #LTKWorkwear

Basketball tournament ready 🏀🤍 This petite sweatsuit is the perfect mix of cute + comfy for a long day in the gym! I’m wearing a small petite in the pants and a small in the top. I’m 5’2” for reference.

Perfect for travel days, errands, game days & lounging!

#petitestyle #sweatsuit #casualoutfit #comfyoutfit #falloutfits

#LTKSeasonal #LTKPetite #LTKTravel

Fall is calling 🤎 This is such an easy fall transitional outfit—a feminine lace top paired with dark-wash wide-leg jeans, pointed-toe flats, and my new genuine Italian leather bag from Ross. Perfect for a farm-to-fork dinner, but I’d also wear this to work, a night out, or style it with boots for a country concert. 🤠

Wearing 27x30 jeans + my usual size in the top. I’m 5’2”.

Fall outfits • autumn outfits • fall transitional outfits • workwear • business casual • wide-leg jeans • country concert outfit • Italian leather bag

#LTKSeasonal #LTKPetite #LTKootd

Loving these petite-friendly jeans! 🤍 I’m wearing a size 4 and I’m 5’2”, and the length is just right without needing any hemming. 🙌

Wore this for running errands today, but this would easily work as a casual work outfit too. The perfect fall transitional outfit while it’s still warm enough for sandals! 🍂

#falloutfits #autumnoutfits #workwear #teacheroutfit #casualoutfit

#LTKootd #LTKPetite #LTKOver40

🇺🇸 Wearing a little red, white & blue today for Patriot Day ❤️🤍💙

This is such an easy fall teacher outfit—a cozy patriotic sweater, relaxed straight-leg jeans, my go-to comfy sandals, and a tote bag. Perfect for those early-fall school days when it looks like autumn but still feels like summer! 🍂☀️

Such a cute autumn outfit now, and I’d swap the sandals for boots when the weather finally cools down!

#fallteacheroutfit #teacheroutfit #autumnoutfit #falloutfit #workwear

#LTKPetite #LTKootd #LTKSeasonal

100° at school today 🥵☀️ and this dress was PERFECT for teaching! Lightweight, comfortable, and still feels put together. I’m wearing a small + my go-to comfort sandals that I can wear all day. 🤎 And I’m already thinking how cute this would be with boots for a country concert! 🤠

#falloutfits #autumnoutfits #falldresses #teacheroutfit #countryconcert outfit

#LTKootd #LTKSeasonal #LTKPetite

🍂 Early fall workwear, California-style! 🍂

Had a PD day at work today, so I went with this easy business casual outfit that’s polished enough for work but still comfortable for a warm September day.

These wide-leg pants are such an easy fall transition piece—swap the tank for a sweater or add a blazer/cardigan when it finally cools down! 🤎

Teacher workwear | business casual | fall outfits | autumn outfits | fall workwear | wide-leg pants | teacher style

#LTKootd #LTKPetite #LTKWorkwear

Okay, I’m officially sold on these jeans! 🤎 These Levi’s wide-leg jeans have the perfect dark wash, a flattering high-rise fit, and just enough stretch to be comfortable all day. I’m wearing a 27 Short and paired them with a pretty burgundy lace top + cognac pointed-toe heels for an easy fall teacher outfit/workwear look.

Perfect for petite-friendly fall outfits, teacher style, workwear, wide-leg jeans & elevated casual outfits. 🍂

#teacherstyle #teacheroutfit #teacherworkwear #falloutfit #fallstyle #petitefashion #petitefriendly #widelegjeans #denim #workwear #casualworkwear #amazonfashion

#LTKootd #LTKSeasonal #LTKPetite

These jeans are SO good! 👖✨ If you’re petite, you know how hard it can be to find a wide-leg jean that actually hits at the right length—and these do! 🙌🏼

They’re super flattering, petite-friendly, around $50, and come in regular + tall lengths and several washes. I’m wearing the medium stretch in 27 Short. The fit through the waist and hips is so good, and the wide-leg silhouette is incredibly flattering. 🤎

Perfect for teacher outfits, fall outfits, everyday denim, workwear, and casual outfits!

#LTKFinds #LTKStyle #PetiteStyle #PetiteFriendly #PetiteJeans #WideLegJeans #AffordableFashion #FallOutfits #TeacherOutfits #TeacherStyle #Workwear #EverydayStyle #Denim #AmazonFashion

#LTKPetite #LTKootd #LTKWorkwear

Okay, this navy sweatsuit might be my favorite new fall find! 💙 I love the wide-leg silhouette—it’s comfortable without looking sloppy and feels so chic with sneakers or even a more elevated shoe. The top and pants are sold separately and both are currently on sale! I’m wearing Small Petite in the pants + Small Regular in the top. Such a good travel + everyday outfit!

#LTKfinds #LTKsalealert #navysweatsuit #sweatsuit #widelegpants #fallfashion #falloutfit #casualoutfit #travelstyle #athleisure #comfyandcute #affordablefashion

#LTKSaleAlert #LTKPetite #LTKTravel

I’m officially calling this my elevated sweatsuit 🙌🏼 The wide-leg pants + slightly cropped sweatshirt make this feel SO much more put-together than a traditional sweat set. Perfect for travel, errands, school drop-off, or a cozy fall day. 🤍 Both pieces are currently on sale and are sold separately! I’m wearing Small Petite in the pants + Small Regular in the top. Linking both pieces here!

#LTKfinds #LTKsalealert #sweatsuit #widelegpants #falloutfit #casualoutfit #casualstyle #traveloutfit #athleisure #comfyoutfit #affordablefashion

#LTKPetite #LTKSaleAlert #LTKTravel

Amazon is coming through with another easy, affordable teacher workwear outfit! 🤎🖤 Everything in today’s look is from Amazon, and these pieces are so good for building a capsule work wardrobe.

The wide-leg pants are a size Small Short, and they’re giving me that polished, comfortable fit I want for a full day in the classroom. The textured sweater is a Small and is perfect for fall transitional outfits and cooler school days. 🍂

And these mesh ballet flats?! They have memory foam, so they’re actually comfortable enough for walking around the classroom all day. I’m wearing a 6—size down ½ size.

Perfect for teacher outfits, teacher workwear, work outfits, business casual, business casual workwear, fall work outfits, fall transitional outfits, classroom outfits, comfortable work shoes, wide-leg pants, affordable workwear, Amazon fashion, Amazon finds, and petite-friendly outfits.

#SocialStudiesTeacher #TeacherStyle #TeacherOutfit #MiddleSchoolTeacher #TeacherLife #HistoryTeacher #BackToSchoolStyle #TeacherFashion #WorkingMomStyle #CasualTeacherOutfit

#LTKootd #LTKWorkwear #LTKPetite

I couldn’t wait to share these because the loafers are BACK! 😂
The last time I owned a pair was probably the early ’90s, so apparently I’ve officially come full circle! I’m loving the classic loafer trend for teacher workwear and fall outfits, and these have memory foam—because cute AND comfortable is the goal. 🙌🏼

I grabbed both the black + burgundy for just $65 total, and I already know I’m going to wear them with everything—jeans, trousers, dresses and more!

I’ll be sharing styled videos soon so you can see how I’m wearing both colors!
#teacherstyle #teacheroutfits #teacherworkwear #falloutfits #loafers

#LTKWorkwear #LTKSeasonal #LTKootd

Fall showed up early today! 🍂☔️ A little rain, cooler temps, and a full day of training at the County Office of Education had me reaching for one of my favorite fall teacher outfits.

This casual teacher outfit is perfect for those early-fall days when you need something comfortable but still polished for the classroom. These jeans are petite-friendly, I’m wearing a size 4, and they’re only around $35 🙌🏻 — such a good affordable workwear find!

Paired with a cozy knit sweater, comfy clogs, and my everyday teacher tote for an easy fall transitional outfit. 🍁

#TeacherOutfit #TeacherStyle #FallTeacherOutfits #FallWorkwear #TeacherWorkwear

#LTKPetite #LTKSeasonal #LTKootd

🍂 Fall Transitional Teacher Workwear

Transitioning my wardrobe into fall one piece at a time! 🍂 This teacher workwear outfit is perfect for those in-between-weather days—comfortable wide-leg pants, a classic striped sweater, and neutral sandals for an easy fall transitional outfit.

I love pieces that can take you from the classroom to after-school plans while still feeling polished and comfortable. This is an easy teacher outfit idea for fall, especially when the weather hasn’t quite cooled off yet!

Shop the look on LTK 🤎

#teacherstyle #teacheroutfit #teacherworkwear #fallworkwear #falltransitionaloutfit #workwearstyle #teacherfashion #falloutfitideas #workoutfitideas #casualworkwear

#LTKootd #LTKPetite #LTKWorkwear

Last Monday of August 🍂 and it finally felt a little like fall today! This teacher workwear look is perfect for those fall transitional outfits when it’s not quite sweater weather but you’re ready for a change. 🤎 Wide-leg pants, a lightweight knit sweater, and neutral accessories make an easy, comfortable teacher outfit for work.

Everything is linked in LTK! ✨

#teacherworkwear #teacheroutfits #falltransitionaloutfits #fallfashion #workwearstyle

#LTKSeasonal #LTKPetite #LTKWorkwear

School Spirit Day, but make it comfortable! 💚 This teacher outfit is proof that spirit wear doesn’t have to mean sacrificing comfort. I paired my favorite school spirit tee with black wide-leg jeans and my comfy Birkenstock dupes—the perfect shoes for a full day on my feet! 🙌🏼

These sandals are such a good affordable alternative to the Birkenstock look and are SO comfortable for teaching. Linking everything in my LTK! 🤎

#TeacherOutfit #TeacherStyle #SchoolSpiritDay #TeacherFashion #TeacherWorkwear #CasualTeacherOutfit #BirkenstockDupes #ComfortableShoes #WideLegJeans #BackToSchoolStyle #PetiteStyle

#LTKPetite #LTKSeasonal #LTKWorkwear

One of those wardrobe staples I reach for over and over 🤎 These jeans are such a great find on Amazon—and especially hard to beat at this price! They’re petite friendly without needing to be hemmed. I’m 5’2” wearing a size 4 for reference.

I paired them with a simple neutral knit top, cognac belt and sandals for an easy casual teacher/workwear outfit that feels polished but comfortable enough for a busy day.

If you’re petite and always looking for jeans that actually hit at the right length, these are worth checking out!

Amazon jeans | petite-friendly jeans | affordable jeans | casual workwear | teacher outfit | everyday outfit | petite fashion | Amazon fashion | wardrobe staples

#LTKPetite #LTKWorkwear #LTKOver40

New favorite teacher tee 😂📚

Please be patient with me… I’m from the 1900s. 😂

Honestly, this might be the most accurate Social Studies teacher shirt ever. And yes, I’m fully embracing the fact that my students think anything before the iPhone is basically ancient history. 🤣

#SocialStudiesTeacher #TeacherStyle #TeacherOutfit #MiddleSchoolTeacher #TeacherLife #HistoryTeacher #BackToSchoolStyle #TeacherFashion #WorkingMomStyle #CasualTeacherOutfit

#LTKOver40 #LTKWorkwear #LTKPetite

Teacher casual workwear for those early fall days 🍂 This is one of my favorite petite-friendly outfits for a comfortable school day: a black puff-sleeve top, light wash wide-leg jeans, a classic belt, and my go-to Birkenstock sandals.

At 5’2”, finding jeans that hit at the right length without hemming is always a win! This outfit is casual enough for the classroom but still pulled together for a full day of teaching. 🤎

#teacheroutfit #teacherstyle #teacherworkwear #teacherfashion #casualworkwear #petitefashion #petitestyle #petitefriendly #petiteoutfit #falloutfit #earlyfalloutfit #backtoschooloutfit #workwear #casualteacheroutfit #widelegjeans #birkenstockstyle

#LTKPetite #LTKWorkwear #LTKootd

Busy day teaching calls for an outfit that’s comfortable but still feels put together. 🤎

And yes, I don’t care what anyone says—I’m still wearing my petite-friendly skinny jeans 😂 They hit at just the right length on me, and I’ll happily keep them in my rotation.

Also, these Big Buckle Madrid Birkenstocks have been getting SO much wear lately. Comfortable enough for a busy day on my feet, but the big buckle makes them feel a little more elevated. 👏🏼

#teacheroutfit #teacherstyle #teacherfashion #workwear #casualworkwear #petitefashion #petitestyle #skinnyjeans #birkenstock #birkenstockmadrid #bigbucklebirkenstock #amazonfashion #everydaystyle #40plusstyle

#LTKOver40 #LTKPetite #LTKWorkwear

Basketball Tournament Day 🏀

Keeping it easy and comfortable for a full day at the basketball tournament! This is one of my favorite formulas for a casual summer outfit: a fitted white tank, lightweight black shorts, comfy sandals, an oversized tote, and my favorite insulated tumbler. Simple, comfortable, and still put-together enough for running around all day.

Shop this casual summer outfit, basketball tournament outfit, mom outfit, black shorts, white tank top, summer sandals, tote bag and everyday accessories

#LTKootd #LTKActive #LTKmomlife

These are hands down some of my go-to teacher shoes! 👡 I have them in both black and brown, and they are SO comfortable—even for long days on my feet at school. 🙌🏼

The brown pair is currently on sale for $28.81, which makes them an even better teacher wardrobe find!

✨ Sizing tip: These only come in whole sizes. I normally wear a 6.5, and the size 6 fits me perfectly, so I recommend sizing down if you’re between sizes.

Perfect with teacher dresses, ankle pants, trousers, jeans, and everyday workwear. If you’re looking for comfortable, affordable, stylish teacher shoes that you can actually wear all day, I highly recommend these! 🤎🖤

#TeacherShoes #TeacherOutfits #TeacherStyle #TeacherWorkwear #ComfortableShoes #WorkShoesForWomen #TeachersOfInstagram #AmazonTeacherFinds #AmazonFashion #AffordableStyle #WorkwearShoes #TeacherWardrobe

#LTKSaleAlert #LTKWorkwear #LTKmomlife

Friday teacher outfit 🤎 Keeping it simple, comfortable, and polished with this easy teacher workwear outfit: a striped tank, high-waisted black wide-leg pants, and a quilted tote that adds the prettiest neutral touch.

These black wide-leg pants are such a versatile workwear staple and the full-length fit is especially great for petites! Perfect for teacher outfit ideas, casual work outfits, fall transitional outfits, and Amazon fashion. Linking everything I can below! ✨

#teacheroutfit #teacherstyle #teacherworkwear #workwearoutfit #falloutfit

#LTKootd #LTKPetite #LTKWorkwear