kari.montgomery on LTK

kari.montgomery

Full day of touring the Pentagon and Mount Vernon called for an outfit that was comfortable, practical, and still put-together! 🖤 This little black dress was perfect for a full day of sightseeing, paired with my favorite comfy sneakers and crossbody bag.

The dress is an easy travel, sightseeing, and teacher-friendly staple—and I love that it can be dressed up or down. Everything is linked!

#LTKFinds #TravelOutfit #WashingtonDC #PetiteStyle #TeacherStyle

#LTKPetite #LTKTravel #LTKWorkwear

Full day of touring the Pentagon and Mount Vernon called for an outfit that was comfortable, practical, and still put-together! 🖤 This little black dress was perfect for a full day of sightseeing, paired with my favorite comfy sneakers and crossbody bag. The dress is an easy travel, sightseeing, and teacher-friendly staple—and I love that it can be dressed up or down. Everything is linked! LTKFinds TravelOutfit WashingtonDC PetiteStyle TeacherStyle LTKPetite LTKTravel LTKWorkwear

Share:

Shop this post

Paid links

adidas Women's VL Court 3.0 Sneaker | Amazon (US)

ETCYY NEW Womens Cap Sleeve Summer Dress Crew Neck Tie Front A-Line Dresses Double Layer Hem Mini... | Amazon (US)

Joy Susan Women's Fashion Purse Nova Faux Cane Sling Belt Bag | Amazon (US)

adoyi Gold Bracelets for Women Waterproof, 14K Gold Plated Beaded Strand Bead Ball Bracelets stac... | Amazon (US)

baozai Thin Band Compatible with Apple Watch Band 42mm 41mm 40mm 38mm, Women Slim Stainless Steel... | Amazon (US)

PU Leather Fanny Pack Crossbody Sling Bag for Women - Trendy Belt Bag with Adjustable Strap, Ligh... | Amazon (US)

Women's Grande Fanny Pack | Amazon (US)

Woven Crossbody Bags for Women Leather Belt Bum Sling Purse Fanny Waist Pack Chest Shoulder Bag f... | Amazon (US)

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

DC United game day outfit ⚽️🖤 This casual fall outfit is perfect for a soccer game, stadium day, or a night out in Washington, DC. I’m wearing black jeans with a black-and-white striped top, white Adidas platform sneakers, and a black woven crossbody bag with gold hardware.

I love an easy black-and-white outfit that’s comfortable enough for walking around DC but still looks put together. Platform sneakers are a great way to add a little height while keeping things comfortable for a full day of walking.

Petite-friendly casual outfit | DC outfit | soccer game outfit | fall outfit | black jeans outfit | striped top outfit | Adidas sneakers | casual night-out outfit | Washington DC style

#DCUnited #DCOutfit #GameDayOutfit #FallOutfit #PetiteStyle

#LTKTravel #LTKPetite #LTKootd

Capitol Hill day 🇺🇸✨ From meeting one of our state senators to touring the Capitol and watching the Senate in action, it was such a memorable day in D.C. — and somehow I walked 10 miles in these comfort shoes! 👟🙌

This dress is one of my favorites, so I have it in two colors. It’s comfortable, flattering, and perfect for a full day of sightseeing. I’m wearing a small. Everything is linked! 🤍

#WashingtonDC #CapitolHill #DCStyle #TeacherStyle #PetiteStyle

#LTKWorkwear #LTKTravel #LTKootd

Day two in Washington, D.C. 🇺🇸 Exploring more monuments and museums—and these pieces are keeping me comfortable all day!

👡 Shoes: Comfort + style! I walked over 12,000 steps in them today and highly recommend them.
🖤 Pants: My go-to pull-on wide-leg pants from yesterday, now in navy. Petite-friendly + under $40—I love them so much I got them in multiple colors!

Everything is linked on LTK. 🤎

#WashingtonDC #DCOutfit #PetiteStyle #TeacherStyle #ComfyShoes

#LTKPetite #LTKTravel #LTKWorkwear

First full day touring Washington, DC 🇺🇸 and these pants were the MVP! 🙌🏻 These pull-on wide-leg pants are petite-friendly, under $40, and SO comfortable—I loved them so much I bought them in both black and navy. 🤍🖤

Paired them with my memory foam shoes, which got me through 20K steps today! 😳🙌🏻 Everything is linked! #LTKFinds #PetiteStyle #TeacherStyle #WideLegPants #WashingtonDC

#LTKTravel #LTKWorkwear #LTKPetite

Washington DC bound 🇺🇸✈️ Traveled all day with my 8th graders in the coziest, comfiest two-piece set! Perfect for a long travel day and so cute once we arrived. I’m wearing a small petite. Linking the set, suitcase & sneakers! 🧳👟

#TravelOutfit #PetiteStyle #TeacherStyle #ComfyStyle #WashingtonDC

#LTKPetite #LTKTravel #LTKdayinmylife

Technically fall, but still feeling like summer ☀️🍂 Wore this petite-friendly dress for a full day of teaching + meetings, and it was so easy and comfortable. I’m wearing a small, and it comes in so many colors! Perfect workwear option for those in-between-weather days. 🤎

#LTKteacher #fallteacheroutfit #teacherstyle #petitestyle #workwear

#LTKWorkwear #LTKPetite #LTKootd

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

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