LTK
kari.montgomery on LTK

May Outfits

By kari.montgomery

Easy mix and match over 40 petite outfits casual teacher work wear sports mom

Perfect graduation special occasion, wedding guest summer dress. It’s petite friendly, adjustable straps and smocked bodice with lots of stretch. Comes in lots of prints and would be maternity friendly. I’m 5’2” and wearing a small.
Amazon fashionn

#LTKParties #LTKPetite #LTKOver40
End of the school year festivities kicked off tonight with Awards Night! Wearing one of my favorite smocked dresses, with sleeves that is petite friendly. I’m 5’2” and wearing a small. 

Teacher style
Spring dress
Summer dress

#LTKOver40 #LTKSeasonal #LTKPetite
Headed to a concert tonight that I’ve been waiting to go to since I was 8 years old - Wilson Philips, Sheena Easton and Tiffany! Wearing a small in my tank top, 27 in my pants and my sandals are tts. This crossbody is perfect for concerts, lightweight and holds everything. It’s a great look for less option for the Clare V Grand Fanny. 

#LTKStyleTip #LTKOver40 #LTKPetite
Easy, comfy end of year teaching outfit. Gauze linen pull on pants and striped top are both size small. My Reef vista sandals are very comfortable, if you are a half size, I’d recommend sizing down. 
Teacher outfitt

#LTKSummerEdit #LTKWorkwear #LTKOver40
Easy drawstring LBD for the second to the last Tuesday of the school year. This little black dress also has pockets! I’m wearing small.

Teacher style
Summer dress

#LTKOver40 #LTKPetite #LTKWorkwear
Ready for another Memorial Day weekend BBQ! Gauze cotton shorts, striped button down shirt and my new favorite one band sandals. Wearing a small in my shorts and shirt.

Summer style
Preppy style


#LTKPetite #LTKSummerEdit #LTKOver40
Wine tasting then another bbq for Sunday of Memorial Day Weekend! Wearing a small in my shirt and  shorts. I’ve had this hat for several years and love it! 

Linen shorts
Summer outfit 
Vacation outfit 

#LTKPetite #LTKSummerEdit #LTKOver40
Happy Memorial Day Weekend! Size down in this cute American flag sweater. I’m wearing an XS. 

Patriotic OOTD
Fourth of July Style
Ralph Lauren
Preppy Summer Style
Summer outfit 

#LTKOver40 #LTKSeasonal #LTKPetite
Memorial Day Weekend fit! Took my boy shopping for his 8th grade promotion outfit before our bbq and pool party! Love these classic black shorts that are pull on, I’m wearing a small. My khaki tan baseball cap is available for nearly every MLB team. My Tory Burch sandals are an investment, but so comfy. 


#LTKOver40 #LTKSeasonal #LTKPetite
Yep, I’m over 40 and am still doing half tucks and front tucks. Nothing like a classic white button down shirt and jeans. My new sandals will literally go with everything this summer! They have the cutest cane basket weave. I ordered my usual 6.5 and they fit great. 

#LTKOver40 #LTKPetite #LTKWorkwear
I’m feeling teacher tired and this comfy, easy dress was the perfect outfit for this 90°+ day. 
I’m wearing a small in my dress and my regular size in these comfy platform sandals.


#LTKOver40 #LTKPetite #LTKFindsUnder50
Feels like summer in my butter yellow short sleeve sweater, gauze linen pants and sandals!
Wearing a small in both. 

Teacher ootd
Summer style

#LTKWorkwear #LTKOver40 #LTKPetite
These straight leg, high waisted acid wash jeans have been on repeat. Best part is they are petite friendly, under $25 and come in extended sizes. Im wearing a 4. 

I paired them with a favorite smocked puff sleeve top I’ve had for a few years. I linked similar options. 

Spring outfit 
Teacher stylee

#LTKOver40 #LTKStyleTip #LTKPetite
Costco run and play date on the agenda for this afternoon. I had someone tell me cropped jeans are dated and out of style. Being over 40, I’m okay with both not being on trend. There is a calm and peace that comes with wearing what you want and not worrying about the opinions of others and I’m here for it! 

Weekend style 
Button down shirt
Birkenstock Big Buckle

#LTKOver40 #LTKStyleTip #LTKPetite
Long Saturday for this sports mom. Lots of games today. Wearing some of my favorite 90s style acid wash petite friendly jeans. I’m 5’2” and wearing a 4. My Gucci crossbody bag is not linked, but available at Vintage Boho Bags on sale. 

Weekend look
Baseball hat 

#LTKPetite #LTKStyleTip #LTKOver40
What I wore to teach and then to an FFA banquet. Wide leg pants, summer sweater. Teacher style
Spring outfit 
Summer work wear

#LTKPetite #LTKWorkwear #LTKOver40
Simple, comfy outfit for my daughter’s parent picnic day and Open House.  Wearing small in my top and 27 in my wide leg jeans. 

Teacher outfit 
Spring outfit idea

#LTKWorkwear #LTKPetite #LTKOver40
Workwear classics for a busy Tuesday! Wearing a small 26” inseam in my wide leg pull on pants. 
Teacher outfit spring


#LTKOver40 #LTKWorkwear #LTKPetite
Crazy spring weather today! Pulled out my vintage London Fog rain jacket! 
Teacher outfit
Spring rainy day

#LTKOver40 #LTKPetite #LTKSeasonal
Cutest little petite friendly maxi dress with a smocked bodice and adjustable straps. I’m 5’2”, 34D and wearing a small. 
Vacation dress
Summer outfitt

#LTKTravel #LTKPetite #LTKSeasonal
Happy Mother’s Day! I have been absolutely spoiled today by the Mr & kids. Spent the afternoon lounging poolside in one of my favorite scalloped CupShe bikinis. It’s available in several colors and prints. I’m a 34D and wearing a medium. 



#LTKOver40 #LTKSwim #LTKTravel
Sports mom fit for an early morning followed by all the errands. My khaki tan baseball hat is available for nearly every MLB team. Wearing a small in my shorts and top. 
Weekend style
High waisted shorts
Summer outfitt

#LTKOver40 #LTKPetite #LTKActive
Linen two piece set I put together from separates. Date night option that isn’t a dress! Summer outfit 

#LTKSeasonal #LTKOver40 #LTKPetite
Linen drawstring shorts and striped button down shirt for a 92° at the pool! It’s definitely starting to feel like summer. Wearing a small in my shorts and shirt. 

Summer Outfit 


#LTKOver40 #LTKSeasonal #LTKPetite
What I wore to my 19th Open House! It’s hard to believe I will be starting my 20th year teaching in August! Time flies when you’re having fun! I’m wearing a small in my dress, runs tts. 
Teacher outfit
Linen dress
Summer outfit 


#LTKSeasonal #LTKPetite #LTKOver40
Easy, wide leg, petite friendly pants that are pull on with functional pockets for the win! I’m wearing a small 26” inseam. 

Spring style
Teacher outfitt

#LTKPetite #LTKWorkwear #LTKOver40
I picked up the cutest lightweight summer sweater, perfect for Memorial Day and the Fourth of July. I would recommend sizing down, I’m wearing an XS. Also linked an adorable patriotic sweater with a teddy bear and some of my other favorites. 
🇺🇸🧸❤️

Summer style 
Teacher outfitt

#LTKOver40 #LTKSeasonal #LTKStyleTip
Super windy Monday! Easy outfit of flare jeans, flowy blouse and clogs. 
Teacher outfit 
Spring fashion


#LTKOver40 #LTKStyleTip #LTKPetite
My go to teacher uniform. Midi-maxi dress topped with a denim
Jean jacket. This dress is petite friendly and runs tts. I’m wearing a small. It’s also on sale for $22. 
Teacher outfit 
Spring style 


#LTKSaleAlert #LTKWorkwear #LTKOver40
Easy, cozy, comfy outfit for the longest week ever. Wearing a small in my cardigan sweater and pants. 
Teacher style
Spring outfit 

#LTKOver40 #LTKPetite #LTKWorkwear
This jumper feels like pajamas! It’s lightweight, oversized, has functional front pockets, and is petite friendly. I wore it with my 2 inch platform sandals. I’m 5’2” and wearing a small. 
Summer style
Spring outfit
Teacher outfit 

#LTKStyleTip #LTKOver40 #LTKPetite
Petite friendly flare jeans, butter yellow sweater. Spring outfit petite style over 40 day date ootd

#LTKOver40 #LTKStyleTip #LTKPetite
Easy olive pull on shorts, double strap platform sandals and a basic tee. 

Weekend look
Summer outfit
Vacation style

#LTKOver40 #LTKPetite #LTKStyleTip
LTK
  • Follow us
  • Podcast: More to Say
  • @shop.LTK
  • @LTK.home
  • @LTK.family
  • @LTK.europe
  • @LTK.brasil
  • @LTK.australia
  • @LTK.asia
  • Learn more
  • LTK
  • Become a Creator
  • Brand Platform
  • Newsroom
  • Company
  • Careers
  • Legal
  • Terms of Service
  • Privacy Policy
  • Cookie Policy
  • Imprint
  • Do Not Sell
  • Patents
  • Support
  • Help Center
  • Site Map
  • Contact Us

© 2025 rewardStyle Inc.
Download on the App Store Get it on Google Play

My Carts

Your cart is empty

You can now shop select brands on LTK! Keep an eye out for the Buy Now badge.

Start shopping