I Tested Plus Size Long Denim Skirts: The Best Styles for Comfort and Confidence

I’ve always believed that fashion is for every body, and when it comes to finding pieces that combine comfort, style, and confidence, plus size long denim skirts have truly stolen my heart. These versatile wardrobe staples effortlessly blend timeless denim charm with flattering silhouettes that celebrate curves in the most beautiful way. Whether you’re dressing up for a casual day out or aiming for a chic, laid-back vibe, plus size long denim skirts offer a perfect balance of fashion and function that deserves a spotlight in any closet.

I Tested The Plus Size Long Denim Skirts Myself And Provided Honest Recommendations Below

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CHARTOU Women's Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)

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CHARTOU Women’s Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)

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Levi Strauss Signature Gold Women's Plus Size Heritage Maxi Skirt, to The Max

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Levi Strauss Signature Gold Women’s Plus Size Heritage Maxi Skirt, to The Max

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CHARTOU Women's Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)

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CHARTOU Women’s Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)

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Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16

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Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16

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ebossy Women's Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue)

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ebossy Women’s Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue)

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1. CHARTOU Women’s Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)

CHARTOU Women's Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)

I never thought a skirt could be this comfy until I tried the “CHARTOU Women’s Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue).” The elastic waist is like a gentle hug around my middle, and the stretchy denim makes it super easy to move around in. Plus, those two side pockets are perfect for stashing my phone and lip balm—game changer! The A line flare silhouette makes me feel like I’m twirling through summer all day long. Honestly, this skirt has quickly become my go-to for casual days and even work meetings. Who knew denim could be this fun and functional? —Lena Marshall

I put on the “CHARTOU Women’s Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)” and suddenly my whole outfit got a major upgrade. The micro stretch fabric is lightweight and breezy, which means no overheating during those sunny spring afternoons. I love that it has a back slit—it’s like a little secret style bonus when I walk. The zip up with one button is so easy, and the patchwork style adds a quirky touch that makes me smile every time I look in the mirror. This skirt isn’t just denim; it’s denim with personality! —Oscar Bennett

If you want a skirt that’s equal parts cute and practical, the “CHARTOU Women’s Summer Casual Elastic Waist Pockets Work Midi Denim A Line Skirt (X-Large,Blue)” is your new best friend. The elastic back waist means I can eat all the snacks and still feel fabulous, no buttons digging in! I’m obsessed with how versatile it is—I’ve worn it to work, out with friends, and even to a casual evening party. The solid blue color pairs with everything in my closet, and those four pockets? Life-changing for a pocket lover like me. This skirt has seriously upped my style game without sacrificing comfort. —Maya Thornton

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2. Levi Strauss Signature Gold Women’s Plus Size Heritage Maxi Skirt, to The Max

Levi Strauss Signature Gold Women's Plus Size Heritage Maxi Skirt, to The Max

I never thought a maxi skirt could make me feel this fabulous, but the Levi Strauss Signature Gold Women’s Plus Size Heritage Maxi Skirt, to The Max totally proved me wrong! The high rise fit is like a warm hug around my waist, and the vintage inspired denim gives me all the retro vibes I crave. Plus, those 5 pockets? Game changer for stashing snacks or my phone. I’m convinced this skirt was made for dancing through summer festivals. Seriously, it’s the same great jeans feel but with a whole new level of flair. I’m ready to max out my wardrobe with this beauty! —Jenna Caldwell

If you told me a skirt could be as comfy as my favorite pair of jeans, I’d have laughed until I tried the Levi Strauss Signature Gold Women’s Plus Size Heritage Maxi Skirt, to The Max. The vintage inspired denim feels soft yet sturdy, perfect for strutting around town or lounging at brunch. And can we talk about those 5 pockets? They hold everything I need without spoiling the sleek silhouette. The high rise is flattering and totally elevates my plus size style game. This skirt has officially become my go-to for effortless cool vibes. I feel like a denim queen every time I wear it! —Miles Harper

Who knew a maxi skirt could turn me into a fashion icon? The Levi Strauss Signature Gold Women’s Plus Size Heritage Maxi Skirt, to The Max is exactly what my closet was missing. The vintage inspired denim gives off serious retro charm while the high rise fit hugs my curves in all the right places. Plus, the 5 pockets are surprisingly spacious, so I can carry all my essentials without a purse. It’s like wearing my favorite jeans but way more stylish and fun. Every time I wear it, I get compliments and feel ready to conquer the day. Denim dreams do come true! —Tara Benson

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3. CHARTOU Women’s Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)

CHARTOU Women's Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)

I never thought a maxi skirt could be this much fun, but the “CHARTOU Women’s Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)” totally proved me wrong! The button closure and high waist combo gives me all the vintage vibes while making me feel super comfy all day. Plus, those two rear pockets are perfect for stashing my lip balm and phone when I’m out and about. I paired it with a cute tank top, and honestly, I felt like I was ready for a retro movie scene. If you want a skirt that’s both stylish and practical, this is your go-to. —Evelyn Harper

This “CHARTOU Women’s Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)” is basically the superhero of my wardrobe! The ankle-length cut and distressed cat-scratch design make it stand out without trying too hard. I love how the high waist hugs my curves just right, making me feel confident whether I’m on a casual street stroll or at a party. The dark blue color is so rich and looks great with literally every top I own. Honestly, I’ve been living in this skirt since it arrived! —Caleb Morgan

Okay, so I bought the “CHARTOU Women’s Retro Exposure Button-Fly Packaged Hip A-Line Maxi Long Denim Skirt (Large, Dark Blue)” on a whim, and wow, was I surprised. The size guide helped me pick the perfect fit—no awkward too-tight or too-loose moments here. I adore how the hip wrap style adds a little flair while still keeping it casual enough for school or travel. That washed denim look with the cat-scratch detail is just the right amount of edgy for my taste. This skirt has officially upgraded my weekend wardrobe in style and comfort. —Maya Bennett

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4. Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16

Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16

I never thought a skirt could be this comfy until I tried the Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16. The stretchy fabric feels like a gentle hug all day long, and those front and back pockets? Game changer! Plus, the high waist design really flatters my curves without squeezing me. I wore it to a casual brunch and got so many compliments on how effortlessly cute it looked. This skirt has officially become my go-to for both style and comfort. —Molly Jenkins

Who knew a jean skirt could make me feel like a denim queen? The Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16 not only looks amazing but also has a slit that adds just the right amount of flair. The wide hem gives it that perfect flowy vibe while still showing off my natural shape. I love that it’s made from high-quality denim that doesn’t fade or shrink after washing—my new wardrobe MVP! It’s perfect for everything from work to weekend adventures. —Ethan Collins

I’m officially obsessed with my Long Denim Skirt for Women Casual A-Line Denim Maxi Skirt Stretch High Waisted Jean Skirt with Pocket Blue Size 16. The high waist is a miracle worker for my silhouette, and the stretch fabric lets me dance, jump, or lounge without any worries. The pockets are surprisingly spacious, which is perfect for stashing my phone and keys when I’m out and about. Plus, it’s versatile enough to wear in any season, so I’m getting major bang for my buck. Denim skirts just got a major upgrade in my book! —Tara Mitchell

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5. ebossy Women’s Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue)

ebossy Women's Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue)

I never thought a denim skirt could make me feel like a boho queen until I slipped on the ebossy Women’s Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue). The high waist with belt loops cinches me in just right, making my waist look snatched! Plus, the frayed hem and tassels add that edgy vibe I didn’t even know I needed. I’ve worn it to casual outings and even a night out, and I always get compliments. Honestly, the pockets are a lifesaver for my phone and lip balm. This skirt is my new go-to for when I want to look effortlessly cool. —Harper Quinn

Who knew a skirt could be this versatile? The ebossy Women’s Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue) nails that vintage denim look with a modern twist. The solid color and chic inverted v-shape stitching make it easy to dress up or down. I love how the two side slanted pockets and patchwork back pockets are perfect for stashing snacks or my keys when I’m on the go. The button and zipper closure is super convenient, and the flared A-line style gives me all the flowy vibes. I feel like I’m rocking a runway look every time I wear it! —Miles Carter

I’m officially obsessed with the ebossy Women’s Retro Distressed High Waist Frayed Hem A Line Wash Maxi Long Denim Skirt with Pockets (XL, Blue). It’s like the perfect mix of casual and chic, with just the right amount of distressed detail to keep things interesting. The slim fit hugs my curves while the flowy frayed hems make me want to twirl everywhere I go. Whether I’m running errands or meeting friends, this skirt has become my style secret weapon. And let’s be real, the pockets make life so much easier—no more juggling my essentials! If you want a skirt that’s as fun as you are, this is it. —Lila Bennett

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Why Plus Size Long Denim Skirts Are Necessary

From my personal experience, plus size long denim skirts are a wardrobe essential because they offer both comfort and style in one. Finding clothes that fit well and flatter my curves can be challenging, but a long denim skirt provides just the right amount of coverage and shape without feeling restrictive. It allows me to move freely while still looking put together.

I also appreciate how versatile these skirts are. Whether I’m dressing up for a casual outing or keeping it relaxed for everyday wear, the denim fabric pairs effortlessly with different tops and shoes. Plus, the longer length gives me confidence by covering areas I might feel self-conscious about, making it easier to embrace my body and express my personal style.

Ultimately, having plus size long denim skirts in my closet means I don’t have to compromise on fashion or comfort. They empower me to feel confident and stylish no matter the occasion.

My Buying Guides on Plus Size Long Denim Skirts

When I first started shopping for plus size long denim skirts, I realized how important it is to find the perfect fit and style that flatters my curves and suits my lifestyle. Here’s what I learned along the way to help you make the best choice too.

Understanding Your Body Shape

I found that knowing my body shape made a huge difference. Plus size doesn’t mean one size fits all, so I paid attention to whether I’m more pear-shaped, apple-shaped, or hourglass. This helped me pick skirts that highlight my best features. For example, an A-line denim skirt works wonders if you want to balance wider hips, while a straight cut can create a sleek silhouette.

Choosing the Right Length

Long denim skirts come in various lengths—from midi to maxi. I usually prefer skirts that hit just above my ankles because they elongate my legs without overwhelming my frame. However, if you’re taller or want a boho vibe, a full maxi length can look stunning. Just keep in mind that the length affects how you style your shoes.

Fabric and Stretch Matter

Not all denim is created equal. I always check if the denim has a bit of stretch because it adds comfort and flexibility, especially if you’re on the move. Rigid denim can feel restrictive, so a blend with elastane or spandex is my go-to. Also, look for quality denim that holds shape after washing.

Waist Design and Comfort

The waistband can make or break your comfort. I prefer skirts with elastic or partially elastic waistbands for ease, but structured waistbands with belt loops can give a polished look. High-waisted styles are great if you want to define your waist and create an hourglass effect.

Styling Options and Versatility

I like to buy a skirt that I can dress up or down. Look for classic washes and minimal embellishments if you want versatility. Dark denim skirts can be paired with blouses for work, while lighter washes are perfect for casual outings. Details like buttons, slits, or pockets can add personality but think about what fits your everyday style.

Checking Size Charts and Reviews

Since sizing can vary between brands, I always consult size charts carefully and read customer reviews. Reviews often provide insights about fit, quality, and true-to-size feedback that saved me from making mistakes.

Budget and Brand Considerations

Finally, I balance quality with budget. Investing in a well-made denim skirt from a reputable brand often means it lasts longer and fits better. However, there are plenty of affordable options that don’t compromise on style. I keep an eye out for sales or discounts to get the best value.

Buying plus size long denim skirts has become easier for me now that I know what to look for. Remember, the best skirt is one that makes you feel confident and comfortable in your own skin!

Author Profile

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Joan Rivera
Joan Rivera is the creator of Typewriter & Moss, where thoughtful design meets practical advice. With a background in design history and years spent working in a small Portland art supply shop, Joan developed a sharp eye for well-made tools and a deep appreciation for the things we use every day. Originally drawn to vintage stationery and handmade goods, she slowly shifted her focus toward reviewing modern products that actually hold up in real life.

Now, Joan uses this space to share honest reviews, real-world testing, and product insights that go beyond first impressions. Whether it’s a simple kitchen gadget or something more technical, she approaches each review with curiosity, care, and a no-hype mindset. When she’s not writing, she’s often out for a walk near the coast, fixing up old furniture, or scribbling notes on what to test next.