kari.montgomery on LTK

Easy summer outfit that feels put together without trying too hard 🤍🖤 These black wide leg jeans are SO flattering and pair perfectly with a classic striped tank and simple sandals. Casual, comfortable, and teacher/mom life approved 👏🏼 Everything is easy to mix and match for summer into fall too. Wearing petites in the jeans for my fellow 5’2” girls 🙌🏼 LTKStyle ClassicStyle PetiteFashion WomenOver40Style CasualOutfit WideLegJeans AmazonFashion EverydayStyle MomStyle TeacherStyle MinimalStyle SummerStyle CapsuleWardrobe EffortlessStyle LTKmomlife LTKOver40 LTKPetite

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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

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

Fall transitional teacher outfit 🍂 This is the kind of teacher workwear I love—comfortable, polished, affordable, and easy to wear all day.

These wide-leg pants are only $35 and are SO good for petite girls! I’m 5’2” and wearing a Small Short. 🙌🏼 The fit is flowy without looking overwhelming, and they’re perfect for business casual workwear, teacher outfits, and fall outfits for women.

I paired them with a simple olive top, cognac belt + sandals, and this $25 Amazon teacher bag that fits everything I need for school. 👩🏻‍🏫

✨ Affordable teacher outfit
✨ Petite-friendly wide-leg pants
✨ Amazon workwear
✨ Fall transitional outfit
✨ Business casual teacher outfit
✨ Back to school teacher clothes

#LTKootd #LTKPetite #LTKWorkwear

College T-Shirt Day 🎓❤️ A casual teacher outfit that still feels put together!

I paired my college tee with these high-rise wide-leg jeans, a classic black belt, comfy black platform sandals, and my everyday tote. This is the kind of easy business-casual teacher outfit I love for school days when I want to be comfortable but still look polished.

Perfect for teacher outfits, casual workwear, back-to-school outfits, college spirit days, wide-leg jeans outfits, and everyday fall outfit ideas.

#teacheroutfits #backtoschooloutfits #workwear #widelegjeans #casualoutfits

#LTKootd #LTKPetite #LTKWorkwear

Amazon Teacher Outfit 🤎

This Amazon dress is such an easy teacher outfit for the start of the school year! The knit fabric makes it comfortable enough for a full day at school, while the button-front detail and midi length keep it polished and workwear appropriate.

I’m wearing a size small. Add sandals for a warm-weather work outfit, or swap in loafers when the weather cools down for an easy fall outfit idea. 🤎

#TeacherOutfits #Workwear #FallOutfitIdeas #AmazonFashion #AmazonFinds

#LTKootd #LTKPetite #LTKWorkwear

Fall outfits for women 🍂 This easy back-to-school outfit is perfect for teacher outfits, business casual workwear, or everyday work outfits. The top, wide-leg pants, belt, and bag are all Amazon finds, making this a polished and affordable outfit for the new school year. 🤎

I’m 5’2” and wearing my usual size. Everything is linked! ✨

#falloutfitsforwomen #backtoschooloutfits #teacheroutfits #businesscasualworkwear #workoutfits #amazonfashion #amazonfinds #teacherstyle #fallfashion #widelegpants

#LTKPetite #LTKWorkwear #LTKootd

✨ New skincare haul! Gifted✨

I’ve been trying the BLITHE Pressed Serums and I’m already loving the Gold Apricot + Vitamin C 🍑✨ It feels so silky and gives my skin that fresh, radiant look.

More to come once I’ve had a little more time to test everything! 👀

#skincare #koreanskincare #kbeauty #vitamincserum #glowingskin #antiagingskincare #skincareroutine

#LTKBeauty #LTKOver40 #LTKBeauty #LTKselfcare

A week of outfits, from the classroom to girls’ night out 🤎

From wine tasting to back-to-school meetings, the first day of school, errands, school spirit and a girls’ night out… apparently I’ve been dressing for all the things. 😂

Which look is your favorite?

#teacherstyle #teacheroutfits #petitestyle #affordablestyle #workwearstyle #casualstyle #outfitinspo #40plusstyle #workingmomstyle #summeroutfits

#LTKOver40 #LTKWorkwear #LTKootd

Girls’ night dinner outfit 🤎 This linen two-piece set is the easiest summer look—lightweight, comfortable, and effortlessly cute. Perfect for patio dinners, date nights & summer events! ✨

linen set, two-piece set, summer outfit, girls night outfit, dinner outfit, patio outfit, petite-friendly.

#LTKSeasonal #LTKOver40 #LTKootd

New $35 jeans that are actually petite-friendly 🙌🏼 I’m wearing a size 4 and love the relaxed straight-leg fit + cropped length on my 5’2” frame! Paired them with my new teacher tee, comfy sandals, and a $25 teacher tote that holds ALL the things. 💕

Affordable teacher outfit | petite-friendly jeans | straight-leg jeans | casual teacher style | teacher tote | back-to-school outfit

First Day of School outfit 💙📚 Starting the school year in one of my favorite easy teacher looks—a comfortable navy midi dress, neutral sandals, and my everyday teacher tote. Simple, polished, and comfortable enough for a full day back in the classroom!

#TeacherOutfit #TeacherStyle #FirstDayOfSchool #TeacherFashion #Workwear #SummerWorkwear #MidiDress #NavyDress #TeacherLife #BackToSchool

#LTKWorkwear #LTKootd #LTKOver40

Last day of meetings + classroom prep before the first day of school tomorrow! 🙌🏼 Keeping it comfy and casual in this cropped pullover, lightweight shorts, sandals, and my everyday teacher tote. Perfect for those hot back-to-school days when you’re on your feet all day! 🤎

#TeacherOutfit #TeacherStyle #BackToSchoolOutfit #TeacherWardrobe #CasualTeacherOutfit #WorkingMomStyle

#LTKOver40 #LTKSeasonal #LTKActive

The perfect petite-friendly light wash jeans 👖✨ These Amazon straight leg jeans are SO good! I’m 5’2” wearing a size 4, and the cropped ankle length hits perfectly without needing to hem. I love the relaxed straight-leg fit, light blue wash, subtle distressing + raw hem for an easy casual look. Perfect with sandals, sneakers, Birkenstocks or a simple tank for an effortless everyday outfit. $35.98 right now!

Petite jeans | straight leg jeans | light wash jeans | cropped jeans | ankle jeans | distressed jeans | Amazon fashion | casual jeans | summer outfits | women’s jeans | petite fashion

#LTKOver40 #LTKPetite #LTKSaleAlert