2,100+ results for cross dressing
- New ListingGirls In Uniform Soldiers Drag Army Infantry Medals Cross Dressing RPPC PostcardOpens in a new window or tabPre-OwnedC $90.24Top Rated SellerTop Rated Sellergeneralputnam (1,969) 100%+C $22.66 shippingfrom United StatesFree returns
- RARE IMAGES CA 1925 LGBTQ LESBIAN PARTY CROSS DRESSING PHOTOS WOMEN AS MEN PLUSOpens in a new window or tabPre-OwnedC $27.32hoosiertradingpost (3,108) 99.5%+C $23.55 shippingfrom United States
- WW1 Iraq - Baghdad- Soldiers Theater Company Cross-dressing #2 Photo 11 by 6cmOpens in a new window or tabPre-OwnedC $5.11Top Rated SellerTop Rated Seller1 bid · Time left1h 11m left (Today 02:08 p.m.)roserent (24,926) 100%+C $4.27 shippingfrom United Kingdom
- Cross-dressing Affectionate couple Love Handsome men Underwear Bra photo Gay IntOpens in a new window or tabPre-OwnedC $20.49Top Rated SellerTop Rated Seller0 bids · Time left1d left (Mon, 01:50 p.m.)lanasfoundphotos (115) 99.1%+C $22.49 shippingfrom United States
- Antique Vtg Cabinet Card Photo LGBTQ+ Lesbian Cross Dressing Women Mens ClothesOpens in a new window or tabPre-OwnedC $20.49Top Rated SellerTop Rated Seller0 bids · Time left2d 1h left (Tue, 02:50 p.m.)buddyc5 (280) 100%from United States
- Early 1900s Crossdressing Photograph VINTAGE PHOTO Original Gay Interest DragOpens in a new window or tabPre-OwnedC $61.50curiotype (623) 100%0 bids · Time left3d left (Wed, 01:51 p.m.)+C $13.67 shippingfrom United States
- 1910's CROSS DRESSING FLAPPER GIRL Balkans Super Rare Smoking Woman in Suit 7128Opens in a new window or tabPre-OwnedC $34.15Top Rated SellerTop Rated Seller0 bids · Time left7d 6h left (05-19, 07:42 p.m.)vintagep-78 (765) 100%+C $12.30 shippingfrom Estonia
- Antique Vintage Cabinet Card Photo LGBTQ+ Lesbian Gay Cross Dressing Women MenOpens in a new window or tabPre-OwnedC $20.49Top Rated SellerTop Rated Seller0 bids · Time left2d 1h left (Tue, 02:55 p.m.)buddyc5 (280) 100%from United States
- 1930S 8" x 10" PHOTO...LARGE GROUP OF MEN CROSS DRESSING, VERY COOL IMAGE,SEEOpens in a new window or tabPre-OwnedC $27.33Top Rated SellerTop Rated Selleramdatial (13,842) 100%+C $23.23 shippingfrom United States
- 1970's Crossdressing Men 38 Photo Lot VTG Gay Interest Party Parade Cross DressOpens in a new window or tabPre-OwnedC $204.98Top Rated SellerTop Rated Sellerflipitall (3,988) 99.7%+C $25.58 shippingfrom United States
- 2nd view of crossdressing hula guy, 1940sOpens in a new window or tabPre-OwnedC $41.00out.of.frame (12,948) 100%0 bids · Time left5h 6m left (Today 06:03 p.m.)+C $2.73 shippingfrom United States
- New ListingMale Model Photo Cross Dresser Man 8x10 Cross Dressing Men in Panties UnderwearOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- Vintage Photo WOMEN IN COSTUME POSSIBLY DRAG CROSS DRESSINGOpens in a new window or tabC $14.21Top Rated SellerTop Rated SellerWas: C $17.77 20% offphotolots (11,795) 99.8%+C $5.45 shippingfrom United States
- Cross-Dressing Villainess Cecilia Sylvie Vol. 1-5 English Light Novel Lot Yen OnOpens in a new window or tabPre-OwnedC $61.50Top Rated SellerTop Rated Sellersargazza (419) 100%+C $42.34 shippingfrom United States
- Party Girls Drinking Tintype c1870 Cross-Dressing Top Hat Cane 1/6 Plate H674Opens in a new window or tabPre-OwnedC $273.25Top Rated SellerTop Rated Sellercalamityphoto (7,735) 100%from United States
- Archie LAUGH COMICS (1949) #34 ARCHIE CROSS-DRESSING Cover VG/FN Ships FREE!Opens in a new window or tabNew (Other)C $119.56Top Rated SellerTop Rated SellerWas: C $170.81 30% offcomics_ink (13,147) 99.9%+C $23.07 shippingfrom United States
- Cross-dressing Affectionate couple Handsome men Love Embrace Dance photo Gay IntOpens in a new window or tabPre-OwnedC $13.65Top Rated SellerTop Rated Seller0 bids · Time left2d 19h left (Wed, 08:01 a.m.)lanasfoundphotos (115) 99.1%+C $22.49 shippingfrom United States
- Antique Photograph Girls Cross Dressing as Army Navy Soldiers Fighting w/ SwordsOpens in a new window or tabPre-OwnedC $54.65kriskexplorer (2,221) 100%+C $2.05 shippingfrom United States
- Cross dressing Affectionate couple Love Fun Handsome men underwear photo Gay IntOpens in a new window or tabPre-OwnedC $13.65Top Rated SellerTop Rated Seller0 bids · Time left19h 24m left (Mon, 08:21 a.m.)lanasfoundphotos (115) 99.1%+C $22.49 shippingfrom United States
- CROSSDRESSING BROADWAY ACTRESS Antique Photograph New York Falk Cabinet CardOpens in a new window or tabPre-OwnedC $34.17Top Rated SellerTop Rated Seller0 bids · Time left5d 5h left (Fri, 06:10 p.m.)thehistoryseller (3,823) 100%from United States
- x3 Polaroid Snapshots Drag Cross Dressing Talent Show Mickey Mouse EarsOpens in a new window or tabPre-OwnedC $32.44Top Rated SellerTop Rated SellerWas: C $34.15 5% offmondo8mm (275) 100%from United States
- Man In Panties Cross Dressing Photo Print Handsome Guy Wearing Women UnderwearOpens in a new window or tabBrand NewC $13.50edgepics (92) 100%from United States3 watchers
- 1930's Man Wearing Cute Dress, Cross Dress, Drag Gay Int 4"x6"Reprint Photo DR05Opens in a new window or tabBrand NewC $9.10Top Rated SellerTop Rated Sellerjoeysvintagepassion (1,977) 100%Free shippingFree returnsLast one23 sold
- Y2K 2000'S FOUND PRETTY WOMAN CROSS DRESSING PANTSING PANTS DOWN RISQUE PHOTOOpens in a new window or tabPre-OwnedC $13.65Top Rated SellerTop Rated Sellerkoolerstuff (15,279) 99.4%+C $23.23 shippingfrom United States
- New ListingCross Dressing Men in Panties Muscular Male Model Photo Cross Dresser 8x10 PrintOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- Kiss Love Embrace Handsome men Cross-dressing Affectionate couple photo Gay IntOpens in a new window or tabPre-OwnedC $68.32Top Rated SellerTop Rated Sellerlanasfoundphotos (115) 99.1%+C $22.49 shippingfrom United States
- Mrs Stark, Cage Crinoline Dress, Cross of Lorraine pattern c1860 CDV PhotographOpens in a new window or tabPre-OwnedC $68.37philip.need (54) 100%+C $13.67 shippingfrom United Kingdom
- 1919 Girls w/ Church Dresses Cross Hats Simpsonville Kentucky Antique PhotoOpens in a new window or tabPre-OwnedC $5.45Top Rated SellerTop Rated Seller1 bid · Time left2d left (Tue, 12:59 p.m.)jonahsonlinesales (31,445) 100%from United States
- Cross-Dressing Man Looking Pretty Photo 1940s Motorcycle Old Car Yard Lawn B3100Opens in a new window or tabPre-OwnedC $54.60Top Rated SellerTop Rated Sellercalamityphoto (7,735) 100%Free shippingfrom United States
- Romania Cross-dressing old photo folk costumes vintage lesbianOpens in a new window or tabPre-OwnedC $53.30pinupin (1,356) 100%+C $10.93 shippingfrom Romania
- New ListingHandsome Cute Male Models Showing Off Cross Dressing Photo Muscular Men PrintsOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- RICHARD FREIHERR VON KRAFFT-EBING FUNNY CROSS DRESSING 4X6 PHOTOGRAPH REPRINTOpens in a new window or tabBrand NewC $10.89Top Rated SellerTop Rated SellerWas: C $14.53 25% offhistorical_photos (983) 99.8%+C $2.04 shippingfrom United States
- Antique Snapshot Photograph Adorable Happy Handsome Young Man In DressOpens in a new window or tabPre-OwnedC $116.09beautifuloldsouls (3,393) 100%+C $23.16 shippingfrom United StatesFree returns
- C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR CA 5X7 PRINT PHOTO F612Opens in a new window or tabPre-OwnedC $27.32Top Rated SellerTop Rated Sellerrobhogie (15,019) 100%from United States
- Vintage snapshot Photo Cross-dressing CostumeOpens in a new window or tabPre-OwnedC $6.76specieshq (603) 100%+C $21.65 shippingfrom United States
- 1940s Man Wearing Heels & Skirt on Front Lawn Drag Cross Dressing B&W SnapshotOpens in a new window or tabPre-OwnedC $20.49Top Rated SellerTop Rated SellerWas: C $27.32 25% offmondo8mm (275) 100%from United States
- WW2 WAR ENSA STYLE CAMP DRAG CROSS DRESSING transvestite STAGE ACT GHANA .Opens in a new window or tabPre-OwnedC $34.17Top Rated SellerTop Rated Selleramgarchive (9,502) 100%+C $33.02 shipping estimatefrom United Kingdom
- Men Man Dressed As Women Funny Weird Unusual Vintage Snapshot PhotoOpens in a new window or tabPre-OwnedC $1.35Top Rated SellerTop Rated Seller0 bids · Time left2d 9h left (Tue, 10:33 p.m.)toppocketfinds (11,137) 99.8%from United States
- Lesbian Women Kissing 1890-1940 Gay Flapper Girls Photo Lot Drag Female LoverOpens in a new window or tabPre-OwnedC $3,415.13Top Rated SellerTop Rated Seller0 bids · Time left5h 7m left (Today 06:04 p.m.)oxxbridgegalleries (15,492) 100%+C $137.66 shippingfrom United StatesFree returns
- Vintage Photo Snapshot If Little Boy In Dress And Sun Hat Holding Doll-La CrosseOpens in a new window or tabPre-OwnedC $15.02Top Rated SellerTop Rated Sellerwhal_599 (306) 100%from United States
- New ListingMale Model Photo Cross Dresser 8x10 Cross Dressing Men Hot Gay Interest PrintOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- GAY INTEREST CROSS DRESSING MALES VERY RARE UNCUT ANTIQUE TINTYPE PHOTOGRAPH HATOpens in a new window or tabPre-OwnedC $409.98Top Rated SellerTop Rated Sellerantiqueaddict1965-143 (2,405) 100%from United States
- New ListingPregnant Man Photo Male Model 8x10 Cross Dressing Men Handsome Woman Print SexyOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- C. 1800's MARIE WOLFF EARLY DRAG CROSS DRESSING ACTOR 8X10 PRINT PHOTO F609Opens in a new window or tabPre-OwnedC $40.98Top Rated SellerTop Rated Sellerrobhogie (15,019) 100%from United States
- New ListingHairy Male Model Photo Cross Dresser Man in Bikini Cross Dressing Men Poster HotOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- New ListingMen Photo Cross Dresser Man 8x10 Cross Dressing Pictures Muscular Guy Print GayOpens in a new window or tabBrand NewC $12.14edgepics (92) 100%+C $14.90 shippingfrom United States
- Masquerade Party Cross Dress Photo Men Dress Up Costume Masks Creepy HalloweenOpens in a new window or tabPre-OwnedC $9.95Top Rated SellerTop Rated Selleroldhomesideshop (1,891) 100%Free shippingFree returns
- 1970's Handsome Pinup, Stockings, Cross Dress, Drag 4"x6" Reprint Photo DR01Opens in a new window or tabBrand NewC $9.10Top Rated SellerTop Rated Sellerjoeysvintagepassion (1,977) 100%Free shippingFree returns
- 1920s Antique Vintage Cross Dressing Men Queer Gay Interest PhotoOpens in a new window or tabPre-OwnedC $170.83Top Rated SellerTop Rated Sellertheloneshirt (1,112) 100%from United States
- Man Dressed as a Woman in Bra & Skirt Crossdressing Double Exposure Found PhotoOpens in a new window or tabPre-OwnedC $24.59Top Rated SellerTop Rated Sellerklowninc (3,025) 100%+C $20.66 shippingfrom United States
- Woman in suit, cross-dressing? Dapper antique snapshot ORIGINAL vintage photoOpens in a new window or tabPre-OwnedC $8.20curiotype (623) 100%+C $13.67 shippingfrom United States
- Men Man Dressed As Women Funny Weird Unusual Vintage Snapshot PhotoOpens in a new window or tabPre-OwnedC $1.35Top Rated SellerTop Rated Seller0 bids · Time left2d 9h left (Tue, 10:33 p.m.)toppocketfinds (11,137) 99.8%from United States
- 1970 Handsome Man Wearing Pantyhose, Cross Dress, Drag 4"x6" Reprint Photo DR02Opens in a new window or tabBrand NewC $9.10Top Rated SellerTop Rated Sellerjoeysvintagepassion (1,977) 100%Free shippingFree returns2 watchers
- New Listing"The Cake Walk" - Ethnic Humour & Cross DressingOpens in a new window or tabPre-OwnedC $6.84fairylotusblossom (17,963) 99.9%2 bids · Time left6d 17h left (Sun, 06:39 a.m.)+C $4.36 shippingfrom United Kingdom
- 1968 Photograph A Big Haired Short Dressed Woman Sitting Cross Legged On ChairOpens in a new window or tabC $24.59xulhaqrooflats (287) 100%Was: C $27.32 10% offfrom United States
- crp-50249 circa 1945 men in drag cross dressing man caught posing as a woman crpOpens in a new window or tabC $13.65 to C $69.68Top Rated SellerTop Rated Sellerabcdvdvideo (16,182) 99.3%+C $16.39 shippingfrom United States
- Y2K 2000'S FOUND PRETTY WOMEN CROSS DRESSING GROLE PLAY LESBIAN RISQUE PHOTOOpens in a new window or tabPre-OwnedC $13.65Top Rated SellerTop Rated Sellerkoolerstuff (15,279) 99.4%+C $23.23 shippingfrom United States
- 1900 PHOTO ON BOARD~TWO WOMEN WEAR MEN’S CLOTHES~CROSS DRESSED~LESBIAN INTERESTOpens in a new window or tabPre-OwnedC $23.22ellensephemera (13,493) 100%+C $20.50 shippingfrom United States
- Zmm-80 Cross Dressing Young Couple, Social History. PhotoOpens in a new window or tabBrand NewC $5.73Top Rated SellerTop Rated Sellerbarrie161166 (24,692) 99.7%+C $4.44 shippingfrom United Kingdom
- Vintage Photo PERSON IN COSTUME WITH FAN POSSIBLY DRAG CROSS-DRESSINGOpens in a new window or tabC $8.75Top Rated SellerTop Rated SellerWas: C $10.93 20% offphotolots (11,795) 99.8%+C $5.45 shippingfrom United States
- WOMAN CROSSED LEGS PRETTY DRESS SIDEWALK OLD/VINTAGE PHOTO SNAPSHOT- H790Opens in a new window or tabC $11.62oldphotographs (3,553) 100%+C $4.10 shippingfrom United States
- WOMEN and CROSS-DRESSING MEN PLAY BASEBALL - VINTAGE 1910s REAL PHOTO POST CARDSOpens in a new window or tabPre-OwnedC $112.74Top Rated SellerTop Rated Sellerhouseofmirth (17,510) 100%+C $20.50 shippingfrom United States
- WW2 WAR ENSAS STYLE CAMP DRAG CROSS DRESSING transvestite STAGE ACT GHANAOpens in a new window or tabPre-OwnedC $102.54Top Rated SellerTop Rated Selleramgarchive (9,502) 100%+C $45.12 shipping estimatefrom United Kingdom
- 1970's Cute Men Wearing Gowns, Cross Dress, Drag Gay Int 4"x6"Reprint Photo DR04Opens in a new window or tabBrand NewC $9.10Top Rated SellerTop Rated Sellerjoeysvintagepassion (1,977) 100%Free shippingFree returns7 watchers
- Guys on basketball court in dresses cross-dressing vintage photo gay interestOpens in a new window or tabPre-OwnedC $13.65Top Rated SellerTop Rated Sellerplcrann (6,857) 100%Free shipping
- C.1950 HALLOWEEN PARTY CROSS DRESSING COSTUME MASK BROOM SKULL JUKEBOX PHOTO F7Opens in a new window or tabPre-OwnedC $51.25Top Rated SellerTop Rated Sellerashlayot (896) 100%from United States
- Cross-Dressing Villainess Cecilia Sylvie, Vol. 1 (manga) (Cross-Dressing Vil...Opens in a new window or tabPre-OwnedC $13.24fastbookstoday (932) 96.3%+C $14.94 shippingfrom United States
- Laugh Comics #34 1949 VG +? HTF Cross-Dressing Cover Archie Comics Golden AgeOpens in a new window or tabC $170.14Top Rated SellerTop Rated Sellermhodsd00 (3,009) 99.6%+C $27.76 shippingfrom United States
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