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Live the Gossip > Lifestyle > Kylie Kelce, 34, and Madonna, 68, Convinced Me to Swap Stiff Jeans for This Comfy Alternative I Can Wear Year-Round
Lifestyle

Kylie Kelce, 34, and Madonna, 68, Convinced Me to Swap Stiff Jeans for This Comfy Alternative I Can Wear Year-Round

Written by: News Room Last updated: September 11, 2026
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Gigi Hadid has been spotted in the trending style, too

Credit: Kristina Bumphrey/Variety; Jérémie Leconte/WWD; XNY/Star Max/GC

Shop Celeb-Inspired Drawstring Pants at Amazon

  • Kylie Kelce-Inspired: Semaro Wide-Leg Trousers, $25
  • Madonna-Inspired: Chownet Palazzo Pants, $9 (orig. $10) 
  • Gigi Hadid-Inspired: Freeoak Drawstring Capri Pants, $13 (orig. $15)

I love wearing crisp jeans and slacks, but they’re not the comfiest options in my fall closet. Bending and crouching in stiff pants is a tricky endeavor — but A-listers just convinced me to try a relaxed alternative that I won’t have to peel off my body at the end of the day.

After seeing Kylie Kelce, 34, Madonna, 68, and Gigi Hadid, 31, wearing cute drawstring pants, I’m finally adding these flexible-waistband styles to my autumn wardrobe. Not only did I find inspired picks from each celeb, but I discovered more fall-coded options from $9 that I can wear all season long for travel, running errands, and even to the office. 

Credit: Not Gonna Lie with Kylie Kelce/Instagram; Nassou.fr / BACKGRID; TheImageDirect.com
Credit: Not Gonna Lie with Kylie Kelce/Instagram; Nassou.fr / BACKGRID; TheImageDirect.com

Best Drawstring Pants at Amazon for $35 or Less

  • Surprisingly Spacious Pockets: Semaro Wide-Leg Trousers, $25
  • Under-$10 Find: Chownet Palazzo Pants, $9 (orig. $10) 
  • Cute Cropped Style: Freeoak Drawstring Capri Pants, $13 (orig. $15)
  • Whimsical Floral Details: Grapent Drawstring Crochet Pants, $10 (orig. $17) 
  • Trouser-Style Cut: Sidefeel Drawstring Denim Pants, $35 
  • Bungee-Cord Waistband: Copyleaf Parachute Pants, $20 (orig. $27) 
  • Luxurious Fabric: Evaless Drawstring Corduroy Pants, $26 (orig. $35) 
  • Date Night-Ready: Netsmile Floral Palazzo Pants, $15 (orig. $19) 

Related: Oprah’s Easy-to-Style Sweater Is the Layer I’m Buying for Fall — Shoppers Say This $9 Lookalike Feels ‘Incredible’

Semaro Wide-Leg Trousers

Credit: Not Gonna Lie with Kylie Kelce/Instagram
Credit: Not Gonna Lie with Kylie Kelce/Instagram

$25 at Amazon

I’m copying Kelce’s earthy green pants with this cute option that has similarly-deep side pockets to stash my phone, wallet, and keys. While it has a classic sweatpants-style waistband, the pretty ruching adds delicate detail to the casual fit. Made with lightweight fabric, it’s an ideal transitional fall pant that I can wear with my favorite seasonal staples like Henley shirts and mock neck sweaters.

Chownet Palazzo Pants

$10 $9 at Amazon

Fashion stylist Chelsea Volpe recently told PEOPLE that yes, you can wear white after Labor Day — so don’t think twice about adding this Madonna-inspired pick to your cart. Just like the Grammy winner’s pants, their voluminous fabric billows around the legs, transforming any fall outfit into an elegant silhouette. I’d pair them with a chocolate-brown sweater, chunky boots, and, of course, a jewel-toned statement bag.  

Related: Martha Stewart, Laura Dern, and More Celebs Have Convinced Us to Overhaul Our Fall Closets — Shop Pieces from $8

Freeoak Drawstring Capri Pants

$15 $13 at Amazon

Hadid has convinced me that cropped black pants are the ultimate off-duty closet staple for quiet days at home or running quick errands. This black pair has a similar cut to hers and looks just as pretty paired with a basic black shirt as it does with a posh cable-knit cardigan. Thanks to crease-proof fabric, they’re “great travel capris,” per one shopper, who added, “They roll up for packing and the wrinkles just fall out.” 

Below, I found more comfy drawstring pants at Amazon, including these parachute pants with roomy utility pockets to stash my essentials on no-bag days. 

Grapent Drawstring Crochet Pants

Credit: Amazon
Credit: Amazon

$17 $10 at Amazon

Sidefeel Drawstring Denim Pants

Credit: Amazon
Credit: Amazon

$35 at Amazon

Copyleaf Parachute Pants

Credit: Amazon
Credit: Amazon

$27 $20 at Amazon

Evaless Drawstring Corduroy Pants

Credit: Amazon
Credit: Amazon

$35 $26 at Amazon

Netsmile Floral Palazzo Pants

Credit: Amazon
Credit: Amazon

$19 $15 at Amazon

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.



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Kylie Kelce, 34, and Madonna, 68, Convinced Me to Swap Stiff Jeans for This Comfy Alternative I Can Wear Year-Round

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