Vintage Crossdressing Imagefap Gallery
queefilicious
flying possum
justinempire
spidypool
sanjo munechika
Maybe i should start singing in a jazz club ......#trap #ladyboy #transgirl #sissy #genderfluid #gen
That was a great suggestion, I really enjoyed drawing this~
cruiseorbecruised: Boys in Drag, 1885-1900 No better or more lovely way to start posting this new
cindycross-39: Me Cindy Cross crossdressing in a white, blue and black vintage dress with white lace
Spanked and feminized by your friend’s mother.
I haven’t the faintest idea what is going on in this strange photograph other than a very-
Your housewife is going out to shopping and needs your credit card. She gives you this look and a sm
Do you like me looking down on you? I’m a #tallgirl after all . . . . . . . . . #housewife
cindycross-39: Me Cindy Cross crossdressing in my black and white vintage mini dress. I just love th
Your housewife is going out to shopping and needs your credit card. She gives you this look and a sm
fuckyeahtgirls: 50s vintage look. Hope you enjoy! via /r/crossdressing ift.tt/2c8wrId Sexy
me, teasing in hotel corridorOne of the things that as a little exhibitionist slut has always attrac
Because it’s cold here at the moment, I picked up this great quilted leather vintage jacke
Sisters Jenny and Alma Viström, 1908, Sweden.
sisterwolf: Barbette Dressing - Man Ray, 1926 Barbette (December 19, 1899 – August 5, 197
Vintage crossdressing is the best
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