Thrifted, vintage & affordable outfit inspiration
Jeans I Thrifted + 3 Ways I’m Styling Them

Jeans I Thrifted + 3 Ways I’m Styling Them

3 ways Hannah Rupp styled a pair of thrifted Levi jeansThrifting a Pair of Jeans

One thing I hear over and over from my internet community is the painful process of trying to thrift jeans. (This goes for in-person and online.) I feel ya!

So what do you do when you try on a pair of jeans at a thrift store and they fit you perfectly? Buy them without a second thought and style them immediately. Oh, and, don’t forget to do a happy dance in the dressing room!

I recently struck gold by finding a pair of gray Levi high-waisted jeans at the thrift store. With or without an available dressing room, I always carry a retractable measuring tape with me to help me find the perfect fit and save me the trouble of trying on my finds.

I held it up to pair after pair with no luck.

Then these Levi’s matched all my measurements so I threw them in my cart to try on. To not much of a surprise, they were the perfect fit. And they’ve got just enough stretch in them to make them comfy, too!

The price tag was a lot higher than I normally pay – $11 – but I rarely find jeans that fit and are something that will fill a gap in my closet so I bit the bullet and bought them. So far, no regrets!

How I Styled My Thrifted Jeans

These thrifted jeans are a good, neutral counterpart to my rainbow wardrobe. I’m in need of darker colors to anchor my outfits so I had fun playing around in my closet and coming up with combinations. Here’s how I styled my thrifted jeans!

Styling My Thrifted Jeans With a Sweatshirt

The fit of these thrifted jeans can be casual so I leaned into that with my first look. It’s a thrifted sweatshirt that I cropped myself, a pair of old sneakers, and a simple necklace.

I could take this even further with a plaid around my waist or a denim jacket. It’s a great throw-and-go look!

hannah rupp is similar wearing a green cropped sweatshirt and high waisted thrifted jeans

Styling My Thrifted Jeans With a Moto Jacket

I am really digging the second way I styled my thrifted jeans. As soon as I saw them, I knew they were meant to be worn with a moto jacket.

This look feels so cool! Plus I could style a plethora of different tops and tees under the moto jacket to change the look ever so slightly. I added the beret and red lipstick to give it a feminine edge.

hannah rupp is smiling wearing a red beret and red lipstick. she has on a black graphic tee, moto jacket, and thrifted high waisted Levi jeans.

Styling My Thrifted Jeans With an Oversized Vintage Blazer

My last look was inspired by a similar ‘fit I wore many years ago that involved flared jeans, a graphic tee, and this oversized vintage blazer. I recreated (or outfit repeated!) the whole thing but swapped out the flared jeans for these new thrifted Levi jeans.

I am obsessed with the look!

hannah rupp is posing in a graphic tee shirt, oversized vintage plaid blazer, and high waisted thrifted jeans. she's kicking up her heel to reveal a white heeled boot.

Tips For Thrifting Jeans

If you’re trying to thrift a pair of jeans and could use some help/encouragement, remember to:

  • Carry a measuring tape and check every pair that catches your eye
  • Thrift outside of your usual size, go up and down at least 2 sizes, if possible
  • Pay attention to the care tag/fabric content. Spandex will give you more wiggle room with the size!
  • Wear a dress, skirt, or biker shorts when thrifting so you can try jeans on over your clothes if a fitting room isn’t available
  • Be patient! 🙂


What tips would you add to this list? What do you think of these outfits?

If you enjoyed this post, please be sure to Pin your favorite look to try later!



Notify of

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Inline Feedbacks
View all comments

This will close in 20 seconds

What do you think of this? Let me know!x