LTK
sarahkellystyle on LTK

Boot Guide

By sarahkellystyle

Struggling to style your Chelsea boots with jeans this winter?
You’re not alone — not all denim pairs are created equal when it comes to this classic boot.

I’m breaking down which jean silhouettes actually flatter your Chelsea boots (and which are making your outfit feel off):
✔️ Cropped wide-leg
✔️ Straight-leg that hits at the ankle
✔️ Barrel jeans (so good!)
✔️ Pointed-toe Chelsea boots with a slight heel for those full-length fits

Swipe to see side-by-side examples — then shop the boots + denim combos I swear by below.

📌 Save this for your next winter outfit mood board.

#chelseaboots #winteroutfitideas #denimguide #wardrobestaples #ltkstyletip

#LTKootd #LTKOver40 #LTKgrwm
The Chelsea boot round-up!
These are elevated boots that you can style all winter long. I linked some of my favorites!

#LTKGiftGuide #LTKHoliday #LTKCyberWeek
The Fall Boot Style Guide for an intentional, over-40 wardrobe
You don’t need more options—you need the right ones.

#LTKSeasonal #LTKOver40 #LTKShoeCrush
The key to styling wide-leg jeans in fall is pairing them with a sleek bootie. The pointed toe peeks out just enough to elongate your legs and keeps the outfit looking polished, not bulky  

#LTKOver40 #LTKSeasonal #LTKStyleTip
The Sleek Bootie.
Minimal. Modern. The one that bridges every outfit together. They pair perfectly with wide leg jeans, barrel, jeans, or straight leg jeans. These boots fit true to size. If you’re looking for one amazing pair, I could not recommend these enough for the style and comfort.

#LTKStyleTip #LTKOver40 #LTKWorkwear
Here’s a closer look at these gorgeous investment boots! Love the sleek look + low heel for everyday wear

Go up a size if your between sizes, these run snug. 



#LTKShoeCrush #LTKOver40 #LTKSeasonal
The Fall Boot Style Guide for an intentional, over-40 wardrobe
You don’t need more options—you need the right ones.

#LTKOver40 #LTKShoeCrush #LTKWorkwear
The sleek black booties I’ll be wearing on repeat all fall long  

#LTKStyleTip #LTKSeasonal #LTKOver40
Versatile, comfy, and effortlessly chic — brown Chelsea boots deserve their moment 👢 

#LTKShoeCrush #LTKStyleTip #LTKSeasonal
One pair of boots, four different outfits 👢 Which look are you saving for fall? 🍁 #HowToStyle #FallWardrobe #LTKFallFashion

#LTKOver40 #LTKStyleTip #LTKSeasonal
Fall Boot Guide 

#LTKStyleTip #LTKShoeCrush #LTKSeasonal
Sleek, comfy, and perfect for fall 🍂 These black Staud boots are my go-to right now. They elevate any outfit. Linking them + a more affordable Steve Madden pair!

#LTKShoeCrush #LTKStyleTip #LTKOver40
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

© 2026 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