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Valentine’s Day Clothes for Older Women

Fall in love with our Valentine's Day fashion picks!

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Looking for the perfect Valentine’s Day clothes? Whether you’ve always gone all out getting dressed up for the love holiday or are looking for outfits for a special occasion, we know finding the right fits can be challenging, especially for women over 50.

Women’s World has curated some of the best Valentine’s Day styles for older women, from kitten heels to versatile denim jeans, dresses, and even pajamas. Create your look with our hand-picked ideas below!

  1. Red Kitten Heels for Older Women: Lisa Red Kitten Heels with Pearl T Straps and Bows
  2. Pink & Red Heart Sweater for Older women: Trina Turk Sweetheart Sweater
  3. REd Bodysuit for Older Women: Bisou Cross Halter Bodysuit
  4. Red Floor-Length Dress for Older Women: SKIMS Soft Lounge Long Sleeve Dress
  5. Jeans for Older Women: NYDJ Relaxed Slender Jeans
  6. Silk Skirt for Older Women: Quince 100% Washable Silk Skirt
  7. Heart Bracelet for Older Women: Ann Taylor Metal Heart Bracelet
  8. Heart-Themed Purse for Older Women: Kate Spade Heart Hardware Micro Flap Crossbody
  9. Valentine’s Day PJs for Older Women: Adore Me Sammi Heart Purple PJ Set
Red Kitten Heels for Older Women

Lisa Red Kitten Heels with Pearl T Straps and Bows

$365
  • Description
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These kitten heels provide just enough height and come with enough padding to keep you comfortable no matter how long you’re wearing them! Perfect for a Valentine’s Day date any time of day, these kitten heels can be dressed up or down depending on your personal style.

  • Heel Height: 2.5 inches
  • Upper Material: Silk
  • Lining Material: Leather lining
Pink & Red Heart Sweater for Older women

Trina Turk Sweetheart Sweater

$288
  • Description
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This classic crewneck sweater features a red and pink knitted heart design that’s perfect for the Valentine’s Day season. Crafted with soft, breathable Merino Wool, this long-sleeved heart sweater pairs perfectly with your favorite denim or patterned trousers!

  • 100% Merino Wool
  • Ribbed cuffs and hem
  • Runs true to size
REd Bodysuit for Older Women

Bisou Cross Halter Bodysuit

$125
  • Description
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Elevate your wardrobe with this bodysuit from the Bisou Collection – a look designed to be seen. The line is a fusion of innerwear and outerwear that effortlessly transitions from day to night that are designed to empower you while providing comfort and confidence.

  • Luxuriously micromodal and cotton blend
  • Non-padded, revealing open front
  • Full coverage rear with snap closure
  • Cotton lined gusset
Red Floor-Length Dress for Older Women

SKIMS Soft Lounge Long Sleeve Dress

$62
  • Description
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A classic everyday style, this square-neck maxi dress in ribbed stretch modal from Kim Kardashian’s SKIMS collection. Pictured here in Brick, this dress will hug your body in all the right places!

  • 91% modal, 9% spandex
  • Slips on over head
  • Square neck
Jeans for Older Women

NYDJ Relaxed Slender Jeans

$119
  • Description
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Loose through the thigh and straight from knee to hem, these stretchy jeans flatter with Lift Tuck® Technology! They’ll pair well with everything from blouses to bodysuits and beyond this Valentine’s Day.

  • 30" inseam; 15" leg opening; 10" front rise; 15" back rise (size 8)
  • 67% cotton, 26% polyester, 5% viscose, 2% elastane
Silk Skirt for Older Women

Quince 100% Washable Silk Skirt

$60
  • Description
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This washable silk skirt (!!) will pair perfectly with just about every top you own. It’s super stylish with a bias cut. Plus, the silk fibers contain amino acids that make it amazing for skin nourishment, hypo-allergenic, and naturally thermoregulating to help maintain body temperature! Get it in Salsa or Burgundy (pictured) for the perfect Valentine’s Day outfit.

  • Crafted from washable, 100% mulberry silk in a satin finish
  • 19mm fabric weight for a premium drape and hand-feel
  • Hidden elastic waistband for an easy, comfortable fit
Heart Bracelet for Older Women

Ann Taylor Metal Heart Bracelet

$60
  • Description
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This goldtone heart bracelet is the perfect accessory to any Valentine’s Day look whether you’re going casual or dressy.

  • 6 1/2" length
  • 1" extender
Heart-Themed Purse for Older Women

Kate Spade Heart Hardware Micro Flap Crossbody

$140
  • Description
  • More Info

This Valentine’s Day, hit the town with your important things and leave all the bulk behind with this Kate Spade crossbody bag. The heart detail closure makes it the perfect V-Day accessory!

  • 1.97" W x 4.88" H x 5.12" D
  • Strap Drop: 22"
  • Zip closure
Valentine's Day PJs for Older Women

Adore Me Sammi Heart Purple PJ Set

$22
  • Description
  • More Info

This heart pajama set is made from 100% recycled satin for a luxurious and soft feel and includes a long-sleeved button-down and matching shorts. The snarky Spank Me print features candy hearts that say things like: ‘spank me,’ ‘cute butt,’ ‘bite me,’ and ‘talk dirty’ — a fun, flirty sleep set perfect for V-Day!

  • 100% Recycled Polyester Satin
  • Collared long sleeve button down
  • Matching short

Want more Valentine’s Day inspiration? Keep reading!

Valentine’s Day Gift Ideas for Everyone in Your Life From Partners to Coworkers and More

5 Free Printable Valentine’s Day Cards That Aren’t Cliché or Boring

12 Valentine’s Day Gifts Your Husband Will Actually Want

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