MSN
  • More
    • Autos
    • Careers & Jobs
    • Celebrities
    • Delish
    • Entertainment
    • Games
    • Glo
    • Healthy Living
    • Living
    • Money
    • News
    • msnNOW
    • Real Estate & Rentals
    • Sports
    • Travel
    • Video
    • Weather
    • WhitePages
    • Full MSN Index
  • Outlook.com
    • Inbox
    • Calendar
    • Contacts
    • Send e-mail
  • Mobile
Bing
Rewards
�

Bing Search

Living | Web | Images | Video | News | Maps | Shopping
Loading...

Men in heels

High heels aren’t just for women — and rarely have been throughout history (the history of the high heel). Take a look at some men, past and present, who have worked a little shoe height, and worked it well.
Freelance // Freelance

Royal flair

Men in heels Next Slide

This monarch made high heels fashionable for both men and women during the 18th century by declaring them off limits to everyone except the aristocracy. Naturally, people of every class were soon wearing them, but only the nobility were allowed to wear shoes with red heels (why red?).

Bing: The monarch who wore heels?
Search: What set his pairs apart?
Find: How long did he reign?

1 of 22 Photo: magno/Getty Images

Swishbuckler

Previous Slide Men in heels Next Slide

This A-list actor has built a career on offbeat roles and swashbuckling adventure. Never afraid to blur gender lines in pursuit of a good performance, his portrayal of a transvestite (in what film?) is one of his most memorable.  

Bing: Who's this actor who wore heels?
Search: See photos of him in his many roles
Find: What's he set to star in this year?

2 of 22 Photo: WENN

Dressed for success

Previous Slide Men in heels Next Slide

Even a leader of the free world likes to indulge in a little sartorial splendor now and then. This former U.S. president never made a secret of his preference for a stylish pair of heels above all other footwear.

Bing: The former commander-in-chief in heels?
Search: See him working them on his ranch
Find: What's he taken up since leaving the White House?

3 of 22 Photo: Duane A. Laverty-Pool/Getty Images

Get Dorothy

Previous Slide Men in heels Next Slide

Often cited as one of the finest actors of his generation, this movie star is known for roles as diverse as a confused college graduate on the make, a single father fighting to keep his son and a down-and-out con man on the mean streets of Manhattan, but he created one of his most memorable roles when he put on a wig, a dress and a pair of stilettos.

Bing: The actor who worked heels for a role?
Search: See him taking on the famous persona
Find: His directing debut

4 of 22 Photo: Mary Evans/Ronald Grant/Everett Collection

Stylish soldier

Previous Slide Men in heels Next Slide

This legendary 12th century warrior and emperor (where?) proved that fashion can be practical, and that even brutal conquerors can have a soft side. An expert horseman, he wore distinctive red boots with wooden heels, which most likely inspired fear in his enemies and envy among his fashion-conscious troops, but certainly kept his feet firmly in the stirrups as he rode into battle.

Bing: The famous warrior who sported heels?
Search: More images of the ancient ruler
Find: Watch his character depicted in film

5 of 22 Photo: Michael Kohn/epa/Corbis

Just friends

Previous Slide Men in heels Next Slide

These two actors were buddies back in the 1970s, until life took them in different directions. But they both got their start in a short-lived sitcom in which they played two struggling ad men who put on dresses and high heels in order to rent the only apartment they could afford — in a residential hotel for women.

Bing: The actors who wore stilettos, but didn't stay, together? 
Search: Watch clips of them in their early days on the show
Find: One plays a funny dad on a current HBO hit

6 of 22 Photo: ABC Photo Archives/ABC via Getty Images

Designed for notoriety

Previous Slide Men in heels Next Slide

Demonstrating that high heels might just be back in style for men, this innovative designer of unisex, seasonal couture got the fashion world’s attention when he dressed his male models in heels (and wore a pair himself) at his New York runway show in 2009.

Bing: The heel-donning designer?
Search: See his models work the look on the runway
Find: Clips from his shows

7 of 22 Photo: Charles Eshelman/FilmMagic

Ladies’ man

Previous Slide Men in heels Next Slide

This actor from Hollywood’s Golden Age was considered quite a ladies’ man, but when he put on women’s clothing for a 1949 screwball comedy even his dashing good looks couldn’t make him into a lady. Even so, the acrobat turned movie star scored compliments from other men in the film for his shapely legs.

Bing: The actor with the gams to die for?
Search: The film where he worked them? | Watch clips
Find: More photos of the handsome star

8 of 22 Photo: 20thCentFox/Courtesy Everett Collection

Mr. Television

Previous Slide Men in heels Next Slide

His successful transition from the vaudeville stage and radio airwaves to the small screen earned this comedian the nickname, "Mr. Television," and the title of "first genuine TV star." His weekly program (what was it?) was so popular nationwide (when did it air?) that the sale of movie tickets noticeably declined on Tuesday nights, the sale of television sets skyrocketed, and many restaurants, theaters and other business shut down during his broadcast hour.

Bing: The star who rocked heels on TV
Search: Watch one of his favorite comedy routines

9 of 22 Photo: Rex Features

Rock royalty

Previous Slide Men in heels Next Slide

This 5-foot-2 1980s rock legend is so crazy about high heels that he has high-heeled shoes or boots custom made to match every one of his outfits. Rumor has it that even his bedroom slippers aren't flats. When he isn’t tooling around town in his little red Corvette, chances are you can find him trying on shoes.

Bing: Who's the pop star crazy about footwear?
Search: Pics of his outrageous on-stage looks
Find: Where's he performing this year?

10 of 22 Photo: Kevin Winter/Getty Images
Previous Slide
More Slideshows on MSN
Bridesmaid dresses
The ugliest bridesmaid dresses of all time
UP NEXT:
Ugly wedding dresses
Ugliest wedding dresses of all time
Being your own boss is something that everyone should experience
20 things everyone should do at least once
Painted toe nails
Summer nail art
father and son at the beach
The 10 Most Important Things Fathers Can...
A table made of bicycle tire inner tubes
9 tables made from found objects
↺Replay "Men in heels"
More on MSN Living
22 of 22
More from MSN Living
  • 25 most provocative fashion & beauty...
  • Style advice from top men’s fashion...
  • The best and worst dressed football...
  • How to look good in pictures
  • Cheat sheet: Get the look of three...
  • Looks guys love (and hate)

fashion: trends & must-haves for your wardrobe

  • June Ambrose

    Shoe envy

    Step into spring with style in June Ambrose's new shoe line for HSN.

  • Blazer

    Office remix

    Revamp your corporate look with graphic prints and bold color.

  • Getty Images

    The most iconic workwear of all time

    Stuck in a office-look-rut? Let some of history's most smartly dressed women inspire your everyday uniform.

  • Hilary Swank

    Closet classic: The best dress is a shirtdress

    It's one of those workhorse pieces that can make women look crisp, laid-back, professional, or dead sexy. Meet the one shirt dress you'll wear for life.

  • Animal print dress

    Cave woman trends to try

    Toss your tweezers. Everything from brows (thick!) to your workout is taking a cue from the Flintstones. Yabba-dabba-doo!

  • Bikini \\ Photo: Simon Wilkinson\Getty Images

    Are bikinis fading in popularity?

    More American women are trading their itsy bitsy bikinis in for one piece swimwear.

  • Christophe Jouany

    5 fashion rules you should break

    Look thinner, younger, and hipper by ignoring those dated style dictates your mom taught you.

  • Melting tights

    Strange moments in fashion

    Weird can be wonderful when it comes to fashion. Take a look at these wacky clothes, styles and accessories and choose your favorite odd-but-awesome trend

  • Photos: Prada exhibition // Courtesy

    Prada's gorgeous costumes for The Great Gatsby

    The exhibition includes dresses, gowns, hats, shoes, and jewelry.

  • Bright anorak

    The new toppers

    Throw these nine fresh jackets over anything to instantly upgrade your spring wardrobe.

  • glamour1

    Find your body’s best jean jacket

    Get your most flattering cut, color, and collar, and wear it over everything—as these street-stylers do. Click through the slideshow to shop your shape!

ad choice
Loading...
follow us
follow us follow us on facebook follow us on pinterest follow us on twitter
Most Popular
  • Shared
  • Commented
  • Viewed
The best ways to flirt
Barnett Newman painting auctioned for $43.8 million
15 untruths you may have believed
5 heartwarming Armed Forces homecomings
'Be My Slave' photo shoot shocks
Totally affordable anti-aging products
School bans Ten Commandments from classrooms
15 ways to fake nine hours of sleep
10 phrases to avoid at work
Report: Finland is best place to be a mother
School bans Ten Commandments from classrooms
'Be My Slave' photo shoot shocks
Barnett Newman painting auctioned for $43.8 million
Report: Finland is best place to be a mother
American Apparel in trouble for 'sexist' ad campaign
Respecting other people's beliefs
The best ways to flirt
10 phrases to avoid at work
Topless women in public not breaking the law, says NYPD
Primates of Park Avenue: How the 1 percent does Disney
25 things that will keep you young
The most iconic workwear of all time
40 greatest love stories of all time
Funniest ‘save the dates’
15 untruths you may have believed
What no one told me about motherhood
20 things everyone should do at least once
Get your life back in order
The month in hairstyles
Summer nail art
buzzing now on msn living
Loading...
fashion videos
Ad Choices
editor's picks
Loading...
Ad Choices
  • get the look
    • everyday fashion
    • celeb style
    • weddings
    • makeup, skin & hair
    • shop
    • your work style
  • home
    • room décor
    • organizing
    • entertaining
  • relationships
    • sex
    • marriage
    • love
  • love your life
    • parenting
    • mom’s homeroom
    • popular video
  • experts & blogs
    • miss manners
    • lifestyle & culture buzz
    • style for her
    • news he can use
    • the family room
    • sex & love news
    • the married chick
  • msn living
    • cooking
    • healthy living
    • fitness
    • style
    • the healthy household
  • HOME
  • STYLE & BEAUTY
    • fashion
    • makeup, skin & hair
    • wedding style
    • celebrity style
    • closet genius
    • simply chic
    • living exclusives▼
      • Simply Beautiful: Your Guide to Gorgeous Hair
      • Start Your Morning Off Right
  • HOME DÉCOR
    • cleaning & organizing
    • interior design
    • diy decorating
    • living exclusives▼
      • Spring Refresh
  • FAMILY & KIDS
    • the family room blog
    • pets
    • raising kids
    • off the leash blog
    • kid wonders
    • living exclusives▼
      • Fun in the Summer Sun for Less
      • Father's Day
      • Celebrate Summer, Dads and Grads
  • INSPIRED LIFE
    • inspire me
    • life unleashed
    • miss manners & advice
    • blogs▼
      • the daily dose blog
      • the men's department
    • living exclusives▼
      • A Year of Happiness
      • Did You Know?
      • Simplify Your Spending
      • Elevated
      • Life Coach
      • Life Unwrapped
      • Time to Bloom
  • LOVE & SEX
    • sex
    • weddings
    • married chick blog
    • heart beat blog
    • living exclusives▼
      • The Liberating Side of Being Together
    • sex by the numbers
  • SHOPPING
    • spring fashion
    • wedding guide
    • home
    • kids
    • living exclusives▼
      • Father's Day Gift Guide
      • Celebrate Summer
    • circulars
  • TECH
    • technobabble blog
    • social
    • mobile
    • home tech
  • VIDEOS
    • closet genius
    • elevated
    • year of happiness
    • sex by the numbers
    • kid wonders
    • life coach
    • face to face
  • MORE
    • glo
    • greetings
    • delish
    • healthy living
    • diet & fitness
    • horoscopes
LIVINGMSN PrivacyLegalAdvertiseAbout our adsFeedbackHelp
� 2013 Microsoft