Robin Williams in drag made the 1990s classic Mrs. Doubtfire. To celebrate the comedian's return to television, this collection looks at other instances of cross-dressing, whether it was for comedic effect, or to be provocative or to raise awareness.
In fashion, photography gender-swapping is a common concept, whether it involves women dressed in menswear, or men in dresses or other feminine apparel. This can be seen in lower end ads or in haute couture. On the advertising side of things, cross-dressing is often used as a shock and awe tactic.
Celebrities and other recognizable characters also wear the clothing typically associated with the opposite sex. Robin Williams in drag is a great example of this, which can be seen in Re-Cut Comedy Classics and Movie Songstress Hybrid Blogs.
45 Examples of Cross-Dressing Styles
Robin Williams in Drag Makes for Classic Career Performances:
Alyson Wyers — Sep 18, 2013 — Pop Culture
45
Cross-Dressing Princess Cartoons
Haruki Godo's 'Costume Swap' has Disney Characters Trade Clothes
44
Gender-Defying Models
Casey Legler Becomes the First Female Signed On as a Male Model
43
Cross-Dressing Fashion Ads
Marc Jacobs Puts Male Model in Women's Clothes
42
Gender-Switched Pregnancy Ads
Thses Ads for the City of Chicago Show Impregnated Teenage Boys
41
Feminized Male Actors
The Worth1000 Gender Bending Contest Mashes Two Celebs Together
40
Cross-Dressing Monarch Photography
The Chan-Hyo Bae 'Existing in Costume' Series Takes on History
39
Cross-Dressing Gentleman Portraits
The David Prat by Sylvain Norget Editorial Blurs Gender Roles
38
Men in Sheer Dresses
Cross-Dressing Simon Nessman Appears in Tokion Magazine
37
Couture Cross-Dressing
Karl Lagerfeld Shoots Baptiste Giabiconi in Women's Clothing
36
Cross Dressing Husbands
Olympia Sock Ads: Lingerie For Your Feet
35
Hilarious Gender-Bending Portraits
These Funny Photos Capture Men Wearing Ladies Clothing
34
Circus Freak Fetes
Mariano Vivanco Shoots Un-Conventional Models for Hercules Issue 9
33
Cross-Dressing Couture
Dolled Up Callum Wilson in Candy Magazine Rocks Christian Lacroix
32
Heel-Wearing Man Shoots
Giampaolo Sgura Shoots a Crew of Men in Purses and Pumps
31
Drag Queen Barbies
The Blonds Blond Diamond Doll Makes Cross-Dressing Super Glamorous
30
Selling Cars with Drag Queens
Renault Twingo Cross-Dressing Commercial
29
Gender-Bending Fashion Photography
This Series Features a Male Model Draped in Flowers and Makeup
28
Cross-Gender Cosplay Captures
Male to Female Crossplay Photos by Naoko Tatibana are a Taboo
27
Cross-Dressing Collections
'Acne' Transvestite Shirts are Fashionably Gender-Bending
26
Gender-Bending Celebrity Editorials
Jared Leto Gets Dressed in Drag for This Candy Magazine Shoot
25
Cross-Dressing Adverts
The Leo Burnett 'Art Directors Club Ukraine' Campaign Bends Gender Lines
24
Gender-Changing Editorials
The Pani September 2012 Editorial Stars a Magdalena Frackowiak
23
Gender Role-Switching Photography
Arvida Byström Captures Boys Doing Girl Things for VICE
22
Gender-Bending Masculine Portraits
Chad States Has Created a Personal Depiction of Masculinity
21
Feminine Fella Photography
'Un Garcon' from Mariya Sabotinova Shows the Soft Side of Male Fashion
20
Ball Gown Sporting Jocks
Major League by Emmanuel Giraud Puts Outfielders in Frocks
19
Cross-Dressing Pictorials
The Multi-Model Editorial, 'New Faces' in French Revue De Modes
18
Provocative Gender-Bending Editorials
'Kings and Queens' is Well Shot and Original
17
Old Hollywood Cross-Dressing
Piers Atkinson Spring/Summer 2010 Line is Modeled by a Man
16
Gender Swap Suits
The Virtual Transgender Suit Provides Instant Change
15
Cross-Dressing Masked Wrestlers
Mexico's 'Lucha Libre' Troupe
14
Cross-Dressing Smokers
Dan Felton Rocks Women's Lingerie for Matthew Kristall Shoot
13
90s Cross-Dressing
‘Fall For Heidi' in V Magazine
12
Cross-Dressing Brand Reps
Dame Edna Launches Limited-Edition MAC Cosmetics Collection
11
Transgender Alcohol Ads
The Bearded Lady Bourbon Campaign Urges People to 'Stay Strong'
10
Obscured Gender Photoshoots
The Le Melange Des Genres Editorial is Indeterminate
9
Cross-Dressing Portrait Photography
Jill Peters Captures an Ancient Albanian Tradition
8
Cross-Dressing Couple Photos
Sincerely Hana Pulls a 'Switcheroo' on Her Fun-Loving Audience
7
Cancer-Combating Cross-Dressing
The ‘Tutu Project' Raises Awarenes by Turning Heads
6
Gender-Bending Rapper Impersonations
This BET Award Show Promo Features a Cross-Dressing Samuel L.
5
Conceptual Headpiece Captures
The Benjamin Benedek by Verena Mandragora Image Series is Sculptural
4
Fabled Gender-Swapping Prints
Yudi Chen Switches Gender Roles in His Playful Fairy Tale Paintings
3
Re-Cut Comedy Classics
The Mrs. Doubtfire Horror Trailer Makes You Rethink Childhood
2
Poker Reality Shows
Gambling Takes On New Heights With 'Two Months Two Million'
1
Movie Songstress Hybrid Blogs
The 'What if Adele was Mrs. Doubtfire' Tumblr is Hilarious
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Stylish Performance Uniforms
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Bianca Saunders & Farah Tapped Lee “Scratch” Perry's Legacy
Nudist-Themed Sporty Fashion Campaigns
PUMA and NOAH Join Forces on a New Collection
Filmic Skater Shoes
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Outlandish Bear-Inspired Pants
Doublet's 'The Bear Carrying on You' Faux-Fur Trousers are Insane
Sporty Visual Fashion Campaigns
PUMA and NOAH Join Forces on a New Sporty Campaign Series
Runway-Inspired Fashion Dolls
New York Fashion Week Designs Inspire the L.U.V. Fashion Doll Styles
90s-Style Cosmetic Cases
e.l.f. Cosmetics x Caboodles and Laurel DeWitt Created a New 'It Bag'
Retail-Based Pop-Star Takeovers
H&M and Charli xcx Host a Surprise Event at Times Square
Modern Women-Exploring Luxe Fashion
The Fendi SS24 Series was Unveiled on the Runways
Humorous Collab Fashion Campaigns
Barbour and Maison Kitsuné Launches a New Campaign
British Tradition-Themed Fashion
Charles Jeffrey LOVERBOY Presents These New Caroleans
Historic Fashion Try-Ons
The Design Museum's London Fashion Exhibition Integrates AR Mirrors
Loud Luxury Fashion
Moschino SS24 Pokes Fun at "Quiet Luxury" with Maximalist Styles
Sci-Fi Film-Inspired Fashion
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Star-Studded Luxe Fashion Campaigns
Alexander McQueen Presents its Dramatic FW23 Campaign
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Self-Portrait Launches Its Striking 2024 Bridal Capsule
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The Outlier by Willie Norris Spring/Summer 2024 Theme is ‘Escape’
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Proportion-Exploring Mystical Menswear
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Hackett London & David Gandy Wellwear Introduced a New Range
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Juxtaposed Workwear Campaigns
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Cat-Adorned Streetwear Styles
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