cross-dressing-dresses-for-men

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Mens Sissy Cross-Dressing Lingerie Nightgowns Sheer Lace Dress Pajamas Sleepwear
Mens Sissy Cross-Dressing Lingerie Nightgowns Sheer Lace Dress Pajamas Sleepwear

$13.58

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Fake chest plate Z-cup silicone chest shape and full face mask cross dressing
Fake chest plate Z-cup silicone chest shape and full face mask cross dressing

$106.15

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US Mens Pantyhose Stocking Sheer Lace Cross-dressing Skirt Lingerie Sissy Tights
US Mens Pantyhose Stocking Sheer Lace Cross-dressing Skirt Lingerie Sissy Tights

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Cross-Dressing Man Costume Party B/W Snapshot Photograph Vintage
Cross-Dressing Man Costume Party B/W Snapshot Photograph Vintage

$15.00

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Vintage Photo Woman (or Man?) in Sailor Uniform- Cross Dressing? 1940
Vintage Photo Woman (or Man?) in Sailor Uniform- Cross Dressing? 1940

$9.00

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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

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1923 Kitty Doner male impersonators in vaudeville photo,Cross Dressing
1923 Kitty Doner male impersonators in vaudeville photo,Cross Dressing

$11.99

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CROSS DRESSING MAN WEARING COLORFUL DRESS & HAT
CROSS DRESSING MAN WEARING COLORFUL DRESS & HAT

$5.99

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VINTAGE B/W PHOTO NEGATIVE - Man Dressed As A Woman - Cross Dressing
VINTAGE B/W PHOTO NEGATIVE - Man Dressed As A Woman - Cross Dressing

$40.00

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Antique Dapper Young Man Drag Cross Dressing Gay Interest Paris 1904 Postcard F7
Antique Dapper Young Man Drag Cross Dressing Gay Interest Paris 1904 Postcard F7

$12.85

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Ultimate Hiding Gaff Panties With Tucking Ring! Crossdresser, Trans-Woman Black
Ultimate Hiding Gaff Panties With Tucking Ring! Crossdresser, Trans-Woman Black

$30.99

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Men's Satin Maid Uniform Set Cross dressing Lingerie Outfit Dresses with Apron
Men's Satin Maid Uniform Set Cross dressing Lingerie Outfit Dresses with Apron

$5.84

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Wholesale Bulk Men's Tube Socks Over the Calf Big &Tall Size 9-15 10-15 13-16
Wholesale Bulk Men's Tube Socks Over the Calf Big &Tall Size 9-15 10-15 13-16

$21.49

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Mens Sissy Lingerie Lace Skirt Floral Cross-Dressing Solid Color Nightwear Male
Mens Sissy Lingerie Lace Skirt Floral Cross-Dressing Solid Color Nightwear Male

$16.06

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US Mens Sissy Cross-Dressing Lingerie Nightgowns Sheer Lace Dress Sleepwear
US Mens Sissy Cross-Dressing Lingerie Nightgowns Sheer Lace Dress Sleepwear

$16.35

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Mens Cross-Dressing Pajama Sissy Underwear Lace Skirt Lingerie Nightwear Party
Mens Cross-Dressing Pajama Sissy Underwear Lace Skirt Lingerie Nightwear Party

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JG High Heel Shoes Women's 7.5M Ivory Cross Strap Zip In 2.5" Point Toe Pumps
JG High Heel Shoes Women's 7.5M Ivory Cross Strap Zip In 2.5" Point Toe Pumps

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American Red Cross Logo Blue Striped Button Down Long Sleeve Dress Shirt Men's M
American Red Cross Logo Blue Striped Button Down Long Sleeve Dress Shirt Men's M

$24.94

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Men’s L Crossdress Navy Blue Dress Zip up back Lace Shoulders
Men’s L Crossdress Navy Blue Dress Zip up back Lace Shoulders

$36.99

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Clothes Make the Man: Female Cross Dressing in Medieval Europe
Clothes Make the Man: Female Cross Dressing in Medieval Europe

$6.95

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NWOT XDress Lingerie Panty M Navy Blue Stretch Satin Underwear Cross Dress
NWOT XDress Lingerie Panty M Navy Blue Stretch Satin Underwear Cross Dress

$12.99

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Ultimate Hiding Gaff Panties With Tucking Ring! Crossdresser, Trans-Woman Nude
Ultimate Hiding Gaff Panties With Tucking Ring! Crossdresser, Trans-Woman Nude

$30.99

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Mens Sissy Clubwear Nightwear Mini Lace Skirt Lingerie Cross-Dressing Pleated
Mens Sissy Clubwear Nightwear Mini Lace Skirt Lingerie Cross-Dressing Pleated

$9.34

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US Mens Sexy Satin Frilly Crossdressing Dress Sissy Ruffles Nightwear Underwear
US Mens Sexy Satin Frilly Crossdressing Dress Sissy Ruffles Nightwear Underwear

$6.96

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Cross Color 20 02 Forever New Mens Button Down Long Sleeve Shirt Size Large
Cross Color 20 02 Forever New Mens Button Down Long Sleeve Shirt Size Large

$12.00

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Men's High Quality Long Sleeved Designer Dress Shirts
Men's High Quality Long Sleeved Designer Dress Shirts

$7.99

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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

$28.00

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Cross dressing Feminine Man w Monocle Wears Strange Tuxedo~Christmas Postcard
Cross dressing Feminine Man w Monocle Wears Strange Tuxedo~Christmas Postcard

$27.99

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Simulated Silicone Fake Breasts,FakeBreasts,Large Breast Pads,Cross-dressing COS
Simulated Silicone Fake Breasts,FakeBreasts,Large Breast Pads,Cross-dressing COS

$51.96

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Transvestit Crossdressing Silicone Fake Realista Underwear Sissy Boy Transgender
Transvestit Crossdressing Silicone Fake Realista Underwear Sissy Boy Transgender

$89.69

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Mens Cross-Dressing Underwear Sissy Mini Nightwear Clubwear Lace Skirt Low Rise
Mens Cross-Dressing Underwear Sissy Mini Nightwear Clubwear Lace Skirt Low Rise

$15.26

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Mens Crossdressing Complete Makeup Kit X18 Lot Nails Dress Wig Jewelry Stockings
Mens Crossdressing Complete Makeup Kit X18 Lot Nails Dress Wig Jewelry Stockings

$47.99

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Vintage Victorious Mens Black Rinestone Cotton Dress Shirt 3XL (Flaw)
Vintage Victorious Mens Black Rinestone Cotton Dress Shirt 3XL (Flaw)

$25.00

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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

$16.00

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15D Men Pantyhose Ultra-thin Glossy Nylon Stocking Opaque Hosiery Cross-dressing
15D Men Pantyhose Ultra-thin Glossy Nylon Stocking Opaque Hosiery Cross-dressing

$9.64

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Japanese Cross Dressing Briefs Stylish and Low Waisted Triangle Underwear
Japanese Cross Dressing Briefs Stylish and Low Waisted Triangle Underwear

$8.07

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Plus Womens Mini Skirt Mens Tulle Mesh Sheer Skirts Crossdressing Lingerie Dress
Plus Womens Mini Skirt Mens Tulle Mesh Sheer Skirts Crossdressing Lingerie Dress

$6.50

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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

$74.99

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Cross-dressing Breast Implants Two-in-one Lifelike Silicone Breast Pads
Cross-dressing Breast Implants Two-in-one Lifelike Silicone Breast Pads

$91.44

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Steamed Bread Style Crossdressing Silicone Fake Realista Pussy Underwear Sissy
Steamed Bread Style Crossdressing Silicone Fake Realista Pussy Underwear Sissy

$136.00

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1920s PHOTO MAN IN DRESS TRANSGENDER FUN 2.5" x 3.5" CROSS DRESSING GAY INTEREST
1920s PHOTO MAN IN DRESS TRANSGENDER FUN 2.5" x 3.5" CROSS DRESSING GAY INTEREST

$12.19

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Cross-Dressing as Woman Spanking Man Gets Shame Spanked with Umbrella Postcard
Cross-Dressing as Woman Spanking Man Gets Shame Spanked with Umbrella Postcard

$9.99

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YOUNG MEN DRESSED IN WOMEN'S CLOTHES, 1970's CROSS DRESSING PHOTO SLIDE
YOUNG MEN DRESSED IN WOMEN'S CLOTHES, 1970's CROSS DRESSING PHOTO SLIDE

$5.99

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Men's Cross-dressing Male Lingerie Lace Sheer Mini Skirts Sissy Gay Party Skirt
Men's Cross-dressing Male Lingerie Lace Sheer Mini Skirts Sissy Gay Party Skirt

$13.06

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1940s Man Wearing Heels & Skirt on Front Lawn Drag Cross Dressing B&W Snapshot
1940s Man Wearing Heels & Skirt on Front Lawn Drag Cross Dressing B&W Snapshot

$18.99

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Mercy Robes Clerical Shirt Mens Size XL 17.5 36 / 37 Black Embroidered Crosses
Mercy Robes Clerical Shirt Mens Size XL 17.5 36 / 37 Black Embroidered Crosses

$34.19

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Antique RPPC CROSS DRESSING DRAG Man in Wig Skirt Sweater PROVOCATIVE POSE
Antique RPPC CROSS DRESSING DRAG Man in Wig Skirt Sweater PROVOCATIVE POSE

$9.89

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YOUNG MAN WEARING A WOMAN'S BIKINI WITH BULGE 1970's CROSS DRESSING PHOTO SLIDE
YOUNG MAN WEARING A WOMAN'S BIKINI WITH BULGE 1970's CROSS DRESSING PHOTO SLIDE

$5.99

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Cavalli Dress Shirt Mens 16.5/42 Navy Button Up Long Sleeve Business Career
Cavalli Dress Shirt Mens 16.5/42 Navy Button Up Long Sleeve Business Career

$22.00

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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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YOUNG MAN WEARING A WOMAN'S BATHING SUIT, 1970's CROSS DRESSING PHOTO SLIDE
YOUNG MAN WEARING A WOMAN'S BATHING SUIT, 1970's CROSS DRESSING PHOTO SLIDE

$5.99

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7 Camicie Dress Shirt Men Long Sleeve XL Blue / Yellow Criss Cross Bottom Up .
7 Camicie Dress Shirt Men Long Sleeve XL Blue / Yellow Criss Cross Bottom Up .

$25.00

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US Sissy Men's Adult Vintage Satin Cross Dresser Party Dress Costume Nightgown
US Sissy Men's Adult Vintage Satin Cross Dresser Party Dress Costume Nightgown

$10.33

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Unusual Antique 19th Century Cross Dressing Trio Men Glass Magic Lantern Slide
Unusual Antique 19th Century Cross Dressing Trio Men Glass Magic Lantern Slide

$85.00

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Men's Cross-dressing Lingerie Lace Sheer Mini Skirts Sissy Gay Skirt Nightwear
Men's Cross-dressing Lingerie Lace Sheer Mini Skirts Sissy Gay Skirt Nightwear

$9.79

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Crossdressing Kit For Men. 6-Piece Starter Kit With Wig, Breasts, Makeup & More!
Crossdressing Kit For Men. 6-Piece Starter Kit With Wig, Breasts, Makeup & More!

$65.99

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Mens Stockings Pantyhose Sexy Sissy Gay Underwear Crossdress Sheer Tights Socks
Mens Stockings Pantyhose Sexy Sissy Gay Underwear Crossdress Sheer Tights Socks

$4.91

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Gap Mens Oxford Shirt Blue Black Size , Large NWT Slim
Gap Mens Oxford Shirt Blue Black Size , Large NWT Slim

$13.99

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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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Body stockings Men Bodysuit Underwear Sexy Gay Sissy All in one Crossdress Set
Body stockings Men Bodysuit Underwear Sexy Gay Sissy All in one Crossdress Set

$6.14

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US Mens Sissy Floral Cross-Dressing Party Lace Skirt Bikini Nightwear Lingerie
US Mens Sissy Floral Cross-Dressing Party Lace Skirt Bikini Nightwear Lingerie

$10.50

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US Men Sissy Lingerie Lace Mesh Dress Cross Dresser Babydoll Nightwear Sleepwear
US Men Sissy Lingerie Lace Mesh Dress Cross Dresser Babydoll Nightwear Sleepwear

$10.55

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US Men's Satin Maid Dress Crossdressing Lingerie Short Sleeve Sissy Sleepwear
US Men's Satin Maid Dress Crossdressing Lingerie Short Sleeve Sissy Sleepwear

$13.01

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Sexy Ruffled Lace Girly Briefs Cross dress Panties Underwear Panties Elastic Men
Sexy Ruffled Lace Girly Briefs Cross dress Panties Underwear Panties Elastic Men

$5.41

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Daniel Ellissa Men's Clergy Shirt White with Gold Cross Embroidery French Cuff
Daniel Ellissa Men's Clergy Shirt White with Gold Cross Embroidery French Cuff

$35.99

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Low Waisted Triangle Underwear for Men and Women Cross Dressing Sexy Briefs
Low Waisted Triangle Underwear for Men and Women Cross Dressing Sexy Briefs

$7.73

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Crossdresser, Sissy Thong Panties With Skirt And Sheath Hot Pink Plaid
Crossdresser, Sissy Thong Panties With Skirt And Sheath Hot Pink Plaid

$39.99

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Men Sissy Pajamas Lace Satin Dress Nightgown Sleepwear Crossdresser Costume
Men Sissy Pajamas Lace Satin Dress Nightgown Sleepwear Crossdresser Costume

$10.33

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Happy Man Wears Women’s Satin Bathrobe~Snapshot Photo~Cross Dressing
Happy Man Wears Women’s Satin Bathrobe~Snapshot Photo~Cross Dressing

$7.99

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RPPC Cross-Dressing Man in Dress Woman in Suit 1900s Postcard F30
RPPC Cross-Dressing Man in Dress Woman in Suit 1900s Postcard F30

$19.95

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Cross & Windsor Dress Shirt - Light Blue - Large
Cross & Windsor Dress Shirt - Light Blue - Large

$20.00

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US Mens Sissy French Maid Uniform Costumes Satin Dresses Apron Lingerie Set
US Mens Sissy French Maid Uniform Costumes Satin Dresses Apron Lingerie Set

$6.04

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Roar Button Up Shirt Mens XL Black Short Sleeve Cross Embroidered
Roar Button Up Shirt Mens XL Black Short Sleeve Cross Embroidered

$19.99

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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

$20.00

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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 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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Gospitality Religious Spiritual Business Dress Tie Lighthouse Cross Jesus
Gospitality Religious Spiritual Business Dress Tie Lighthouse Cross Jesus

$15.39

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Cross Dressing Trans Drag Men Comic Don't Neighbors pm 1907 Postcard
Cross Dressing Trans Drag Men Comic Don't Neighbors pm 1907 Postcard

$5.99

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Black Boys Size XL Roar Cross Embroidery LS Button Down Dress Shirt-Neat
Black Boys Size XL Roar Cross Embroidery LS Button Down Dress Shirt-Neat

$9.00

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Clarks 81039 Gunmetal Gray Size 8M Heels Slip-On Criss-Cross Slip-On 2.5in Heels
Clarks 81039 Gunmetal Gray Size 8M Heels Slip-On Criss-Cross Slip-On 2.5in Heels

$20.99

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Seinfeld Men's Socks 12 Pack Large Shoe 6-12 4 Crew 8 Quarter Gift Box New MP$25
Seinfeld Men's Socks 12 Pack Large Shoe 6-12 4 Crew 8 Quarter Gift Box New MP$25

$8.95

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Men Lace See-Through Crossdressing Lingerie Nightwear Robe Dress Panty Nightgown
Men Lace See-Through Crossdressing Lingerie Nightwear Robe Dress Panty Nightgown

$6.47

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Peter Millar LS Dress Shirt Mens M Blue Multi-Color Criss Cross Button Down Coll
Peter Millar LS Dress Shirt Mens M Blue Multi-Color Criss Cross Button Down Coll

$28.00

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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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Men's Night Shirt Long Sissy Sheer Dress Sexy Lingerie L
Men's Night Shirt Long Sissy Sheer Dress Sexy Lingerie L

$19.99

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Revolve Mens Long Sleeve Dress Shirt Size Med With Crosses On Front An Back
Revolve Mens Long Sleeve Dress Shirt Size Med With Crosses On Front An Back

$20.99

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Anne Klein AK Sport Women’s Size 7.5M Black Fabric 1.5” Wedge Heel Dress Shoe
Anne Klein AK Sport Women’s Size 7.5M Black Fabric 1.5” Wedge Heel Dress Shoe

$12.99

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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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US Men's Silk Satin Frilly Girly Costume Lingerie Role Play Sissy Cross Dress
US Men's Silk Satin Frilly Girly Costume Lingerie Role Play Sissy Cross Dress

$8.54

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Men's Designer Kafe Collection Dress Shirt XXL Men Stretch Cross NWT
Men's Designer Kafe Collection Dress Shirt XXL Men Stretch Cross NWT

$14.86

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Mestizos USA Mens Size Medium Dress Shirt Button Up Cross Bling Back
Mestizos USA Mens Size Medium Dress Shirt Button Up Cross Bling Back

$13.99

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Mens Cross-Dressing Mini Sissy Underwear Nightwear Pleated Lace Skirt Floral
Mens Cross-Dressing Mini Sissy Underwear Nightwear Pleated Lace Skirt Floral

$15.26

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Lamasini Embroidered Cross Dress Teen XL Long Sleeve Button Down Rodeo Burgundy
Lamasini Embroidered Cross Dress Teen XL Long Sleeve Button Down Rodeo Burgundy

$15.95

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Van Heusen Wrinkle Free Brown Maltese Cross AOP Long Sleeve Shirt Large 16-16.5
Van Heusen Wrinkle Free Brown Maltese Cross AOP Long Sleeve Shirt Large 16-16.5

$19.99

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Funny Men Dressed Like Women Crossdressing Snapshot Photo
Funny Men Dressed Like Women Crossdressing Snapshot Photo

$15.96

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Rouge Women Wedge Platform Shoe Helium Renatta Black Size 6 1/2
Rouge Women Wedge Platform Shoe Helium Renatta Black Size 6 1/2

$14.94

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Flying Cross Pants Mens 42 Black Staight Leg Pockets Wool Blend Dress Attire
Flying Cross Pants Mens 42 Black Staight Leg Pockets Wool Blend Dress Attire

$21.99

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Antique RPPC Woman in Man's Clothes SHORT HAIRCUT CROSS DRESSING GENDER ROLES
Antique RPPC Woman in Man's Clothes SHORT HAIRCUT CROSS DRESSING GENDER ROLES

$9.89

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Cole Haan Grand Series Womens 6B Black Leather Heel Cross Strap Pointed Toe Shoe
Cole Haan Grand Series Womens 6B Black Leather Heel Cross Strap Pointed Toe Shoe

$34.19

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Wholesale Bulk Lots Men Ankle Quarter Low Cut Cotton Socks Size 9-11 10-13
Wholesale Bulk Lots Men Ankle Quarter Low Cut Cotton Socks Size 9-11 10-13

$14.99

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