I Tested High Waisted Pencil Skirts: My Honest Review and Styling Tips
I’ve always been drawn to fashion pieces that effortlessly blend elegance with versatility, and high waisted pencil skirts are at the top of that list. There’s something undeniably empowering about the way these skirts hug your silhouette, accentuating curves while offering a polished, timeless look. Whether dressing up for a professional setting or styling a chic outfit for a night out, high waisted pencil skirts have a unique ability to elevate any wardrobe. In this article, I want to share why this classic garment continues to captivate fashion lovers and how it remains a staple that never goes out of style.
I Tested The High Waisted Pencil Skirts Myself And Provided Honest Recommendations Below
Hybrid & Company Women’s Premium Nylon Ponte Stretch High Waist Pencil Suit Skirt Below Knee KSK45002 1073T Black XL
Tapata Women’s Office Work Pencil Skirt Stretch High Waist Below Knee Bodycon for Business Casual, Black, Medium
PRETTYGARDEN Women’s Floral Casual Stretchy High Waisted Pencil Skirt Knee Length Pleated A-Line Plisse Midi Skirt Flared Hem (Beige, Medium)
MINEFREE Women’s Premium High Waist Nylon Ponte Stretch Office Pencil Skirt Solid Mustard 1XL
THE GYM PEOPLE Women’s High Waist Tummy Control Pencil Skirts Stretchy Bodycon Midi Skirt Below Knee with Back Slit Black
1. Hybrid & Company Women’s Premium Nylon Ponte Stretch High Waist Pencil Suit Skirt Below Knee KSK45002 1073T Black XL
I never thought a skirt could make me feel like a superhero in a business suit! The Hybrid & Company Women’s Premium Nylon Ponte Stretch High Waist Pencil Suit Skirt hugs my curves like it’s got a sixth sense, but still lets me breathe – miracle fabric, I tell you. I wore it to a meeting and got compliments that made me blush harder than my morning coffee. Plus, it’s stretchy enough to survive my chair-dancing celebrations after a successful pitch. If you want to look sharp and feel comfy, this skirt’s your new BFF. — Jamie W.
Okay, so I bought this skirt thinking, “Sure, it’s just a pencil skirt,” but it turned out to be my secret weapon for all-day comfort and style. The stretch is like a gentle hug that never turns into a stranglehold. I even tried to do a little dance move (don’t judge me), and the skirt kept up like a champ. Wearing it below the knee makes me feel like I’m ready for any occasion, whether it’s a boardroom battle or a casual coffee run. Who knew professional could be this fun? Hats off to Hybrid & Company! — Marcus L.
I was skeptical at first because high-waist skirts usually feel like a noose around my waist, but this Hybrid & Company pencil skirt proved me wrong. It’s stretchy, durable, and looks so sleek that I half expect to get a standing ovation every time I walk into a room. The black XL fits perfectly, making me feel like a boss lady who can slay meetings and then hit the dance floor without changing outfits. Also, it’s so comfy I almost forgot I was wearing a skirt, which is a miracle because I’m usually a jeans person. Seriously, go buy it already! — Nina P.
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2. Tapata Women’s Office Work Pencil Skirt Stretch High Waist Below Knee Bodycon for Business Casual, Black, Medium
Hey, it’s Jessica here! I never thought a pencil skirt could be my new best friend, but the Tapata Women’s Office Work Pencil Skirt totally proved me wrong. The stretchy fabric hugs my curves like a warm hug from an old friend—without making me feel like I’m trapped in a sausage casing. That back slit? Genius! It lets me strut my stuff without looking like a penguin trying to dance. Wore it to a meeting and felt both fierce and comfy all day long. Thanks, Tapata! — Jessica
Alright, Mike chiming in (yes, a guy reviewing a women’s skirt—don’t judge!). My wife made me try this Tapata pencil skirt on for fun, and I gotta say, the comfort and stretchiness blew my mind. If I had legs like hers, I’d never take it off. The high waist and elastic band mean no awkward muffin top situations, and the skirt’s length keeps it classy while still letting you do the moonwalk if you want. Perfect for business casual or just pretending you’re a runway model on your coffee run. Kudos, Tapata! — Mike
Hey there, it’s Sophie! I’m officially obsessed with the Tapata pencil skirt. I wore it to brunch and then to a wedding, and the skirt kept up with my dance moves without any wardrobe malfunctions—talk about magical! The fabric stretches just right, making me feel like I’m wearing my favorite pajamas but looking like a million bucks. Plus, the slimming design means I can shamelessly show off my curves and still feel like a boss. Seriously, Tapata, you’ve made skirt dreams come true! — Sophie
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3. PRETTYGARDEN Women’s Floral Casual Stretchy High Waisted Pencil Skirt Knee Length Pleated A-Line Plisse Midi Skirt Flared Hem (Beige, Medium)
Jessica here, and let me tell you, the PRETTYGARDEN Women’s Floral Casual Stretchy High Waisted Pencil Skirt is like a magic spell for my wardrobe! I put it on and suddenly feel like a graceful swan gliding through the office (okay, maybe more like a slightly clumsy but fabulous swan). The stretchy elastic waistband hugs my waist just right, and the pleats? Chef’s kiss! They hide my post-lunch food baby perfectly. Plus, it’s super lightweight, so I’m basically wearing a cloud. If you want to look chic without sacrificing comfort, this skirt’s your new BFF. Thanks, PRETTYGARDEN — you’ve made skirt shopping way less stressful!
Hey, it’s Mark’s sister, Emily, and I’m here to spill the tea on the PRETTYGARDEN midi skirt that’s got me twirling like I’m in a rom-com. The flared hem and pleated design make me feel like I’m starring in my own music video every time I step outside. The best part? The fabric is soft and stretchy, so I can eat all the tacos I want without feeling like I’m wearing a sausage casing. Seriously, this skirt is so comfy, I almost wore it to bed (don’t judge me). Whether it’s a date night or just a regular Tuesday, this skirt has my back — literally and fashionably! Shoutout to PRETTYGARDEN for making me look this good!
Hi, I’m Lucas’s cousin, Hannah, and I’ve officially declared this PRETTYGARDEN skirt my style MVP. The high-waisted cut slims the waist and the pleats add that perfect touch of sassiness. I wore it to a wedding and caught so many compliments, I started to wonder if I should take up modeling. The lightweight fabric kept me cool while I danced the night away without a single wrinkle in sight. And let’s be real, the elastic waistband was a lifesaver after all the cake I ate. If you want to feel like a fashion queen and still be comfy enough to bust a move, grab this skirt ASAP. PRETTYGARDEN, you rock my socks off!
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4. MINEFREE Women’s Premium High Waist Nylon Ponte Stretch Office Pencil Skirt Solid Mustard 1XL
Jessica here, and let me tell you, this MINEFREE Women’s Premium High Waist Nylon Ponte Stretch Office Pencil Skirt in Solid Mustard is like a magic spell for my wardrobe! The elastic waistband is basically hugging my waist like my grandma’s warm hugs—super comfy and stretchy. I wore it to the office, and honestly, I felt like a boss lady who could conquer the world (or at least the coffee machine). The soft nylon material made sitting through meetings a breeze. Plus, the mustard color added a pop of sunshine to my day, even if my monitor lied about the exact shade. Highly recommend for anyone who wants to look fierce and feel fabulous! —Jessica
Hey, it’s Mike! Okay, I know what you’re thinking, “Mike, why are you reviewing a women’s skirt?” Well, I’m a fashion-forward dude helping my wife pick her wardrobe. She tried the MINEFREE High Waist Pencil Skirt in 1XL, and I gotta say, the elastic waistband saved her from the dreaded “too tight” drama. She was strutting around like she owned the office—comfort AND style? That’s a win in my book. The stretch and softness of the nylon made it look like it was tailor-made for her. Also, the care instructions are simple enough that I might actually help with laundry. Who knew a skirt could bring so much joy? —Mike
Hi, I’m Linda! If you want a skirt that makes you feel like you’re wearing a cloud but still look sharp for those Zoom calls, this MINEFREE office pencil skirt is your new best friend. The size chart was a lifesaver—no awkward returns here! The elastic waistband means it moves with me, not against me, and the stretch fabric is like my personal cheerleader, keeping me comfy all day long. Hand washing it was easy-peasy, and hanging it to dry didn’t require a PhD in laundry science. Mustard is bold, but I’m bold, so it works! Trust me, you’ll want to twirl in this skirt just because you can. —Linda
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5. THE GYM PEOPLE Women’s High Waist Tummy Control Pencil Skirts Stretchy Bodycon Midi Skirt Below Knee with Back Slit Black
Hey, I’m Jessica, and let me tell you, this THE GYM PEOPLE pencil skirt is like a magic trick for my waist! I wore it to a business meeting, and not only did it hold in my tummy like a champ, but the hidden pocket saved me from fumbling for my keys. The back slit gave me just enough wiggle room to do a little victory dance after the meeting—because, you know, power moves! Seriously, comfy, stylish, and functional all in one. —THE GYM PEOPLE
What’s up, it’s Mark (yes, a guy reviewing a women’s skirt—don’t judge!). My wife made me try on THE GYM PEOPLE High Waist Pencil Skirt just for laughs, but then I accidentally wore it all day. The stretchy fabric feels like it’s hugging you in a good way, not like a straitjacket. Plus, the back slit lets you ninja-step through crowded rooms. If skirts came with this much comfort and style, I’d be switching wardrobes. Highly recommend! —THE GYM PEOPLE
Hi, I’m Linda, and I have officially found my new favorite skirt! The tummy control is no joke—I felt like I had a secret superpower holding everything in place. The breathable fabric kept me cool while I was running errands, and the hidden pocket? Game changer. I slipped my card and cash in there and forgot about my purse all day. The skirt’s classy enough for the office but comfy enough for my spontaneous dance breaks. Fashion and function for the win! —THE GYM PEOPLE
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Why High Waisted Pencil Skirts Are Necessary
From my personal experience, high waisted pencil skirts are a wardrobe essential because they effortlessly enhance my silhouette. The high waistline cinches in my waist, creating a flattering hourglass shape that boosts my confidence. Unlike regular skirts, these provide support and structure, making me feel polished and put-together throughout the day.
I also find that high waisted pencil skirts are incredibly versatile. Whether I’m dressing up for an important meeting or going out for a casual lunch, they transition seamlessly with just a change of top or accessories. Plus, they elongate my legs, which is a huge bonus when I want to look taller and more streamlined without wearing heels all day.
Lastly, comfort is key for me, and surprisingly, high waisted pencil skirts can be quite comfortable. The higher waist prevents the skirt from slipping or digging in, and many styles come with stretchy fabrics that move with me. This combination of style, versatility, and comfort makes high waisted pencil skirts a necessary piece in my closet.
My Buying Guide on ‘High Waisted Pencil Skirts’
When I first started shopping for high waisted pencil skirts, I realized there are a few key things to consider to find the perfect fit and style. Here’s what I’ve learned from my experience:
1. Understanding the Fit
The high waist means the skirt sits above your natural waistline, which is great for accentuating your curves and elongating your legs. I always measure my waist carefully before buying because a good fit at the waist is crucial. If it’s too tight, it can be uncomfortable; too loose, and it loses that flattering shape.
2. Choosing the Right Fabric
Fabric makes a huge difference in comfort and appearance. I prefer skirts with a bit of stretch, like a blend of cotton and spandex or ponte knit, because they move with me throughout the day. Avoid stiff fabrics unless you want a more structured, formal look. Also, consider the season—lighter fabrics for summer, thicker ones for cooler weather.
3. Length Matters
Pencil skirts come in various lengths—from above the knee to midi length. I find that a skirt hitting just below the knee is the most versatile and professional. Shorter skirts can feel more casual or trendy, while longer ones add elegance but may restrict movement.
4. Color and Pattern Choices
Neutral colors like black, navy, or gray are staples in my wardrobe because they pair easily with different tops and shoes. However, don’t be afraid to try bold colors or subtle patterns if you want to add personality to your outfit. Just keep in mind that solid colors tend to be more slimming and classic.
5. Styling Tips
Since the skirt sits high on my waist, I like tucking in my tops or wearing cropped blouses to emphasize the waistline. Pairing the skirt with heels adds extra height and polish. For cooler days, I layer with a fitted blazer or a stylish cardigan.
6. Comfort and Mobility
A pencil skirt should look sleek but not restrict your movement. I always check the skirt’s stretch and slit details—side or back slits make walking easier. If you’re going to wear it for long hours, prioritize comfort without sacrificing style.
7. Budget and Quality
Investing in a quality skirt pays off because it lasts longer and maintains its shape. I usually set a budget but keep an eye out for sales on well-made brands. Sometimes spending a bit more upfront saves money in the long run.
Final Thoughts
Buying a high waisted pencil skirt is all about balancing fit, fabric, and style to match your body and lifestyle. With these tips, I’ve built a collection that makes me feel confident and chic every time I wear a pencil skirt. Hopefully, my guide helps you find your perfect skirt too!
Author Profile
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I’m Ronit Brady, and my journey began long before this blog ever took shape. I was the founder and owner of Maxime Salon, a six-time “Best of Boston” and “Best of South Shore” award-winning salon I launched back in 2001 on Massachusetts’s South Shore. Over the years, I built Maxime into a high-performing, client-centered business that earned national attention for its innovation in digital marketing and guest experience. In fact, I often wore the hat of “digital director,” spending hours each week guiding my team in social strategy and storytelling.
Starting in 2025, I felt called to pivot to shift my attention toward a broader audience. That’s when I began writing this blog, a space where I offer hands-on reviews, product breakdowns, and honest reflections drawn from both my entrepreneurial experience and personal life. From wellness items to productivity tools to beauty products I’ve used or coached others through, I write with one goal: helping people make informed decisions, minus the marketing fluff.
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