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Humorous Portraits

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French artist. Oil on canvas. Humorous portrait in naïve style. 1954
Located in Copenhagen, DK
French artist, oil on canvas. Humorous portrait in naïve style. In excellent condition. Signed
Category

Vintage 1950s French Paintings

Materials

Canvas

Sherlock #2 by Kevin Horan, 2012, Archival Pigment Print, Portrait Photography
By Kevin Horan
Located in Dallas, TX
, yet humorous portraits. Kevin Horan is a photographer based in Langley, Washington, USA. He is
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

Sherlock #2 by Kevin Horan, 2012, Archival Pigment Print, Portrait Photography
By Kevin Horan
Located in Dallas, TX
, yet humorous portraits. Kevin Horan is a photographer based in Langley, Washington, USA. He is
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

Xantippe #1
By Kevin Horan
Located in Dallas, TX
and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a photographer based in
Category

Early 2000s Contemporary Portrait Photography

Materials

Archival Pigment

Xantippe #1
H 30 in W 24 in D 0.1 in
Lizzie #1
By Kevin Horan
Located in Dallas, TX
people and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a photographer based
Category

Early 2000s Contemporary Portrait Photography

Materials

Archival Pigment

Lizzie #1
H 30 in W 24 in D 0.1 in
Stanwood No. 1
By Kevin Horan
Located in Dallas, TX
exchange between people and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

Stanwood No. 1
H 30 in W 24 in D 0.1 in
Emma No. 2, from the Chattel
By Kevin Horan
Located in Dallas, TX
exchange between people and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

Duchess No. 1, from the Chattel
By Kevin Horan
Located in Dallas, TX
people and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a photographer based
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

No. 83 - Make A Wish
Located in Wien, 9
zoomed in, sharply focused, snappy, humorous portrait of peo-ple as socialized, sexualised beings, of
Category

2010s Portrait Paintings

Materials

Canvas, Oil, Acrylic

Sydney #1 by Kevin Horan, 2012, Archival Pigment Print
By Kevin Horan
Located in Dallas, TX
people and animals lead to these dramatic, yet humorous portraits. Kevin Horan is a photographer based
Category

2010s Contemporary Portrait Photography

Materials

Archival Pigment

WOMAN READING Signed Lithograph, Seated Woman in Pink Robe Brown Armchair
Located in Union City, NJ
and slightly humorous portrait of a true booklover by the very imaginative, creative Belgian artist
Category

1970s Contemporary Portrait Prints

Materials

Lithograph

Post Impressionist Portrait of a Woman - British 40's art portrait oil painting
By Harry Rutherford
Located in London, GB
This striking British Post Impressionist portrait oil painting is by noted Manchester artist Harry
Category

1940s Post-Impressionist Portrait Paintings

Materials

Oil

Portrait of Terrier "Hercules", 19th Century signed JL
Located in Blackwater, GB
Portrait of Terrier "Hercules", 19th Century signed JL 19th Century English Dog portrait of
Category

19th Century Portrait Paintings

Materials

Oil, Board

Red Winter, colorful double portrait oil on canvas
By Stephen Basso
Located in Brooklyn, NY
wit and fearless color. His shrewd social observations often translate into eerily humorous
Category

2010s Neo-Expressionist Portrait Paintings

Materials

Canvas, Oil

Femme Fatale, figurative portrait painting, woman with braids, bubbly, bird
Located in Jersey City, NJ
-folk, portrait of woman with braids, wearing a purple glove and holding a glass of pink champagne
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

Mrs. Peacock, figurative portrait painting, woman with cat & liies, houndstooth
Located in Jersey City, NJ
-folk, portrait of sophisticated older woman dressed in houndstooth and blue boa with bold jewelry -- a
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

"Love Wild" - Contemporary Pop Surrealist Portrait with Cute Odd Little Monster
By Natasha Lelenco
Located in FISTERRA, ES
references to the recurring portraits of the early Renaissance, such as those by Giorgione, from a
Category

2010s Pop Art Portrait Paintings

Materials

Canvas, Oil, Spray Paint, Acrylic

purple hat, social observation, portrait of woman with red hat,
By Stephen Basso
Located in Brooklyn, NY
fearless color. His shrewd social observations often translate into eerily humorous figurative scenes and
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

Portrait of a Gentleman - British oil painting interior seated suited man
By Harry Rutherford
Located in London, GB
fine example of a Modern, early 20th century British portrait. In excellent, untouched condition, it is
Category

20th Century Realist Portrait Paintings

Materials

Oil

Helen Frankenthaler and David Smith, New York, Portrait of Two American Artists
By Burt Glinn
Located in New york, NY
white contemporary photograph of two well-known American artists in the 1950s. The portrait reveals the
Category

1950s Contemporary Portrait Photography

Materials

Silver Gelatin, Photographic Film, Photographic Paper

Elizabeth Taylor, Black and White Portrait Photography of Hollywood Star 1950s
By Burt Glinn
Located in New york, NY
Photographing one of the most highly-paid actresses of the time, Glinn captures a candid portrait
Category

1950s Contemporary Portrait Photography

Materials

Silver Gelatin, Photographic Paper, Photographic Film

Crazy Horse Saloon Owner in Paris, France, Black and White Portrait Photography
By Burt Glinn
Located in New york, NY
dirtiness of politics, and the humorous. Glinn received numerous awards for his editorial and commercial
Category

1990s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Portrait of an Enchanting Young Girl Wearing a Garland of Morning Glory Flowers
By James Holland
Located in West Sussex, GB
Attributed to James Holland (1799 -1870) and William Henry Hunt (1790-1864) A Portrait of a Young
Category

Early 19th Century Pre-Raphaelite Portrait Paintings

Materials

Oil

Portrait of a Lady in Blue - British 20thC art oil painting living room interior
By Harry Rutherford
Located in London, GB
example of a Modern British portrait. In fine untouched condition and framed in a period gallery frame
Category

20th Century Realist Portrait Paintings

Materials

Oil

PORTRAIT OF MONET Signed Lithograph, Artist Portrait Monet Water Lilies, Satire
By Charles Bragg
Located in Union City, NJ
reproduction or digital print. PORTRAIT OF MONET is a humorous portrayal of the famous French impressionist
Category

1980s Impressionist Portrait Prints

Materials

Lithograph

Girl with Long Hair, Colin Self british Pop Art portrait of woman in black white
By Colin Self
Located in New York, NY
events such as the attack on the World Trade Center in 2001, while others create lighter, often humorous
Category

Early 2000s Pop Art Portrait Prints

Materials

Etching

Early 20th Century Oil - Smirking Cavalier
Located in Corsham, GB
A characterful portrait of a cavalier in profile. He rests a hand on the hilt of his sword and
Category

20th Century Portrait Paintings

Materials

Oil

Elizabeth Taylor, B & W Photograph of Glam Hollywood Star on the Beach 1950s
By Burt Glinn
Located in New york, NY
Elizabeth Taylor, 1959 by Burt Glinn is a black-and-white photograph shot on film a portrait of
Category

1950s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

the greco roman question, figure with classical statues, greens, earth tones
By Stephen Basso
Located in Brooklyn, NY
Oil on canvas, humorous depiction of a woman with classical artwork
Category

2010s Neo-Expressionist Portrait Paintings

Materials

Canvas, Oil

Seattle Tubing Society, Gelatin Silver Print
By Burt Glinn
Located in New york, NY
style portrait, captures the insouciance of the times. Photograph has embossed Burt Glinn stamp in
Category

1950s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Hugh Hefner at The Playboy mansion, Black and White Photography 1960s
By Burt Glinn
Located in New york, NY
Hugh Hefner, 1966 by Burt Glinn is a 16" x 20" portrait in Chicago, IL of the founder of playboy
Category

2010s Contemporary Portrait Photography

Materials

Silver Gelatin, Photographic Film, Photographic Paper

High Maintenance
By Nelson De La Nuez
Located in New York, NY
Mixed Media. Pop Art. Humorous. On canvas. About the Artist: NELSON DE LA NUEZ is one of
Category

2010s Pop Art Portrait Paintings

Materials

Canvas, Mixed Media

Hugh Hefner, Black and White Photograph of Playboy Magazine Founder and Editor
By Burt Glinn
Located in New york, NY
politics, and the humorous. Glinn received numerous awards for his editorial and commercial photography
Category

1960s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Wolfram - 1996 Oil, Hurricane Madonna
Located in Corsham, GB
A vibrant and humorous oil scene showing a seductive depiction of the singer, Madonna, standing in
Category

21st Century and Contemporary Portrait Paintings

Materials

Oil

Spring and All (2019) square figurative painting, woman, fruit tree, plants, tea
Located in Jersey City, NJ
, skyscape, portrait, woman holding an open book, flipping through the pages, a cup of steaming tea beside
Category

2010s Contemporary Portrait Paintings

Materials

Wood, Acrylic, Wood Panel

Lockdown Painting II - 21st Century Contemporary Acrylic by Rineke Engwerda
By Rineke Engwerda
Located in Nuenen, Noord Brabant
into an artist with her own style and her own, humorous view of reality. In her studio eyes, buttocks
Category

2010s Contemporary Portrait Paintings

Materials

Acrylic

Isabelle Mulvany - Contemporary Gouache, Home Sweet Home
By Isabelle Mulvany
Located in Corsham, GB
floor of her new home. The painting throws a humorous spin on the realities of a new home in the
Category

21st Century and Contemporary Portrait Paintings

Materials

Gouache

Pension Fund
Located in Aberdeen Dyce, GB
pension. That series of artworks my humorous reaction to the bureaucracy. My own struggle.
Category

2010s Surrealist Portrait Paintings

Materials

Canvas, Oil

Pension Fund
Pension Fund
H 39.38 in W 39.38 in D 0.79 in
Church & Steeple - Dog and Cat Large Format Polaroid
By William Wegman
Located in Miami, FL
Polacolor print that features a double portrait - a Dog and a Cat - together but separate in their own
Category

1990s Conceptual Portrait Photography

Materials

Polaroid

"Component" Contemporary Surrealist Figurative Painting
By Henry David Potwin
Located in Houston, TX
, portraits, cityscapes to those that are personal to the artist, idiosyncratic, humorous and socially aware.
Category

2010s Contemporary Portrait Paintings

Materials

Oil

Seattle Tubing Society, Black and White Documentary Photography, Summer
By Burt Glinn
Located in New york, NY
style portrait, captures the insouciance of the times. Photograph has embossed Burt Glinn stamp in
Category

1950s Contemporary Portrait Photography

Materials

Photographic Paper, Photographic Film, Silver Gelatin

The Sunday Stroll
By Johanna Schwarzbeck
Located in Brooklyn, NY
personal unjust situations, typically with a humorous eye or in disguise.
Category

2010s Romantic Portrait Paintings

Materials

Canvas, Oil

Director Otto Preminger, Black and White Photograph of Famed 1950s Film Director
By Burt Glinn
Located in New york, NY
. Subject matter included the social scene of the rich, the dirtiness of politics, and the humorous. Glinn
Category

1950s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

lying woman oil on canvas painting
Located in Barcelona, Barcelona
of his career, he signed humorous drawings under the pseudonym Lollam. He trained at the Lonja
Category

1950s Post-War Portrait Paintings

Materials

Oil, Canvas

Pop Art Acrylic Painting 'Detectives' from the Tintin Comic books
By Fernando Fer Sucre
Located in Surfside, FL
Romero Britto and Marisol Escobar. His neo pop style combines vibrant colors with an upbeat, humorous
Category

1990s Pop Art Portrait Paintings

Materials

Canvas, Plastic, Acrylic

John Huston, Black and White Photograph 1950s Film Director During The Misfits
By Burt Glinn
Located in New york, NY
. Subject matter included the social scene of the rich, the dirtiness of politics, and the humorous. Glinn
Category

1950s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Somerset Maugham, Black and White Photo of English Writer at Cap Ferrat Villa
By Burt Glinn
Located in New york, NY
. Subject matter included the social scene of the rich, the dirtiness of politics, and the humorous. Glinn
Category

1970s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Pope John Paul II, Black and White Photograph at St Patrick's Cathedral New York
By Burt Glinn
Located in New york, NY
the social scene of the rich, the dirtiness of politics, and the humorous. Glinn received numerous
Category

1970s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Twiggy, London, England, Black and White Photography of Pop Star and Agent 1960s
By Burt Glinn
Located in New york, NY
Justin de Villeneuve are photographed in London, England in a documentary style portrait. Glinn captures
Category

1960s Contemporary Portrait Photography

Materials

Photographic Paper, Silver Gelatin, Photographic Film

Clown, Modernist Oil Painting on Board WPA Artist
By Maurice Kish
Located in Surfside, FL
This portrait of a clown by Maurice Kish is part from a series of carnival figures, circus clowns
Category

Early 20th Century Modern Portrait Paintings

Materials

Oil, Board

Hugh Hefner, Black and White Vintage 1960s Photograph of famed Playboy Founder
By Burt Glinn
Located in New york, NY
the social scene of the rich, the dirtiness of politics, and the humorous. Glinn received numerous
Category

1960s Contemporary Portrait Photography

Materials

Silver Gelatin, Photographic Film, Photographic Paper

Liberty Magazine Cover, October 1, 1932
By Leslie Thrasher
Located in Fort Washington, PA
Portrait of a young girl with short blonde hair wearing a collared shirt and a red tie. Liberty
Category

1930s Other Art Style Portrait Paintings

Materials

Canvas, Oil

Sarah
Located in New York, NY
delicate and austere. They are also humorous and bizarre. And nearly all of his new works seem to inhabit a
Category

2010s Portrait Paintings

Materials

Oil

Clown, Early 20th Century Playful Oil Painting on Board
By Maurice Kish
Located in Surfside, FL
This portrait of a clown by Maurice Kish is part from a series of carnival figures, circus clowns
Category

Early 20th Century Modern Portrait Paintings

Materials

Oil, Board

Jack Kerouac, Black and White Photograph of Beat Generation Author with Friend
By Burt Glinn
Located in New york, NY
dirtiness of politics, and the humorous. Glinn received numerous awards for his editorial and commercial
Category

1950s Contemporary Portrait Photography

Materials

Photographic Film, Photographic Paper, Silver Gelatin

Elizabeth Taylor, Black and White Photograph of 1950s Hollywood Star on Film Set
By Burt Glinn
Located in New york, NY
. Subject matter included the social scene of the rich, the dirtiness of politics, and the humorous. Glinn
Category

1950s Contemporary Portrait Photography

Materials

Silver Gelatin, Photographic Paper, Photographic Film

Hollywood, colorful, playful, narrative, outsider,
By Stephen Basso
Located in Brooklyn, NY
. His shrewd social observations often translate into eerily humorous figurative scenes and narratives
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

The Clown N.2 (In Green)
By Maurice Kish
Located in Surfside, FL
culture are overtly humorous: a painting of a big jolly wedding guest, looking invitingly over her
Category

20th Century Modern Portrait Paintings

Materials

Oil, Board

Crown Jewels, colorful, figurative, outsider, narrative, three women, hats
By Stephen Basso
Located in Brooklyn, NY
. His shrewd social observations often translate into eerily humorous figurative scenes and narratives
Category

2010s Outsider Art Portrait Paintings

Materials

Canvas, Oil

Bittersweet Memories, Liberty Magazine Cover
By Leslie Thrasher
Located in Fort Washington, PA
ingredients for it, and he served as his own model for the hero. As the presentation was humorous and light
Category

20th Century Other Art Style Portrait Paintings

Materials

Canvas, Oil

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Humorous Portraits For Sale on 1stDibs

There is a broad range of humorous portraits for sale on 1stDibs. Browse a selection of contemporary, Surrealist or Pop Art versions of these works for sale today — there are 138 contemporary, 40 Surrealist, 23 modern, 13 abstract and 13 Pop Art examples available. There are many variations of these items available, from those made as long ago as the 18th Century to those made as recently as the 21st Century. If you’re looking to add humorous portraits that pop against an otherwise neutral space in your home, the works available on 1stDibs include that feature elements of gray, black, brown, orange and more. Many versions of these artworks are appealing in their rich colors and composition, but Henry David Potwin, Burt Glinn, Charles Bragg, Anne Valérie Dupond and Red Grooms produced especially popular works that are worth a look. Each of these unique pieces was handmade with extraordinary care, with artists most often working in paint, oil paint and fabric.

How Much are Humorous Portraits?

Prices for art of this kind can differ depending upon size, time period and other attributes — humorous portraits in our inventory begin at $66 and can go as high as $488,500, while the average can fetch as much as $1,830.