Meg Ryan's Cable Knit Sweater from When Harry Met Sally Is Still the Epitome of Effortless Fall Dressing

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If I were to make a Venn diagram of “my favorite movies of all time” and “the clothes that live in my head without renting,” When Harry met Saly would be firmly planted in the middle.

While many turn to the romantic comedy starring Meg Ryan and Billy Crystal for its will-they-won’t-they plot and picturesque view of New York, I often find myself cooing over Harry and Sally’s perfectly nostalgic late 80s pairings.

Castle Rock/Nelson/Columbia/Kobal/Shutterstock

While Crystal’s white knit sweater has long been considered one of the most recognizable cinematic combinations, I think Ryan’s outfit in the same scene deserves just as much praise. Every element of her look—red sweater, black skirt, and patterned leggings—is just as stylish today as it was in 1989. Plus, they’re all incredibly easy to mix and match with existing pieces in your wardrobe.

Join me in snagging sweaters, skirts, and leggings inspired by Ryan’s iconic outfit at Amazon, Gap, J.Crew, and more — and get ready to leave others thinking, “I’ll have what she’s got.”

Meg Ryan outfit draft

  • Knit sweaters: LL Bean 1912 Heritage Wool Blend Mockneck Sweater, $89; llbean.com
  • Banana Republic Factory Cable Crew Neck Sweater, $50 at checkout (orig. $66); bananarepublicfactory.gapfactory.com
  • J.Crew Cable-Knit Rollneck Sweater, $77 (orig. $128); jcrew.com
  • Black mini skirts: Wdirara mini skirt with split hem, HRK 32; amazon.com
  • Abercrombie & Fitch Scarlett mini skirt, HRK 60; abercrombie.com
  • Gap Utility Mini Skirt, $21 at checkout (orig. $60); gap.com
  • Patterned Leggings: Calzedonia Geometric Micro-Fishnet 50 Denier Tights, $15; calzedonia.com
  • Guling lace tights, HRK 5; amazon.com
  • Anthropologie lace rosette tulle leggings, HRK 28; antropologija.com
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Martha Stewart’s monochrome Espresso outfit included a fall sweater with an elegant detail

LL Bean 1912 Heritage Mockneck Wool Blend Sweater

LLBean Women's 1912 Woolen Woolen Sweater.

LLBean

$89 at LLBean

I basically live in big, oversized sweaters when the temperatures drop, so adding this mock turtleneck version from LL Bean to my wardrobe is a no-brainer. It comes in five fall colors, including a maroon shade that looks almost identical to Ryan’s character’s sweater, and reviewers note that it’s “a good weight without being too bulky.”

While I plan to follow the rom-com queen by pairing it with a black skirt and sheer leggings this fall and winter (more on that below), this sweater would look just as great with jeans, pants, or even leggings.

Wdirara split hem mini skirt

Amazon WDIRARA Women's Summer Solid Color Mini Work Skirt Split Back Hem

Amazon

$32 on Amazon

I always have trouble finding mini skirts that are long enough for the office (and my 5’11 frame), but right now I’m eyeing this versatile black option that hits the “perfect length,” according to Amazon shoppers. Reviewers note that its close-fitting design and thigh-hugging hem make for an “extremely flattering” fit, with one user saying it’s well-suited for “Christmas, [the] New Year or any holiday.”

“This skirt adds a touch of formal elegance to your wardrobe,” the same customer continued. “It’s not just for special occasions; you can easily wear it for a stylish everyday look.”

Calzedonia Geometric Micro-Fishnet Leggings in 50 denier

Calzedonia Geometric Micro-Fishnet Leggings in 50 denier

Calzedonia

$15 at Calzedonia.com

While wearing a sweater with a skirt isn’t necessarily groundbreaking, Ryan’s Sally Albright added some intrigue to her outfit with textured, patterned leggings. This mesh pair from Calzedonia features an intricate geometric pattern that’s sure to turn heads, and it also comes in a trendy shade of red, if you’re tired of basic black.

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Moreover, the popular brand has even been spotted on Hailey Bieber, Taylor Swift and Julie Roberts.

Keep scrolling to shop more sweaters, black mini skirts and patterned leggings inspired by Meg Ryan’s character at When Harry met Sally below.

Banana Republic Factory Cable Crew Neck Sweater

Banana Republic Cable Crew Neck Sweater

Banana Republic Factory

$66 $50 at Banana Republic

J.Crew Cable Knit Crew Neck Sweater

J.Crew Cable-Knit Rollneck™ Sweater

J.Crew

$128 $77 at Jcrew.com

Abercrombie & Fitch Scarlett Mini Skirt

Abercrombie & Fitch A&F Scarlett Mini Skirt

Abercrombie & Fitch

$60 at Abercrombie.com

Gap Utility Mini Skirt

GAP Utility Mini Skirt

GAP

$35 at Gap.com

Lace tights Guling

Amazon TBFT Guling Socks

Amazon

$5 on Amazon

Anthropologie rosette tulle pantyhose

Anthropologie Hansel From Basel Lace Rosette Tulle Tights

Anthropologie

$28 at Anthropologie

Categories: Trends
Source: HIS Education

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