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VTG 8x10 B&W Professional Photo CROSS DRESSED MEN Drag Costume Party 1960s w COA
VTG 8x10 B&W Professional Photo CROSS DRESSED MEN Drag Costume Party 1960s w COA

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Party Girls Drinking Tintype c1870 Cross-Dressing Top Hat Cane 1/6 Plate H674
Party Girls Drinking Tintype c1870 Cross-Dressing Top Hat Cane 1/6 Plate H674

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Cross-Dressing Man Looking Pretty Photo 1940s Motorcycle Old Car Yard Lawn B3100
Cross-Dressing Man Looking Pretty Photo 1940s Motorcycle Old Car Yard Lawn B3100

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Lesbian Women In Drag 1880 Gay Female Male Impersonator Cross Dressing King
Lesbian Women In Drag 1880 Gay Female Male Impersonator Cross Dressing King

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VTG 1910s Cross Dressing Ladies Men’s Clothing Dance Transgender Lesbians Photo
VTG 1910s Cross Dressing Ladies Men’s Clothing Dance Transgender Lesbians Photo

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MEN WOMEN'S CLOTHING CROSS-DRESSING BAND STAGE SINGING OLD/VINTAGE PHOTO- D55
MEN WOMEN'S CLOTHING CROSS-DRESSING BAND STAGE SINGING OLD/VINTAGE PHOTO- D55

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1910 Ladies in Men's Clothing Jeans Cross dressing Transgender Lesbians Photo
1910 Ladies in Men's Clothing Jeans Cross dressing Transgender Lesbians Photo

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Unique Antique Tintype Photo Cross Dressing Man Woman Hats Fashion Gay Interest
Unique Antique Tintype Photo Cross Dressing Man Woman Hats Fashion Gay Interest

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Vtg Photo Affectionate Women Barn Dance Cowboy Outfit 1946 Cross Dressing Girl
Vtg Photo Affectionate Women Barn Dance Cowboy Outfit 1946 Cross Dressing Girl

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Antique Tintype Photo Cross-Dressing Women High Fashion Men Drag Vintage
Antique Tintype Photo Cross-Dressing Women High Fashion Men Drag Vintage

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Antique Photograph Old Man Dressed as a Woman Cross Dressing Circa 1910s - E1
Antique Photograph Old Man Dressed as a Woman Cross Dressing Circa 1910s - E1

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CDV Photo Antique Portrait Girl White Dress Flowers Cross Necklace Austria
CDV Photo Antique Portrait Girl White Dress Flowers Cross Necklace Austria

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Antique Photo Cross Dressing Women In Theatre Production Gay Interest
Antique Photo Cross Dressing Women In Theatre Production Gay Interest

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Antique Photo Cross Dressing Women In Theatre Production Gay Interest #4
Antique Photo Cross Dressing Women In Theatre Production Gay Interest #4

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Antique Photo Cross Dressing Woman In Theatre Production Gay Interest #6
Antique Photo Cross Dressing Woman In Theatre Production Gay Interest #6

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CDV Photo Antique Portrait Girl White Dress Cross Necklace Fingerless Gloves
CDV Photo Antique Portrait Girl White Dress Cross Necklace Fingerless Gloves

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Antique 1910s Cross Dressing Man & Woman Transgender Gay Lesbian Original Photo
Antique 1910s Cross Dressing Man & Woman Transgender Gay Lesbian Original Photo

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B15 5 Antique Photos Fleisch House Cross-Dressing Cross-Dressers Party
B15 5 Antique Photos Fleisch House Cross-Dressing Cross-Dressers Party

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Z1 Photograph Crossdressing Old Men Man In Drag Weekend At Bernies Situation
Z1 Photograph Crossdressing Old Men Man In Drag Weekend At Bernies Situation

$10.25

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Vintage Photo MAN IN POINTY BRA AND GRASS SKIRT CROSS-DRESSING
Vintage Photo MAN IN POINTY BRA AND GRASS SKIRT CROSS-DRESSING

$8.00

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Woman in suit, cross-dressing? Dapper antique snapshot ORIGINAL vintage photo
Woman in suit, cross-dressing? Dapper antique snapshot ORIGINAL vintage photo

$3.60

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VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo
VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo

$18.00

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CDV Photo Antique Portrait Girl in Dress Veil Cross Bible 1st Communion Belgium
CDV Photo Antique Portrait Girl in Dress Veil Cross Bible 1st Communion Belgium

$12.00

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Antique Boarded Photo Interior Men Women Cross-Dressing Girls Boys Candid Group
Antique Boarded Photo Interior Men Women Cross-Dressing Girls Boys Candid Group

$49.99

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1907 CABINET CARD CROSS DRESSING WOMAN IN A SUIT AND HAT VINTAGE PHOTO
1907 CABINET CARD CROSS DRESSING WOMAN IN A SUIT AND HAT VINTAGE PHOTO

$45.00

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1940s Crossdressing? Young Men & Ladies Sitting on Sidewalk Original Photo P13f9
1940s Crossdressing? Young Men & Ladies Sitting on Sidewalk Original Photo P13f9

$19.99

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ANTIQUE CDV CIRCA 1860s H.G. CROSS GORGEOUS YOUNG LADY IN DRESS MONSON MA.
ANTIQUE CDV CIRCA 1860s H.G. CROSS GORGEOUS YOUNG LADY IN DRESS MONSON MA.

$9.99

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Denver, CO | Possible Cross Dressing Woman Drag | Antique CDV Photo | Bohm
Denver, CO | Possible Cross Dressing Woman Drag | Antique CDV Photo | Bohm

$19.00

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Antique Photo Cross Dressing Women In Theatre Production Gay Interest #2
Antique Photo Cross Dressing Women In Theatre Production Gay Interest #2

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Antique Photo Cross Dressing Women In Theatre Production Gay Interest #5
Antique Photo Cross Dressing Women In Theatre Production Gay Interest #5

$35.95

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Antique Photo Cross Dressing Women In Theatre Production Gay Interest #3
Antique Photo Cross Dressing Women In Theatre Production Gay Interest #3

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Vintage Cross Dressing Man having lunch with friends Old Photograph Rare
Vintage Cross Dressing Man having lunch with friends Old Photograph Rare

$68.08

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Vintage Cabinet Card Photo Women as Men Cross Dressers with Names c1910
Vintage Cabinet Card Photo Women as Men Cross Dressers with Names c1910

$31.50

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Women in costumes crossdressing antique photo
Women in costumes crossdressing antique photo

$15.00

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Cross-Dressing DIKE GAY LBGTQ TRANS LESBIANS Nope Just HALLOWEEN Americana 1950s
Cross-Dressing DIKE GAY LBGTQ TRANS LESBIANS Nope Just HALLOWEEN Americana 1950s

$17.50

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Vintage Snapshot Photo Two Women Crossdressing Gay Lesbian Interest Smoking
Vintage Snapshot Photo Two Women Crossdressing Gay Lesbian Interest Smoking

$36.00

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Antique CDV Photo Humorous Cross-Dressing Men Woman Hats Fashion Constantine MI
Antique CDV Photo Humorous Cross-Dressing Men Woman Hats Fashion Constantine MI

$199.99

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Vintage 1940's Crossdressing Fetish Drag Transvestite Gay Interest VTG Photo C1
Vintage 1940's Crossdressing Fetish Drag Transvestite Gay Interest VTG Photo C1

$13.00

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c. 1920's Folies Bergère SIGNED Photo by Lucien Walery CROSS-DRESSING ART DECO
c. 1920's Folies Bergère SIGNED Photo by Lucien Walery CROSS-DRESSING ART DECO

$250.00

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Antique Photo Cross Dressing Woman In Theatre Production Gay Interest #7
Antique Photo Cross Dressing Woman In Theatre Production Gay Interest #7

$35.95

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WOMAN CROSSED LEGS PRETTY DRESS SIDEWALK OLD/VINTAGE PHOTO SNAPSHOT- H790
WOMAN CROSSED LEGS PRETTY DRESS SIDEWALK OLD/VINTAGE PHOTO SNAPSHOT- H790

$7.99

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1930s MAN IN DRAG hat sock garters cross dress up costume black and white orig
1930s MAN IN DRAG hat sock garters cross dress up costume black and white orig

$29.99

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Vtg Photo HALLOWEEN Costume Party 1960s Man Cross Dressed The Statue Of Liberty?
Vtg Photo HALLOWEEN Costume Party 1960s Man Cross Dressed The Statue Of Liberty?

$11.99

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Antique CDV Photograph Adorable Little Girl Plaid Dress Cross Necklace Bangor ME
Antique CDV Photograph Adorable Little Girl Plaid Dress Cross Necklace Bangor ME

$11.87

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Vintage Ambrotype Woman Big Puffy Plaid Dress/Bonet/Hands Crossed
Vintage Ambrotype Woman Big Puffy Plaid Dress/Bonet/Hands Crossed

$8.99

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Vintage Photo WOMEN IN COSTUME POSSIBLY DRAG CROSS DRESSING
Vintage Photo WOMEN IN COSTUME POSSIBLY DRAG CROSS DRESSING

$8.00

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Antique Photograph Girls Cross Dressing as Army Navy Soldiers Fighting w/ Swords
Antique Photograph Girls Cross Dressing as Army Navy Soldiers Fighting w/ Swords

$39.99

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Vintage 1950s Photo Man Suspenders Ladies Dress Arms Crossed Black & White 3.5"
Vintage 1950s Photo Man Suspenders Ladies Dress Arms Crossed Black & White 3.5"

$19.95

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1910 Ladies in Men's Clothing Top Hat Cross dressing Transgender Lesbians Photo
1910 Ladies in Men's Clothing Top Hat Cross dressing Transgender Lesbians Photo

$16.00

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CDV Photo Antique Portrait Girl White Dress Veil Large Cross Communion France
CDV Photo Antique Portrait Girl White Dress Veil Large Cross Communion France

$15.00

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VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo
VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo

$18.00

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Vintage 1954 Black and White Photo Woman Wearing Dress Stole Cross Christian
Vintage 1954 Black and White Photo Woman Wearing Dress Stole Cross Christian

$6.69

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VTG 1910s Cross Dressing Man in Dress in Overland Auto Car Transgender Gay Photo
VTG 1910s Cross Dressing Man in Dress in Overland Auto Car Transgender Gay Photo

$20.00

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1952 Halloween Costume Party Man Crossdressing Woman Wigs Original Photo P13zb56
1952 Halloween Costume Party Man Crossdressing Woman Wigs Original Photo P13zb56

$14.99

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United Kingdom | Possible Cross Dressing Drag Antique CDV Photo | G.E. Pickup
United Kingdom | Possible Cross Dressing Drag Antique CDV Photo | G.E. Pickup

$19.00

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1940 Crossdressing Embrace Men Man VINTAGE PHOTO ORIGINAL SNAPSHOT Gay Interest
1940 Crossdressing Embrace Men Man VINTAGE PHOTO ORIGINAL SNAPSHOT Gay Interest

$64.00

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VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo
VTG 1910s Cross Dressing Lady in Men’s Clothing Transgender Lesbian Gay Photo

$20.00

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JANET McTEER wonderful cross dressing photo from NOMINATED role in ALBERT NOBBS
JANET McTEER wonderful cross dressing photo from NOMINATED role in ALBERT NOBBS

$14.99

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1927 Anna Q. Nilsson “Cross Dressed for Hollywood Role" Large Studio Photo
1927 Anna Q. Nilsson “Cross Dressed for Hollywood Role" Large Studio Photo

$49.99

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Antique 1910s Cross Dressing Man in Dress Fur Stole Transgender Gay Photo
Antique 1910s Cross Dressing Man in Dress Fur Stole Transgender Gay Photo

$20.00

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C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR 8X10 PRINT PHOTO F610
C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR 8X10 PRINT PHOTO F610

$20.99

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CDV Photo Antique Portrait Man Legs Crossed Little Girl Dress Locket Necklace UK
CDV Photo Antique Portrait Man Legs Crossed Little Girl Dress Locket Necklace UK

$12.00

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VTG B&W PHOTO Cross Dressed Costume Man GAY interest humor RARE OOAK 8x10 COA
VTG B&W PHOTO Cross Dressed Costume Man GAY interest humor RARE OOAK 8x10 COA

$85.00

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Two Women in Men's Suits 1920s Vintage Photo Cross Dressing Gay Interest
Two Women in Men's Suits 1920s Vintage Photo Cross Dressing Gay Interest

$39.50

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VTG 1910s Cross Dressing Man in Dress in Overland Auto Car Transgender Gay Photo
VTG 1910s Cross Dressing Man in Dress in Overland Auto Car Transgender Gay Photo

$20.00

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x3 Polaroid Snapshots Drag Cross Dressing Talent Show Mickey Mouse Ears
x3 Polaroid Snapshots Drag Cross Dressing Talent Show Mickey Mouse Ears

$23.74

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1951 WOMANLESS WEDDING DRAG CROSS DRESSING NASHVILLE TN 5X7 PRINT PHOTO F728
1951 WOMANLESS WEDDING DRAG CROSS DRESSING NASHVILLE TN 5X7 PRINT PHOTO F728

$13.99

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Crossdressing Man Asleep in Sun Bathing Suit Bra VINTAGE PHOTO ORIGINAL
Crossdressing Man Asleep in Sun Bathing Suit Bra VINTAGE PHOTO ORIGINAL

$12.80

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Leggy Woman Smoking Cigarette Crossed Legs Dress Lady Pretty Old Photo Original
Leggy Woman Smoking Cigarette Crossed Legs Dress Lady Pretty Old Photo Original

$12.50

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Antique 1920s Photo Women Dressed as Men Soldiers Pointing Pistol Gun Fight
Antique 1920s Photo Women Dressed as Men Soldiers Pointing Pistol Gun Fight

$14.25

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CDV Photo Antique Portrait Girl in Fashion Dress with Bows Arms Crossed NJ
CDV Photo Antique Portrait Girl in Fashion Dress with Bows Arms Crossed NJ

$12.00

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c. 1910 Photo Cross-Dressing Man in Dress "I'm Going to be a Union Plumber" NEAT
c. 1910 Photo Cross-Dressing Man in Dress "I'm Going to be a Union Plumber" NEAT

$29.99

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Vtg B&W Photo 1920 Men Cross -Dressed Gay Halloween Costume Party 3.5" x 4"
Vtg B&W Photo 1920 Men Cross -Dressed Gay Halloween Costume Party 3.5" x 4"

$15.97

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CIRCA 1880s CROSSDRESSING GAY? MAN IN DRESS ROMANTIC 8X10 PHOTOGRAPH REPRINT
CIRCA 1880s CROSSDRESSING GAY? MAN IN DRESS ROMANTIC 8X10 PHOTOGRAPH REPRINT

$9.96

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C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F610
C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F610

$13.99

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Vintage Photo PERSON IN COSTUME WITH FAN POSSIBLY DRAG CROSS-DRESSING
Vintage Photo PERSON IN COSTUME WITH FAN POSSIBLY DRAG CROSS-DRESSING

$5.00

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Vintage Man Wearing Kimono 1950s Photo Cross Dressing Gay Interest Male Couple
Vintage Man Wearing Kimono 1950s Photo Cross Dressing Gay Interest Male Couple

$29.50

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C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F612
C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F612

$13.99

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Vintage 1956 Cross Dressing Man Dress 1950s Photo Head Scarf Muscles
Vintage 1956 Cross Dressing Man Dress 1950s Photo Head Scarf Muscles

$34.50

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C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F609
C. 1800's Marie Wolff Early Drag Cross Dressing Actor California 5X7 Photo F609

$13.99

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Unusual CDV Crossdressing Couple Dressed as Civil War Solder & Woman 1860s Photo
Unusual CDV Crossdressing Couple Dressed as Civil War Solder & Woman 1860s Photo

$1299.99

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Vintage PHOTOS 2pcs GIRLS BOYS cross dressing blue jeans overalls
Vintage PHOTOS 2pcs GIRLS BOYS cross dressing blue jeans overalls

$9.99

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Funny Men Dressed Like Women Crossdressing Antique Photograph
Funny Men Dressed Like Women Crossdressing Antique Photograph

$24.88

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Vintage snapshot Photo Cross-dressing Costume
Vintage snapshot Photo Cross-dressing Costume

$4.95

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FOUND COLOR PHOTO R_3787 PRETTY WOMAN IN DRESS BY TREE WITH ARMS CROSSED
FOUND COLOR PHOTO R_3787 PRETTY WOMAN IN DRESS BY TREE WITH ARMS CROSSED

$6.98

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c. 1860's Cross-Dressing Man with Man Carte de Visite Photograph GAY
c. 1860's Cross-Dressing Man with Man Carte de Visite Photograph GAY

$500.00

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C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR CA 5X7 PRINT PHOTO F611
C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR CA 5X7 PRINT PHOTO F611

$13.99

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Vintage Snapshot Cross Dresser Photo 4” X 3.25” LGBTQ Interest Transformation
Vintage Snapshot Cross Dresser Photo 4” X 3.25” LGBTQ Interest Transformation

$12.00

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FOUND COLOR PHOTO K+9679 PRETTY WOMAN IN DRESS SITTING ON DRESSER,LEGS CROSSED
FOUND COLOR PHOTO K+9679 PRETTY WOMAN IN DRESS SITTING ON DRESSER,LEGS CROSSED

$2.98

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1920s Fun Cross Dressing Mink Stole Hats B&W Vintage Found Photo 2.5" x 4.5"
1920s Fun Cross Dressing Mink Stole Hats B&W Vintage Found Photo 2.5" x 4.5"

$3.97

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GAY INTEREST CROSS DRESSING MALES VERY RARE UNCUT ANTIQUE TINTYPE PHOTOGRAPH HAT
GAY INTEREST CROSS DRESSING MALES VERY RARE UNCUT ANTIQUE TINTYPE PHOTOGRAPH HAT

$300.00

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5 Antique/Vintage ORIGINAL PHOTOS ~ WOMEN CROSS-DRESSING AS MEN ~ 1930's/40's
5 Antique/Vintage ORIGINAL PHOTOS ~ WOMEN CROSS-DRESSING AS MEN ~ 1930's/40's

$53.10

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Little Lil SIGNED Press Publicity Photo Burlesque Crossdressing Drag RARE!
Little Lil SIGNED Press Publicity Photo Burlesque Crossdressing Drag RARE!

$49.62

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3 WOMEN PARK BENCH SKIRT DRESS HEELS SEXY CROSSED LEGS OLD/VINTAGE PHOTO- C905
3 WOMEN PARK BENCH SKIRT DRESS HEELS SEXY CROSSED LEGS OLD/VINTAGE PHOTO- C905

$7.99

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Antique Tintype Photo Young Girl Plaid Dress Large Crucifix Jewelry Cross
Antique Tintype Photo Young Girl Plaid Dress Large Crucifix Jewelry Cross

$11.99

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Vintage Snapshot Photo Man Woman Flapper Drag Crossdressing Gay Interest 1920s
Vintage Snapshot Photo Man Woman Flapper Drag Crossdressing Gay Interest 1920s

$31.50

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Photo of Men in a Crossdressing Swimsuit Pageant Gay Interest
Photo of Men in a Crossdressing Swimsuit Pageant Gay Interest

$16.99

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1920s Photograph; Cross dressing, Vaudeville Stage Theater Play Costumes
1920s Photograph; Cross dressing, Vaudeville Stage Theater Play Costumes

$29.00

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Antique Tintype Photo Humorous Cross-Dressing Men Woman Hats Fashion Paper Frame
Antique Tintype Photo Humorous Cross-Dressing Men Woman Hats Fashion Paper Frame

$74.99

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1920s Couple Women Wedding Vintage Photo Cross Dressing Girls Lesbian Interest
1920s Couple Women Wedding Vintage Photo Cross Dressing Girls Lesbian Interest

$79.00

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