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From Desk to Drinks Pumps 💼🍸👠

Purple Star emoji 20 items
I've owned no less than about 50 pairs of Jessica Simpson heels since she started designing high heels! I'm a forever fan….For Short Girls (or tall) with a Ten Gallon Sassy Attitude! 🤠  The best Jessica Simpson heels for women — including professional, wedding, prom, date night, and everyday leg-lengthening platform heels. Curated for comfort, style, versatility, and high-impact looks across occasions from graduation to big-night en...
Disclaimer: This list contains affiliate links — I may earn a small commission at no extra cost to you. All picks are products I personally love and recommend. 😘
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Jessica Simpson Strappy Pumps, Slingbacks, or Stilettos in Neutral Colors To Pair With Wardrobe

 
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Want to be 5 inches taller? These neutral platform heels give instant height with added comfort — perfect for weddings, date nights, and dressy everyday looks.
Jessica Simpson
 
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Jessica Simpson Parminda caged platform pump — a neutral staple that elongates legs with a tall heel while offering all-day easy wear. Versatile for weddings, work events, and date nights with a chic strappy silhouette
Jessica Simpson Womens Parminda Caged Pump
 
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Classic neutral pump with a sleek profile and comfortable platform — perfect for office to happy hour. Pairs beautifully with tailored trousers or a slip dress for elevated everyday flair.
Jessica Simpson Womens Paryn
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Jessica Simpson Sibilla slingback stiletto — a shimmer neutral heel that elevates cocktail dresses, date night outfits, and special occasions without sacrificing comfort thanks to the stable platform base. So cute with jeans and a halter top!
Jessica Simpson womens Sibilla
 
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Stylish platform neutral strappy heel that elongates the leg and adds height with built-in comfort. Ideal for weddings, graduations, or any event where you want a fashion-forward, elevated look.
Jessica Simpson Womens Sinelia
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Jessica Simpson Oluina neutral pump with subtle embellishment — refined enough for work or church, fun enough for brunch. Soft blush tone pairs with denim, skirts, or tailored sets for everyday chic.
Jessica Simpson Womens Oluina Embellished Pump
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Neutral ankle boot with a stacked heel — a transitional season favorite you can pair with jeans, skirts, or blazers. Adds just enough lift for daytime comfort and night-out style.
Jessica Simpson Women's Luela Ankle Boot
 
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I love this 70's retro disco era gold platform! I could see Chrissy from 3's Company wearing these
Immie Platform Sandal in Gold Snake

Valentines Day Date Night Top Edits 💋

Romantic & statement heels perfect for date night — lots of versatile Jessica Simpson stiletto options that feel and look sexy yet wearable!

 
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Statement platform sandal with an ankle strap that delivers height and timeless style. These heels are great for date nights, weddings, or any night you want effortless glamour and confidence in every step.
Jessica Simpson Women's Calenta Platform Sandals
 
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Sexy open-toe platform sandals with a high heel that pairs well with party looks and summer outfits. A bold option for nights out when you want extra height and style impact.
IDIFU Women's Stiletto Platform Open Toe Sandals
 
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Jessica Simpson Prizma D’Orsay pump — a sexier silhouette that’s perfect for date night or special occasions. The pointed toe and platform elevate any outfit with chic sophistication.
Jessica Simpson Womens Prizma D'Orsay Pump
 
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I bought these 1 year ago and pull them on with jeans and a cozy sweater, which really elevates my look! Edgy pull-on stiletto boot with platform height and attitude. Ideal for nights out, concerts, or bold looks when paired with leather or denim — d...
Jessica Simpson Elisti Pull On Stiletto Boots
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Color-rich platform pump that elongates legs and brings vibrant style to weddings, parties, and cocktail hours. The platform makes this tall-heel look more comfortable and wearable.
Sinelia Platform Pump in Granada
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Red hot siren platform heels, exactly what I love when I'm going on a date for Valentines Day! I always wear platform heels since I'm only 5'3.
Sibilla High Heel in Red Muse

Best Wedding & Special Occasion Heels

White or sparkly heels for graduation photos, weddings, bridesmaids, holidays

 
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Jessica Simpson Calenta platform sandals — elevated neutral heels with a chunky platform and stable block heel that add height without sacrificing comfort. The gold rivets add shine and spunk! These versatile women’s heels are perfect for weddings, d...
Jessica Simpson Women's Calenta Platform Sandals
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Sparkly embellished platform sandal — perfect for weddings, proms, or formal events. The glamorous design and elevated heel add instant polish and presence to special looks.
Jessica Simpson Oliana Embellished Heeled Sandal
 
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Jessica Simpson Sinelia bronze platform pumps with a towering stiletto and sleek pointed toe — a standout choice for party nights, weddings, date nights, and elevated everyday style. The dramatic heel and textured finish bring bold sophistication, wh...
Sinelia Platform Pump in Bronze
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Office to Happy Hour Collection 💼🍸

 
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Jessica Simpson Paryn pointed-toe D’Orsay pump — a sleek, neutral heel with a flattering silhouette that elevates any outfit. Designed for everyday elegance and comfort, it’s perfect for office looks, weddings, date nights, and dressy events. The ref...
Jessica Simpson Womens Paryn
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Casual & Everyday Comfort Heels

Pair these with Daisy Dukes, a gauzy white skirt, denim, or a romper!

 
Mären Bergstrom profile picture
So cute with bell bottoms or a denim skirt! The gold rivets are the perfect touch of glam. Jessica Simpson platform heel sandals — chic neutral women’s heels with a supportive platform and elevated stiletto that elongates legs and enhances any outfit...
Jessica Simpson womens Vadim
 
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Jessica Simpson Kalyani platform wedge sandals — chic neutral wedge heels with a supportive platform and easy slip-on style. These versatile women’s sandals elevate casual outfits, brunch looks, and warm-weather ensembles with height and all-day comf...
Jessica Simpson womens Kalyani Platform Sandal
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