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taraheels: vintage crossdressing Mmm… retro sluts!

Unsuspectable Crossdresser

Unsuspectable Crossdresser

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Unsuspectable Crossdresser

Unsuspectable Crossdresser

Unsuspectable Crossdresser

Unsuspectable Crossdresser

Unsuspectable Crossdresser

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Unsuspectable Crossdresser

Unsuspectable Crossdresser

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Unsuspectable Crossdresser she’s only the first…

Unsuspectable Crossdresser

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Unsuspectable Crossdresser - Submit your hot pics

Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)

Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)

Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)

surprise! Unsuspectable Crossdresser - Submit your hot pics

lipstixxx: I added a couple more gifs to this set xxxSee the full video at Vintage Crossdressing.

xxxxxxxxxxxxx TGIRL YESTERDAY xxxxxxxxxxx #femboi #ladyboy #trans #travesti #shemale #crossdresser #elisaborgia #tranny vintage

You should have found another shop to buy the lingerie your wife wears for her lover. You should have found a shop owned by a less domineering woman. You blushed so deeply when she asked you if your wife was going to wear it for you that she immediately

Vintage awesomeness !

Preview of the new set!

Vintage Spring Dress, part 1!

Vintage Spring Dress, Part 2! A new set is coming soon!!Thank you all, my dear subscribers!!!

Is Spring Time Again! Time to wear it again :3Soon I will upload a new set, with some stuff I got with the donation I received!Super Ultra Maru Thanks!!!!

namiren: “little cinderella has lost his shoes…” In fact ,he had no shoes at allT__T damn ebay seller fooled us … (uhmm forgot to add…I will sell that pink dress I wonder if there’s anyone who whould be interested in it?_?)

adore-crossdressers: vintage tranny

crossdress-luver: …this vintage photo is a rare find. Cindy M. http://crossdress-luver.tumblr.com/

horny-babes-crossdressing: Sissy Nice vintage piece, captures a time when I discovered transsexuals and their beauty

adore-crossdressers: vintage CDs

Permanently Punished Percy at the #sanfrancisco #crossdressing club during our monthly #meetup #social #munch at #wickedgrounds. #sissy #1950s #sissification #crossdresser #vintage #humiliation #poodleskirt #kinky #bdsm #cosplay

I love this vintage sissy boy image!

We carry a new world here, in our hearts.

Historical crossdressing couple :-)

Men Feeling Fem

footblisters: bbfb (by genexion3)

The Girl Inside

thesassyzebra: Story of My Life

Colleen's sissy stuff

Colleen's sissy stuff

Colleen's sissy stuff

digital-death-certificate: Sissy maid circa 1970.

I have selected an unusual set of re-blogs to start the week.Last week the Cocky Lingerie Tumblr blog passed the 30.000+ follower mark. When I started I had no idea that it would some day reach this point. I want to thank all those who have followed.

I have selected an unusual set of re-blogs to start the week.Last week the Cocky Lingerie Tumblr blog passed the 30.000+ follower mark. When I started I had no idea that it would some day reach this point. I want to thank all those who have followed.

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