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Though high heels are typically still considered a woman’s shoe, gender norms are being pushed in the 21st century, and these days a guy can rock a pair of heels whenever he feels like it. If you’re a man looking for a subtle height boost, elevator shoes, shoe lifts, or even low-heeled boots are a great choice. For guys looking to strut their stuff in a pair of wedges or even stilettos, practice makes perfect!

Method 1
Method 1 of 5:

Choosing Your Heels

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  1. If you want to look taller without the obvious addition of heels, elevator shoes are the choice for you. They look like regular dress shoes, but contain an extra insert inside, either attached to the shoe or removable, that can add anywhere from 1-6 in (2.5-15.2 cm) of height. [1]
    • You can buy the inserts, known as shoe lifts, separately. Place them in any dress shoe or lace-up boot for a few extra inches of height. [2]
  2. Another low-key way to boost your height, low-heeled men’s boots are clomping their way back into fashion. You can buy them in leather or suede varieties for a retro or classy feel. [3]
    • Don't be afraid to take a look at women's boots too! Some of them look more masculine while others look more feminine.
    • If you choose women's boots, be aware that they might be more narrow than you're used to. Consider a pair that's labeled "wide." It'll be more comfortable.
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  3. If the high heeled look is what you’re after, start out with lower or thicker heels. Look for heels that are an inch-high or smaller, with a thick heel or even a platform sole. These platforms are known as wedges, which refers to the solid block, or “wedge,” that runs from heel to toe and supports the foot while adding height. [4]
    • A low-heeled boot can also be a great way to ease into wearing higher heels, for your own physical comfort as well as subtlety.
    • If this is your first time wearing heels, choose lower heels or wedges for your first pair. The next set of heels can be the height you want, such as sky-high stilettos.
  4. Stilettos have the classic thin, high, tapered heels. They’re gorgeous, but notoriously difficult to walk in! If you’ve walked in lower heels before and feel up to the challenge, buy a pair and try them out.
    • Don't give up if you can’t manage the height. Keep practicing, and you’ll be rocking them in no time.
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Method 2
Method 2 of 5:

Buying and Trying On Your Heels

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  1. If you think you’d feel a bit uncomfortable having store employees size you up for women’s shoes, or simply want to save time in the store or online, knowing your size in women’s shoe’s can streamline the whole process. [5]
    • In the US, women’s shoes are about 1.5-2 sizes smaller than men’s. For example, if you wear a size 10, you’ll wear either an 11.5 or 12 in women’s shoes, including heels.
  2. Most department stores don’t carry women’s shoes, including heels, in sizes larger than a US 10. If your feet are smaller than about an 8 in US men’s, browse the shoe department of your local department store. With the large selections of heels at department stores, you’re bound to find something you’ll like. [6]
    • If you feel comfortable, ask a store employee to help size you and recommend shoes. Try them on in the store for size and comfort.
  3. It’s OK to feel a little uncomfortable or awkward on your first trip to buy heels. If you’d rather not try your heels on in the store, you can simply estimate your size and ask an employee to bring you a pair without trying them on. You can give them a test run at home and return them later if they don’t fit. Say they’re for a family member or friend if you want to avoid questions.
    • There’s nothing wrong with taking pride in your heels, since you already know you’ll look great in them!
    • On the flip side, there’s also nothing wrong with keeping it to yourself if that makes you more comfortable.
  4. If you want a larger selection or more size options, or you simply want to avoid a trip to the store, head to an online vendor. You’ll find options for larger-sized women’s shoes as well as shops that sell heels made specifically for men, wider and longer than the typical women’s heel. [7]
    • Some stores even offer a custom-made service if you know exactly what heel you want but haven’t found it in stores.
  5. In the store or right after you receive your heels at home, stand them on a table with the heels facing you. Give the heels a couple good taps. If they rock side to side, they’re not stable and will be difficult to walk in, so consider returning them for a new pair. [8]
    • If the second pair rocks as well, there might be something wrong with the design itself. In this case, you might have to choose a different style of shoe.
  6. Try on your heels to test the fit. Make sure that your toes aren’t pressed too tightly in the toe box, which could be uncomfortable and cause blisters. The toe area shouldn’t be too loose, either, or you’ll walk right out of the shoe.
    • Closed-heel or closed-toe shoes should have some wiggle room in the heel counter (the back of the shoe where your heel slips in), but not so much that your foot slides out while walking. [9]
    • For an open-heel or slingback shoe, ensure that your heel touches the back of the shoe without creating a gap or hanging off of it. [10]
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Method 3
Method 3 of 5:

Learning How to Walk in Heels

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  1. Stretch out your toes and spread them wide, then rotate your ankles in small circles to the left and right. Point your feet and toes straight, then flex them so the toes are pointing straight into the air. [11]
    • A few easy exercises will loosen and strengthen the muscles that will be working when you walk in your heels.
  2. Take off your socks and strap your shoes onto your bare feet, or wear nylon stockings or pantyhose to help with a smoother fit.
    • Some shoes will have a small strap with a buckle while others will simply be slip-on, so make sure to look at your shoes carefully before pulling them on.
  3. Focus on having good posture and keeping your spine straight, which will help with your balance. It might feel strange at first to have most of your weight thrust forward onto your toes. [12]
    • Don’t worry; wearing heels for the first time is weird for everyone, men and women alike! Relax and let yourself get used to the weight shift.
  4. Allow your knees to bend as you walk and turn out your feet slightly so your inner thighs are turning towards the front. Set the ball of your foot down first so that it touches the ground just before your heel. Let your hips relax and move naturally. [13]
    • Think about being flowing and graceful with your limbs and movements while keep your back straight.
  5. Pulling back your shoulders and keeping your chest high will help to counterbalance the weight shift onto the balls of your feet. Engaging your lower abs will help to stabilize your lower back. [14]
    • As a bonus, good posture will also help you feel confident in your new heels.
  6. This will help your hips roll naturally and prevent you from walking bow-legged. Remember not to cross your legs too dramatically as you step, though; that will throw you off balance, and look a bit strange! Simply focus on putting one foot right in front of the other. [15]
  7. Keep an eye out for a few common mistakes of walking in heels, such as letting your ankles wobble from side to side or keeping your knees stiff, which will cause you to lean forward and have bad posture. You might also see that you’re leaning back too far as you walk, which means that you’re keeping your thighs too tense. [16]
    • Remember to stand straight with your shoulders back and stay relaxed through your hips and knees.
    • Alternatively, film yourself walking, then watch the recording. Note any mistakes, such as wobbly ankles or stiff knees.
  8. Have fun with it! Pretend that your hallway is a catwalk and strut your stuff. The more you practice, the more comfortable your heels will feel--and the more confident you’ll feel while wearing them. [17]
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Method 4
Method 4 of 5:

Completing the Look

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  1. The point of elevator shoes is to provide an invisible boost of height, so there’s no need to draw particular attention to them. Simply dress like you normally would with a pair of nice shoes or boots and enjoy the extra few inches.
  2. Short boots are great for a rock-and-roll look, especially when paired with fitted jeans and a low-key shirt. The slim jeans will call attention to the boots without seeming over-the-top. [18]
  3. Throw on a t-shirt for a more casual look, or wear your heels with a full fitted suit. Heels with tight pants accentuate your legs in the best way.
  4. Many celebrities have started to rock dresses on social media, while fashion designers often dress masculine models in skirts with heels. Men wearing skirts is definitely the new fashionable trend, so try it out for yourself! Pair your heels with a knee-length dress or skirt. [19]
    • Look for a color that matches your heels. Nude heels can go with pretty much anything, while black heels look best with black dresses.
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Method 5
Method 5 of 5:

Taking Your Heels for a Spin

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  1. It’s fine if you’d rather not debut your heels in public just yet, or maybe ever. Do whatever makes you comfortable and happy, whether that’s rocking your heels on the street or simply in the privacy of your own home.
  2. If you feel a bit nervous about walking outside in your heels for the first time, start small. Walk around in a park where you feel safe and comfortable.
    • Remember to stand up straight with your shoulders back; assuming a strong posture will help you feel confident and poised.
    • Walk with a friend and chat as you go to keep yourself relaxed. They can give you tips, help calm you down if you feel nervous, and catch you if you stumble.
    Embrace the confidence of the height boost. "I'm a straight man who loves wearing heels. I had yet to wear them in public, but this article helped me build up the courage to do so. I just love the way they feel. I also enjoy the boost in height." - Larry K.
    Find others to wear heels with. "My neighbor was a sweet lady who had a lot of beautiful heels and slides. At the age of 14, I used to wear her heels at her home. Seeing my interest, she bought me a high-heel pump in my size. Now I am a grown-up man, and I still wear high heels (some of my own and a few of my sweet neighbor's used heels she gifted me — luckily, her size is the same as mine). I often go to the mall to shop with her in high heels. I hope others are able to do the same after reading this article!" - Eric F.
    We want to hear from you! Advice from our readers makes our articles better. If you have a story you’d like to share, tell us here .
  3. When you’re ready, wear your heels in more normal streets and busier areas. Keep an eye out for any bumps, cracks or grates in the sidewalk. If you’re still feeling shy or nervous, remember that most people won’t even look at you long enough to notice your shoes. Act normally and walk confidently; by now you’ll be a pro at walking in heels!
    • If you get harassed by someone, ignore it and keep walking. If they see that their words don’t stop you from rocking your heels, they’ll probably give up.
    • If they keep pursuing you, duck into a crowded store or turn a corner. If all else fails, call the police.
    • No matter what happens or what anyone says, don’t let bullies or a bad experience ruin your confidence.
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Expert Q&A

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  • Question
    Do you have to wear heels clubbing?
    Katie Quinn
    Image Consultant
    Katie Quinn is an Image Consultant, Personal Wardrobe Stylist and the Founder of Q the Stylist, an image consulting service based in New York City helping men and women understand their specific goals, improve their wardrobe, performance, and life. She has over 11 years of image consulting experience and has worked as a stylist for Trunk Club, Modewalk, and Moda Operandi. Her work has been featured in Vogue, InStyle, Martha Stewart Weddings, Sheridan Road, Slate, Newsy, Rue, and Thrillist.
    Image Consultant
    Expert Answer
    Unless there's a dress code, no. You can wear whatever you're comfortable and happy in. That's what's so great about fashion; it's all about expressing yourself as you see fit! If you don't like heels, don't wear heels, and don't let anybody tell you otherwise.
  • Question
    If I already know how to walk in 4-inch heels, am I ready to walk in 5-inch stilettos?
    Community Answer
    Go for it! You already have the basics down, so it's just a matter of getting used to that extra inch of height and a slightly higher angle of the foot. Take slow, small steps at first and keep your legs relaxed. Practice on flat ground before you move on to bumpy sidewalks, stairs, or hills.
  • Question
    What if I am a short guy trying high heels and have worn them before but only for a short time?
    Jose Gabriel Muyar
    Community Answer
    For short men, high heels are really good for giving the illusion of being tall.
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      Tips

      • Accessorize your heels by wearing matching toenail polish. You can also coordinate your outfits to have your heels blend in or pop out.
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      Warnings

      • Use caution when you wear high heels in public. Though the world is becoming a more accepting place, harassment of people with alternative lifestyles is still a real and serious problem in many nations.
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      About This Article

      Article Summary X

      If you’ve never worn heels before, look for shoes that have low, thick heels so you can get used to how they feel. For something more fashionable, pick up a pair of stilettos with tall, thin heels. When you’re ready to rock your heels, turn your feet out slightly and walk forward on the balls of your feet, remembering to keep your chest up, abs tight, and knees relaxed. To learn how to compliment your heels with a full outfit, read on!

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