My Favorite and Most-Worn Jeans

November 10, 2025

Fall Outfit featuring Veronica Beard Blazer, Agolde Straight Leg Jeans, Manolo Blahnik Ballerina Flats

I know we’re all fans of #sweaterweather but how about #denimweather?

I am a jeans girl through and through and while I definitely own my fair share of good jeans, I certainly play favorites, too. And frankly, sometimes shopping for jeans can be really hard. I for one find model photos often not representative of the styles due to height. As a 5’5″, I usually need to see jeans on my own frame, and if I love the fit of a pair, I’ll sometimes tailor or cut them.

I definitely have a variety of favorite pairs and I’ve updated my denim wardrobe over the years to account for certain styles ebbing and flowing in popularity. This post breaks down my favorite and most-worn jeans and how I wear them.

My Favorite and Most-Worn Jeans

Wit & Whimsy wearing her Favorite and Most-Worn Jeans

Reformation Cynthia High Rise Straight Jean

This is a current go-to style for me. It’s versatile, on trend but not too out of my comfort zone. I think they are really flattering on but know they don’t have stretch. 

I find the denim at this brand to run quite small and sized up twice to a 29 to get a fit that I could handle.

My Favorite and Most-Worn Jeans: Agolde Ren Jeans

Agolde Ren Jeans

This silhouette is back in a big way this year. I eased into it with the Agolde Ren jeans (size 28).

I now own three colors! They are comfy, on trend and don’t overwhelm my frame.

The dark Hush color being my newest acquisition. I love them with a heel, too:

My Favorite and Most-Worn Jeans: The Barrel Leg Jean

Levi’s Wedgie Straight Jeans and Sarah Flint Perfect Pump

Levi’s Wedgie Straight Jeans

These Levi’s Wedgie Straight Jeans jeans are just so comfy and I absolutely love how they look with heels. They were one of my original straight leg pairs I bought years ago.

I get questions on these every time I wear them on Instagram and truth be told I tried A LOT of pairs of Levi’s before I found these and fell in love. I wear them in a size 28 and they’re a little baggie like the mom-jean style should be.

For just $98 you can’t beat the price and wear on these jeans. 

My Favorite and Most-Worn Jeans: Levi's 501 Crop Jeans

Levi’s 501 Crop

Iconic jeans for good reason! At 5’5″ I love the Levi’s 501 crop because of where they fall above my ankle. These are kind of like the original straight leg jean. These jeans have the signature button fly, a high rise, and are fitted through the hip and thigh. I think they’re super flattering!

They come in loads of washes and colors and are just $98. I wear my usual size 28.

Sezane Navy Blazer, Agolde Riley Jeans, Alex Mill Striped Tee and Margaux Mules with Celine Box Bag

Agolde Riley Jeans

My favorite straight leg, cropped jeans are the Agolde Riley Jeans. These are a pretty rigid denim in certain washes/fabrics (like the ones above) but I love how flattering they are and that they hit me right above the ankle. I wear them in a size 28. 

Given their popularity, the brand has released them in a variety of washes, lengths, rises and fabrics. That being said, I recommend buying more than one pair to try and see which suits you best!

Paris Winter Outfit

I also bought them in a dark wash for Fall and Winter wear. This wash has a bit more give than my others. I believe the brand has started listening whether that particular denim has stretch or not.

My Favorite and Most-Worn Jeans: Everlane Cheeky Straight Jean

Everlane Cheeky Straight Jean

The Cheeky Straight Jean by Everlane is right up my alley. Mom jeans but make them chic. This pair is so good with slingbacks and heels in particular. Wearing Ankle length. Above I am wearing the Sky Blue color but I also own them in a classic Indigo Blue wash. I’m a size 28. 

The Cheeky jean comes in a variety of other styles such as Curvy, 90s and Original.

I really like that the brand has introduced your ability to choose your inseam length for a more tailored look.

Straight Leg Nipped Jeans, Belt, V-Neck Cashmere Sweater, Berkley Small Shoulder Bag, Suede Square Toe Boot

J.Crew Straight Leg Nipped Jeans 

A good 90s style jean that pairs well with boots or flats and is a great affordable price point. Wearing size 28.

Sezane Plaid Blazer and Veronica Beard Daniela Jean

Veronica Beard Daniela Jean

They no longer make this style but they remain one of my favorite straight leg jeans with just a bit of a crop. Their denim definitely is worth a browse. 

Wearing size 28. 

My Favorite and Most-Worn Jeans: AYR The Legend

AYR The Legend

Obsessed with these jeans. The perfect full length, straight leg 90s style jean. I love them with sneakers, with heels and with ballet flats. I sized up to a 29 for a slouchier fit. (For a more affordable version try the Gap 90s Jean).

Been wearing them so much I just ordered another pair by the brand – The Getup – as this was the style I saw so many French girls wearing on a recent trip to Paris.

. . .

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Why These Are My Favorite and Most-Worn Jeans

I should caveat that I do believe in investing in “designer denim” so to speak. I wear my jeans a lot and I believe in having pairs that make you feel GD awesome when you put them on. The above are the brands that do that for me. I’ve tried tons of brands and styles and have figured out the brands I like on me, the styles that are go-to, and the trends I embrace. These are truly my favorite and most-worn jeans. I recognize that $200 for jeans is a lot but think it allows you to think critically about what styles you’ll get the most wear out of.

If you can’t wear jeans to work you may want to try trendier styles for nights out or weekend adventures. If you work in a casual environment, it may make sense to invest in a pair that’s able to go from desk to drinks with the right styling. Try lots of pairs and take photos in the mirror and see what you think! That’s generally how I figure out what pairs I love best. Levi’s make my favorite affordable denim followed by Madewell.

Like my jeans collection? Check out My Favorite and Most Worn Shoes + How I Take Care of Them and My Bag Collection.

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comments +

  1. Allie says:

    Paige is one of my favorite brands too, though I’ve recently had good luck at J.Crew when their jeans are in sale. Especially the high waisted ones. I love those Rag and Bones ones for my next pair of investment jeans.
    Have a wonderful Monday! xAllie
    http://www.theallthatglittersblog.com

  2. Amy says:

    Wow, you’re making me want to buy every single one of these! Also random – but do you have a favorite nail salon in Brooklyn? I know you love Hortus Nailworks on the Lower East Side, but I need a gel manicure to last me through the weekend and trying to find a place closer to home.

    • Meghan says:

      Ha! Glad to be convincing 🙂 For BK nails I rarely get them done here but have gotten a gel manicure at Henry Street Nails (I think that’s the name!) and it was pretty good!

  3. Rachel says:

    Love, love, love this post! I too am a huge denim fan and am currently working on updating my collection! I’ll have to pick up a few of these pairs.

    Rachel
    http://www.hello-her.com

  4. Marianne says:

    Love this post! DO you think mother jean run true to size? I loved the crop ones you stated above?

    Thanks love your blog—

    Marianne

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