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Midsize Pants That Actually Work (For Real Bodies & Real Life)

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Shopping for pants as a midsize woman shouldn’t feel like a scavenger hunt. These are my ride-or-die bottoms—from work-ready trousers to stretchy jeans and wide-legs that don’t gap, stay comfy, and actually flatter. Every pick has been tested for fit...
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Old Navy

 
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Soft yet structured—and no waist gap! These slim jeans give you shape and confidence, even during rapid toddler emergencies. Classic rise and color make them a daily go-to.
Old Navy High-Waisted Vintage Slim Jeans
 
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Stretchy in the best way—these super-skinny jeans hug without suffocating. Great for bending, moving, and still looking pulled-together all day.
Old Navy High-Waisted Rockstar Super-Skinny Jeans
 
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The Billie is your versatile pant: pull-on waist, straight leg, and totally ‘thrown together with style’ vibes—even while wrangling kids.
Old Navy High-Waisted Billie Straight Ankle Trouser
 
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That perfect straight-leg jean: mid-rise, comfortable stretch, and holds its shape after countless washes.
Old Navy High-Waisted OG Straight Ankle Jeans
 
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Next-level sculpting with 360° stretch. High-rise keeps everything in place—bye, midriff gap—and the fit stays sleek all day.
Old Navy Extra High-Waisted Rockstar 360° Stretch Super-Skinny Jeans
 
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Effortlessly chic and forgiving. Stretch meets support, delivering a sleek silhouette with comfort that lasts.
Old Navy High-Waisted Wow Super-Skinny Jeans
 
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The viral Pixie pants but make them wide-leg ✨ These pull-on trousers feel like sweats but look polished enough for work or a night out. High-waisted, comfy, and flattering—aka the unicorn of pants.
High-Waisted Pull-On Trousers You’ll Actually Want to Wear
 
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These are the trousers that somehow make a $20 top look like $200. Extra high-waist = snatched, wide-leg = chic, and the price? Ridiculous in the best way. Perfect for work, date night, or when you want to look ‘put together’ with zero effort.
Old Navy Extra High-Waisted Trousers That Look Designer

Target

 
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Dark wash, soft stretch, and a straight cut that flatters hips without the waist gap. Everyday denim that feels way more expensive than it is.
Universal Thread High-Rise Straight Jeans
 
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Chic and comfortable, these wide-leg trousers from Target’s Universal Thread line nail that hard-to-find midsize fit. The high-rise waist stays put without gapping, while the soft cotton blend gives structure without stiffness. Bonus: the blush pink ...
Universal Thread High-Rise Wide-Leg Pants – Light Pink
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Amazon

 
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A wide-leg jean with a forgiving high-rise waist. Soft, drapey denim that disguises bloating and still looks trendy.
Sidefeel Women's High Waisted Wide Leg Jeans
 
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Cloud-soft stretch denim in a polished wide-leg cut. Easy to pair with blouses or tees for an instantly stylish look.
KUNMI Women's Wide Leg High Waist Jeans