Skinny Jeans Are Back—Here's How to Style Them for Your Rectangle Shape in 2025

If you're rectangle-shaped, skinny jeans have always been a bit of a double-edged sword. They're sleek, they're classic, they go with everything—but they can also emphasize the very thing most styling advice tells you to "fix": your straight frame. The truth? You don't need fixing. You need pieces that add strategic definition without looking like you're trying too hard.

Now that skinnies are officially back for fall 2025, the question isn't should you wear them—it's how do you style them in a way that creates dimension and defines your waist? Because let's be real: most outfit inspiration completely ignores rectangle body types or gives you the same tired advice about belting everything.

That's exactly why we built LookSky. Think of it as your personal AI stylist with virtual try-on built in. We scan all the trending outfits from your favorite influencers and the freshest new arrivals, then filter everything to show you only what works for your specific body type, color season, and style. And because we know online shopping is basically a gamble, we added realistic virtual try-on so you can see how pieces actually look on you before you commit.

Below, I'm breaking down three complete outfits built specifically for rectangle shapes—each one designed to add curves and waist definition without costume-y tricks. Not rectangle? Don't worry—we're doing an entire series on styling skinnies for every body type, from hourglass to pear to apple and beyond.

Q: What tops work best with skinny jeans for rectangle shapes?
Peplum styles, belted pieces, cropped lengths, and anything with waist definition—the goal is to create visual curves and break up the straight line from shoulders to hips.

Q: Should rectangle body types wear high-rise or mid-rise skinny jeans?
Mid-to-high rise works best when paired with tops that define your waist. Avoid ultra-high rise unless you're tucking and belting—otherwise it can emphasize the straight line.

Q: How do you style skinny jeans to flatter a rectangle figure?
Layer with structured pieces that nip at the waist, add belts to create definition, and choose tops with visual interest at the bust or hips to create curves.

Try LookSky's virtual try-on to see exactly how these proportions work on your frame before you buy.

• The streamlined fit balances wider hips while maintaining a polished, professional silhouette. Paired with structured tops, they create proportional balance that looks intentional and put-together for elevated casual workplaces.

• The wide V-neck broadens the shoulders to balance wider hips, while the peplum cinches at the waist—the most flattering point on pear shapes. This structured piece looks polished for meetings while subtly skimming the hip area.

• The cropped length hits at the natural waist (the narrowest point on pear shapes) rather than the hips, creating definition where you want it. The structured shoulders and belt add polish and professionalism while balancing proportions from top to bottom.

Expert tip: Mid or low rise are best if you want to create definition at your hips. Add polish to this outfit by trying brown penny loafers.

Want to see this outfit styled on your exact proportions? Try it on virtually in LookSky—no dressing room, no guessing, just outfits that create definition for your rectangle shape.

• The high-waisted fit creates definition at the natural waist, adding shape to a straighter frame. The fitted leg provides a balanced base that works with structured or oversized tops to create the illusion of curves.

• The structured body and button-front detail add visual interest to the torso, creating dimension on a naturally straight silhouette. The collared neckline and chest pockets draw the eye upward while the relaxed fit provides comfortable weekend styling.

• The oversized, boxy silhouette adds volume and structure, creating shape through proportions rather than relying on natural curves. The hip-length cut and defined shoulders provide a balanced frame that enhances a rectangle body type's streamlined build.

Expert tip: Try a slim, retro Tokyo Shoes from Adidas or tall rainboots from Hunter.  

Want fashion inspo from real women who's style, shape, and color season matches yours? LookSky curates the most viral OOTDs from women like you. So you only see what works for you. Try LookSky for free now.

• The sleek, dark silhouette creates a streamlined base while elongating the legs for an elegant evening look. Paired with structured or feminine tops, skinny jeans help create the illusion of curves on a straighter frame.

• The peplum detail creates volume at the waist, adding curves and definition to a naturally straight silhouette. The lace texture and fitted bodice draw attention to the torso while the flared hem creates the illusion of a more defined waistline.

• The cinched waist creates an hourglass effect on rectangle shapes by adding definition where the body naturally lacks curves. The structured shoulders broaden the upper body while the nipped waist emphasizes feminine proportion, perfect for elevated date night styling.

Expert tip: Try with a leopard print heeled slingback or a minimalist black heeled sandal.

Ready to build your skinny jean wardrobe with pieces that add definition to your rectangle frame? Try these outfits in LookSky's virtual try-on and see which cuts, lengths, and fits create the curves and waist definition that work for your exact proportions—before you buy.

Q: How can rectangle shapes create curves with skinny jeans?
Focus on tops with waist definition (peplum, belted, smocked), add belts to blazers and jackets, and choose pieces with volume at the bust or hips. The goal is strategic styling that adds dimension without looking forced.

Q: Should rectangle shapes avoid high-rise skinny jeans?
Not at all—but pair them with cropped, tucked, or belted tops that create a waist point. High-rise alone can emphasize straightness, but styled correctly it creates the perfect canvas for definition.

Q: What jacket styles work best for rectangle body types with skinny jeans?
Belted styles, peplum cuts, or anything with a nipped waist. Avoid boxy, oversized jackets unless you belt them—structure is your friend when creating curves.

Q: Can I try these outfits before buying?
Yes—LookSky offers free virtual try-ons, letting you see how these exact pieces look on your body type, color season, and proportions before you commit. No returns, no guessing, just outfits built to add definition to your rectangle shape.

Q: What's the difference between styling apps and LookSky?
Styling apps guess. LookSky shows you today's trending looks that actually work for your shape, your style, and your life. It's virtual try-on meets personal shopping, without the personal shopper price tag.