Paperbag-waist pants are a bold fashion move — and when styled right, they’re incredibly flattering. With their high rise and cinched waist, they create an hourglass effect that’s both structured and relaxed. But here’s the catch: all that volume up top means your shoe choice matters a lot.
The wrong footwear can throw off the proportions entirely, making your outfit feel bulky or bottom-heavy. The right shoes? They balance the silhouette, elongate the leg, and keep things looking intentionally chic. In this guide, we’re breaking down 6 shoes that flatter paperbag-waist pants — and 4 that overwhelm the look and weigh it down.
Because when it comes to statement silhouettes, every detail counts — especially your shoes.
1. Pointed-Toe Heels

The charm of pointed-toe heels lies in their ability to elongate the leg, adding a touch of sophistication to any outfit. These shoes beautifully contrast with the gathered waist and wider leg of paperbag trousers, offering a polished look that enhances your frame.
Whether for a day at the office or a night out, these heels ensure a poised presence. Their sleek design maintains the focus on the waistline, making every step confident and graceful. Opt for these to keep your ensemble chic and harmonious.
2. Strappy Minimalist Sandals

Strappy minimalist sandals bring a delicate touch that complements the bold silhouette of paperbag-waist pants. Ideal for warmer weather, they allow the trouser’s shape to be the focal point while adding a feminine, airy feel.
The simplicity of these sandals keeps the look understated yet stylish, perfect for brunch or a casual outing. They pair well with cropped cuts, highlighting the ankle and giving a breezy vibe. Balance your outfit with these sandals for a look that’s both relaxed and refined, ideal for sunny days.
3. Ankle Boots with a Slim Shaft

What about boots? Ankle boots with a slim shaft are the perfect companions for fall or winter paperbag trousers. These boots fit snugly around the ankle, allowing them to tuck neatly under the hemline for a sleek and uninterrupted silhouette. Ideal for cooler seasons, they provide warmth without sacrificing style.
Their elegant profile ensures that your outfit remains chic, with the trousers’ waist detail still in focus. Choose these boots for a clean, sophisticated look that seamlessly transitions from a day at work to an evening out.
4. Mules (Flat or Heeled)

Mules, whether flat or heeled, introduce an effortless vibe that complements the relaxed nature of paperbag-waist pants. Their backless design allows for easy movement, while the heeled versions add a touch of height, balancing the volume up top.
Perfect for a casual day or an office setting, mules offer a chic and modern touch. Their simplicity ensures the waist detail remains prominent, giving the overall outfit a contemporary feel. Embrace these shoes for their versatility and the subtle elegance they bring to your ensemble.
5. Chunky Loafers

Chunky loafers, when paired with the right outfit, can create a modern, androgynous edge without overshadowing the waist detail of paperbag pants. Best styled with cropped trousers and a tucked-in blouse, these loafers add a touch of contemporary style.
They offer comfort and a bold statement, suitable for a day at the office or a casual meeting. Their structured look provides a nice contrast to the soft fabric of the pants, ensuring a well-balanced ensemble. Opt for these to introduce a bit of edge to your wardrobe.
6. Slingback Flats or Heels

On-trend and timeless, slingback flats or heels offer a visually light touch that complements the voluminous design of paperbag-waist pants. Their open back design maintains a sense of airiness, making them ideal for spring or summer days.
The pointed or almond toe provides enough structure to balance the pants’ soft, gathered waist. Whether for a day at the park or a weekend brunch, these shoes add a hint of elegance and simplicity. Perfect for those looking to maintain a graceful silhouette while enjoying comfort and style.
7. Round-Toe Ballet Flats

Round-toe ballet flats, while charming, can sometimes fall short when paired with paperbag-waist pants. Their soft and rounded design tends to shorten the leg and lacks the visual tension needed against the pants’ exaggerated silhouette.
Though they exude a gentle sweetness, the combination can feel too soft and understated. For those aiming to highlight the unique structure of the pants, other footwear options might be more suitable. Consider alternatives if you want your outfit to maintain a sophisticated edge and proportion.
8. Bulky Sneakers

Bulky sneakers, with their chunky design, often clash with the voluminous waist of paperbag pants, creating an unbalanced look. Unless intentionally aiming for a streetwear style, this combination can feel clunky and misaligned.
These sneakers add unnecessary weight to the lower half, detracting from the pants’ tailored appeal. While they may offer comfort, they tend to overshadow the elegance of the trousers. For a more harmonious ensemble, consider sleeker footwear that complements rather than competes with the pants’ aesthetic.
9. Flip-Flops or Sport Slides

Flip-flops or sport slides, though convenient, often undercut the tailored essence of paperbag-waist pants. Their casual and flimsy nature doesn’t align with the trousers’ structured design, leading to a mismatched or unfinished look.
Ideal for beach outings, they lack the sophistication needed for a polished ensemble. For those seeking a cohesive outfit, more structured footwear is advisable. Flip-flops might be better reserved for truly casual occasions where the focus isn’t on maintaining a tailored appearance.
10. Western-Style Cowboy Boots

Last but not least, Western-style cowboy boots, while iconic, often compete with the hemline of paperbag-waist pants, adding excessive volume to the outfit’s lower half. The boots’ shaft can clash with the exaggerated waist and hips, creating a bulky silhouette.
Though they offer a distinct style, their combination with these pants might feel overdone. For those aiming to maintain the pants’ unique shape, consider footwear that complements rather than competes. Cowboy boots are best suited for occasions where their bold presence is the intended highlight.