The timeless style was also worn by Carolyn Bessette Kennedy in the '90s
Loafers Inspired By Celebrities
- Anne Hathaway-Inspired: Dream Pairs Penny Loafers; $37 with Prime (orig. $40); Amazon
- Jane Fonda-Inspired: Blondo Waterproof Penny Loafer, $130; Nordstrom
- Carolyn Bessette Kennedy-Inspired: Beauseen Genuine Leather Penny Loafers, $33 (orig. $45); Amazon
- Kate Hudson-Inspired: Sam Edelman Loraine Loafers, $105 (orig. $150); Amazon
- Brittany Snow-Inspired: Quince Italian Leather Lug Sole Loafer, $98; Quince
- Under-$25 Loafers: Harence Slip-on Loafers, $24 (orig. $26); Amazon
- Luxe-Looking: Madewell The Bradley Lug Sole Loafer in Leather, $80 (orig. $158); Madewell
- Two-Tone: Dolce Vita Abey Penny Loafer, $64 (orig. $160); Nordstrom
- Cheetah Print: Vionic Cleo Loafer, $88 (orig. $160); Zappos
Lately, there’s a shoe that I can’t stop thinking about (or seeing). It’s the classic loafer, and it’s also noticeably favored by some of the most well-dressed celebrities on my radar.
From Jane Fonda to Kate Hudson and Anne Hathaway, each leading lady uniquely styled the timeless shoe, whether accompanied by a dressy look or a low-key ensemble. I even found pictures of style icon Carolyn Bessette Kennedy strolling in a few timeless pairs circa the 1990s.
It was obvious what I had to do next: I tracked down nine pairs of loafers inspired by these celeb-worn styles from Amazon, Nordstrom, Quince, and more stores. Shop my picks from $24.
Related: Jennifer Aniston, Amanda Seyfried, and More Celebs Are Avoiding Skinny Jeans in Favor of This Less Skintight Denim
Dream Pairs Penny Loafers, $37 with Prime

$40
The Devil Wears Prada 2 is coming up on its premiere, but until then we're hyper-fixating on the cast's on-set looks we've been lucky enough to spot. In doing so, I peeped Anne Hathaway's character Andy Sachs in a pair of sleek black loafers along with an olive-hued midi skirt and crisp white button-down.
There’s no telling how expensive the wardrobe budget is on the film, but this lookalike style is just $37 right now. “I wore them for 10 hours straight at work and had zero blisters,” one Amazon shopper wrote.
Blondo Waterproof Penny Loafer

At 88 years old, Jane Fonda is as elegant as ever. While on stage at the 2025 California Conference for Women, she paired her eggplant-colored suit with cheetah-print loafers, using her slip-ons as a statement piece. One such pair that embodies the same playfulness as hers is this waterproof style by Blondo. Along with the bold print, the memory-foam footbed and a thick lug bottom are standouts, as they help you stay steady on uneven and slippery surfaces.
Beauseen Genuine Leather Penny Loafers

$45
Carolyn Bessette Kennedy's style was the epitome of timeless. For example, her love of classic loafers. This under $35 pair feels like it would've made it into her rotation. One shopper raved that they're comfortable enough for "all-day wear with no pinching," while another person appreciated that there's "no breaking-in needed."
Keep scrolling to peruse more celeb-inspired loafers, including a textured pair that look like ones I've spotted on Kate Hudson and a lug style that reminds me of a pair Brittany Snow once wore.
Sam Edelman Loraine Loafers

$150
Quince Italian Leather Lug Sole Loafer

Harence Slip-on Loafers

$26
Madewell The Bradley Lug Sole Loafer in Leather

$158
Dolce Vita Abey Penny Loafer

$160
Vionic Cleo Loafer

$160
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