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Free Crossdressing porn pictures 10 25 50 100 150 results per page   Search in this niche: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Taking resumes for sugar daddies or paypigs    8   2018-12-29  Slutty secretary would love a job working on your staff 😉 or a nice sub paypiggy to spoil me kimmybear216 <235 fans>   Slutty Sissy Vickie in Floral Dress    84   2015-05-05  Vicke has some sissy fun in her pretty floral dress Vickie_Roberts <5,328 fans>   Mia Jasmine- Floral Teddy    29   2017-01-13  pinkmia <610 fans>   A few new ones    3   2014-05-27  AmberMiller <570 fans>   Vickie Sissy Housewife    138   2015-09-10  I take a break from my chores to perform some wifely "duties" ;) Vickie_Roberts <5,328 fans>   Mia Jasmine- Free Time    18   2017-09-28  pinkmia <610 fans>   Redhead Sissy Kristina Doll    21   2023-10-09  Sissy Kristina Doll in a leather skirt and see through top. SissyKristina <545 fans>   Sissy Nicole Bitch (some new from me)    17   2022-08-25  NicoleBitch <213 fans>   Pics for marvin1980    15   2015-04-28  Here are some ics I made for marvin1980 whose tributes of my pictures have gotten me so hot and horny I had to do something special for him. I just love the way my slutted up face looks covered with his giant cock and cum :) Vickie_Roberts <5,328 fans>   Command Performance for my Special Daddy, Nick    34   2014-09-30  Some pics I took for Daddy nickwyld here on imagefap. I'm all dressed up as his princess boy :) Vickie_Roberts <5,328 fans>   Sissy Housewife II:Cook in the Kitchen    58   2017-05-23  Sissy Housewife Vickie greets her husband with his slippers and a cocktail then cooks him up a special treat in the kitchen Vickie_Roberts <5,328 fans>   Sissy Sexretary Vickie    90   2017-09-19  Sissy Vickie's first day on the new job. First she's distracting, then she gets distracted ;) Vickie_Roberts <5,328 fans>   Vickie in Corset and Bed    68   2015-03-08  Same outfit as before, but in my bedroom. I had these pics for a litle while, but forgot to post them. Sorry about the delay guys, and I'm normally such a good gurl ;) Vickie_Roberts <5,328 fans>   Leggy CD T-Girl Jillian dresses up as an adorable schoolgirl    16   2024-05-21  This is me (Jillian hehe) as an adorable schoolgirl showing off my legs. I'm wearing a cute plaid skirt and a wine red bodysuit along with chunky heel boots and opaque tights. JillianHartXD <13 fans>   A couple of shots from today. Should I bother posting more?    2   2014-05-21  How do I look? AmberMiller <570 fans>   How do I look?    1   2014-05-26  AmberMiller <570 fans>   Tributes....    4   2014-10-02  IrishAndy93 <278 fans>   Sissy Hooker    18   2022-05-12  SissyKristina <545 fans>   Lea Winter showered    21   2020-12-06  cdfan74 <578 fans>   After party of sissy in chastity (sub517)    47   2023-07-07  Dru93 <276 fans>   Getting dinner ready    10   2019-07-03  bmorenude <700 fans>   Piss on the street like a slut    1   2015-07-11  69Dirtyhorny <2,571 fans>   Mature sissy / cd    66   2023-09-26  sissygiina <102 fans>   Trying out being a redhead    7   2019-03-30  SissySlutKatie <490 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6