Best Stilettos

John Kopischke
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Footwear is not just functional or aesthetic – for a woman, it is very much an expression of the mood. There is a footwear length for every occasion, just as there is outfit length for every event. After all, how ready to face the world can you be without the right shoes?

A great pair of stilettos can make you feel taller, more confident and more powerful. They also make you look taller but they can also give you temporary height if you wear ankle wedges. Stilettos are mere accessories to the fabulous high heel shoe, which allows you to channel your inner diva in one fell swoop.

Plus, with a pair of stilettos in your wardrobe you will never be caught unprepared. A pair of stilettos is a ready-made outfit addition, because it can be mixed-and-matched with almost any outfit to give it a glamourous feel in the blink of an eye.

The following article is the ultimate guide to stilettos and knowing which pair is best for any occasion.

NameCategoryProduct
Betsey Johnson Women's Sb-sage Heeled SandalBest OverallBetsey Johnson Women's Sb-sage Heeled Sandal
Dr. Scholl's High Heel Relief InsolesBudget PickDr. Scholl's High Heel Relief Insoles
ALDO Women's Stessy Dress PumpUpgrade PickALDO Women's Stessy Dress Pump

1. Betsey Johnson Women's Sb-sage Heeled Sandal

Our rating: 9 / 10

Betsey Johnson Women's Sb-sage Heeled Sandal

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Pros:

  • Affordable
  • Comfortable
  • Stylish
  • Versatile
  • Unique
  • Durable
  • Cute
  • Wide Toe Box

Cons:

  • Difficult to Walk in the Heels
  • Very High
  • Not Often Discounted
  • Runs Small

Betsey Johnson is a popular brand that creates affordable shoes for women. If you’re looking for a fashionable pair of stilettos, then the Sb-Sage is worth taking a look at.

What I like about this shoe is it’s unique design, and you’ll never have to worry about anyone else wearing the same pair as you.

The Sb-Sage features a peep toe with a pointed closed toe, a 4.25” stiletto heel, a sling back strap with rhinestones, and a 3.7” ankle strap. The Sb-Sage also has a mirror-like upper.

2. DREAM PAIRS Oppointed-Ankle Women's Pointed Toe Ankle Strap D'Orsay High Heel Stiletto Pumps Shoes.

Our rating: 8 / 10

DREAM PAIRS Oppointed-Ankle Women's Pointed Toe Ankle Strap D'Orsay High Heel Stiletto Pumps Shoes.

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Pros:

  • Elegant design
  • Great for weddings or other formal events
  • Comfortable
  • High quality and affordable
  • Highly versatile- can be used with a variety of outfits
  • Strong and durable

3. Jessica Simpson Women's Claudette

Our rating: 8 / 10

Jessica Simpson Women's Claudette

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Pros:

  • Great heel height
  • Incredible chunky heel
  • Comfortable leather
  • Easy to walk in

I didn’t expect to find a good stiletto boot until I got my hands on the Jessica Simpson Women’s Claudette Stiletto Boot. This stiletto boot wasn’t even on my radar. I based my search on heels with a chunky heel. Once I tried the Jessica Simpson Claudette Stiletto Boots on I fell in love. I don’t wear heels daily, so I need a good stiletto boot. These boots were exactly what I was looking for.

The Jessica Simpson Women’s Claudette Stiletto boot has a magnificent heel. The heel is 8.75 inches high with a 3.5 inch circumference. The heel is rounded with a 1 inch platform.

4. NINE WEST Women's Slip on Pump

Our rating: 8 / 10

NINE WEST Women's Slip on Pump

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Pros:

  • Very fashionable
  • Ankle strap can be useful for a wild night out

If you’re looking for a decent pair of stilettos that will get you from point A to B in style, the Nine West Women’s Slip-On Shoe PU Leather has you covered.

The upper of the shoe is mostly made of leather, which is definitely a plus in our book.

It has a 4-inch heel, which is a pretty standard height for stilettos. The main reason this shoe made the list is the ankle strap, which definitely adds to the wow factor.

5. GoGoHeel STOPPERS Heel Protectors

Our rating: 8 / 10

GoGoHeel STOPPERS Heel Protectors

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Mud, Snow and Ice – Easy on and Off, Must-Have Footwear Accessory, Black.

Mud, snow, and rain are a cyclists worst enemy as they can hamper your ability to peddle or stop on a dime.

Luckily, with a pair of GoGoHeel GoGoHeel StopPest in your shoe arsenal, you can prevent your shoe sinking through and getting destroyed in any of these elements.

6. Betsey Johnson Women's PRINCE d'Orsay Pump

Our rating: 8 / 10

Betsey Johnson Women's PRINCE d'Orsay Pump

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Pros:

  • Amazingly Comfortable For Many Customers
  • The Injected Vamp Gives You A Sexy Arch And Is Extremely Durable
  • The Rubber Sole Helps Give You More Traction So You Can Be More Confident Wearing These Shoes In Various Conditions
  • The Shoe Can Be Worn Without The Bow And Looks Just As Good
  • These Shoes Also Look Good With Pants, Jeans, Or A Skirt
  • This Is A High Quality High Heel For A Reasonable Price
  • Many Customers Agree That These Shoes Give Great Support To The Arch Of The Foot While Still Maintaining Great Style
  • Last But Not Least, The Shoe Is So Pretty It Makes Many People Feel Like A Million Bucks When They Wear Them

Cons:

  • Shoe May Run A Half Size Small
  • Heel Is Very High

Color:NUDE supermodel

A woman doesn’t have to break the bank when they are looking for a beautiful shoe that is comfortable. The Prince d’Orsay Pump by Betsey Johnson is a wonderful shoe that gives great support and easy comfort.

7. Dr. Scholl's High Heel Relief Insoles

Our rating: 8 / 10

Dr. Scholl's High Heel Relief Insoles

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Pros:

  • Cost effective
  • Over 10% of Amazon customers rated these as 5 stars
  • Address chafing and blisters
  • Over 16% of Amazon customers rated these as 4 stars or greater

Cons:

  • 3% of Amazon customers had issues with these inserts
  • Only sold in shoe sizes 6-10

If you were wondering about this product, the Dr. Scholl's High Heel Relief Insoles for Women could be the greatest budget recommended. Over 10% of Amazon customers rated these as 5 stars.

8. Elisabet Tang Women Pumps

Our rating: 8 / 10

Elisabet Tang Women Pumps

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Pros:

  • Materials are high quality
  • Accommodates wide feet and calves
  • Plenty of heel height to enhance the look of your legs
  • Stylish design to match most outfits
  • Durable Material

Cons:

  • Lighter colors have a tendency to be more slippery
  • Some sizes can be small

High heels are an important part of any woman’s wardrobe and for the right events, they’re actually kind of necessary. Although there are probably hundreds of thousands of different stilettos available out there, the Elisabet Tang Women Pumps are my number one pick due to the great fit, reasonable price and fashion forward design.

Although there are 17 different heel heights to choose from, I’d say there are really only two different heels to focus on depending on your specific needs. In addition to the 12cm heels, there are also a variety of other less aggressive heels that stops around 3cm.

But for anyone ranging from 4’10” and over, the 12cm heels are really the only option and if you’re 5’0” or under, you might have to look elsewhere.

9. Steve Madden Women's Daisie-p Pump

Our rating: 7 / 10

Steve Madden Women's Daisie-p Pump

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Pros:

  • Cheap Price
  • Comfortable and large enough to fit an orthotic
  • Versatile enough to dress up or down
  • Good looking

Cons:

  • Runs small
  • Finishes have begun to flake off in the toe area

Perfect for many occasions and looks great on feet that run wide. As good as any high-end designer brand (Jimmy Choo, Prada, Christian Louboutin) without paying the earth.

10. Steve Madden Women's Stecy Dress Sandal

Our rating: 7 / 10

Steve Madden Women's Stecy Dress Sandal

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Pros:

  • Sturdy and strong
  • Nice amount of arch support
  • Comfortable
  • Has cushion
  • Well made
  • Not too narrow
  • Easy to clean
  • Stays on the foot
  • Lasts for a long time

It’s time to make your big purchase and walk tall in those gorgeous heeled shoes you’ve had your eye on! Hopefully, we’ve helped you make the right choice and given you all the necessary information about heels and shoe brands. There’s no time like now to start wearing your favorite pair of heels! Don’t forget about all the other great advice on our website to keep your heels in good shape and save you money in the long run!

11. Riverberry Women's Lucy Pointed-Toe

Our rating: 6 / 10

Riverberry Women's Lucy Pointed-Toe

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Why Riverberry Women's Lucy Pointed-Toe, Sling Back 4.5-inch Block-Heel Flat Leopard Clutch Dance Shoes?

The bold and cute pattern and the high-end materials added in the making of this set make you fall in love at first sight. This heel surely makes you the most attractive and charming women in the room.

Pointed-toe, sling back flower shaped jeweled embellished opening. It comes with 8 rotating floral studs. These 8 rotating studs paired with floral stitched design and heeled block make it more fashionable and attractive. The shoes are made of soft materials which are designed to make you feel comfortable and cozy. The thickness of the sole is 1.75 cm / 0.69 inches.

12. ALDO Women's Stessy Dress Pump

Our rating: 5 / 10

ALDO Women's Stessy Dress Pump

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Pros:

  • The ultimate stiletto dress shoe
  • Sexy style
  • Accentuates the legs
  • Perfect for dress pants and skirts
  • Stylish and eye-catching
  • Affordable price point
  • Comfortable and roomy
  • Extremely versatile
  • Versatile

Cons:

  • Can be uncomfortable to wear for many hours
  • Does not come in wide widths

Frequently Asked Questions (FAQ)

What brand is the most comfortable high heels?

There isn’t any one brand that is the most comfortable. What works for the one person might not work for the next. You just have to experiment until you find some that fit you well and don’t cause pain.

What makes a stiletto a stiletto?

A stiletto is a shoe whose heel is long, thin, and high. There is no other definition to a stiletto.

Shoes that are either too thick or have a shape other than classic stiletto do not fall into the stiletto shoe category.

There are, however, many stilettos that have a square or rectangular shape to the toe while still having a long and thin heel. The difference between those and a classic stiletto is that the toes taper to tapered points and the heel does not.

Stilettos are a must have to any woman’s wardrobe. They are a classic shoe that can “seal the deal” and give any woman an extra boost of confidence as well as an extra inch if she needs it, while keeping her stylish at the same time.

Is it hard to walk in stilettos?

Even though it looks very different, you actually use the same muscles when walking in stilettos as you do when walking in flats. You still need to flex your ankles, knees, and hips in a smooth, controlled manner as you walk. If you tend to clump, stomp, or drag when you walk, you will probably do the same in stilettos, which can leave you off-balance and have you slipping and falling.

To learn how to successfully walk in stiletto heels, practice by walking in increasingly taller shoes until you reach your desired height of heel. You can then practice with your most comfortable pair of heels or stilettos before trying to walk in heels that you are just getting used to.

What is the difference between pumps and stilettos?

If anyone knows how to sex up their look, it’s women who go out to the club (or wherever else they go) and wear high heels. High heels are a staple of the club wear look as they elongate the legs and give a woman an impressive and womanly appearance.

Club wear looks to accentuate a woman’s body and high-heeled shoes definitely do so. High heel shoes, in particular stilettos, are not easily walked in. If you are the sort of woman who will be spending the entirety of your evening on your feet, you probably benefit more from a good pump, which will be easier to walk in. However, if you’re only on your feet when you’re on the dance floor, stilettos may be your better choice.

Conclusion

What is best for the flat footed? Well, the obvious answer is shoes that fit, shoes with comfortable arches and shoes with a well-cushioned heel area. This article provides a variety of shoe reviews to ensure that you will find an option that is a perfect match for your foot type.

Our Recommendation

NameCategoryProduct
Betsey Johnson Women's Sb-sage Heeled SandalBest OverallBetsey Johnson Women's Sb-sage Heeled Sandal
Dr. Scholl's High Heel Relief InsolesBudget PickDr. Scholl's High Heel Relief Insoles
ALDO Women's Stessy Dress PumpUpgrade PickALDO Women's Stessy Dress Pump