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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    Pretty CD Maids 24    20   2024-02-10  Stefficd <2,480 fans>   properly dressed sissies 2    11   2024-02-08  keifd <483 fans>   Anal Slut Penelope    202   2024-02-07  High quality photos of your sissy servant bbcsissy26 <99 fans>   properly dressed sissies    15   2024-02-06  keifd <483 fans>   Crossdressers and Tgirls wearing pretty dresses 138    163   2024-01-28  aliciat <9,204 fans>   Me Cindy Cross crossdressing in beige leather skirt    6   2024-01-27  cindy_cross39 <1,584 fans>   Photos of me - please use for captions    58   2024-01-27  Xsissy_aliceX <128 fans>   BDSM FEMDOM     6   2024-01-17  smok100 <305 fans>   Sissy Girl Emma    21   2024-01-13  Caption me,rate me, spread me around i want to see where my sissy ass can get here Emmaloui345 <58 fans>   Reform School     4   2024-01-13  ZergColective <658 fans>   nylon fetish faceswap 17    64   2024-01-07  NuriaBunny <199 fans>   nylon fetish faceswap 16- christmas time    55   2024-01-07  NuriaBunny <199 fans>   nylon fetish faceswap 15    58   2024-01-07  NuriaBunny <199 fans>   Lesson Plan Ch 4 (A Crossdressing Ageplay story)    8   2023-12-25  Ageplay crossdressing story about a 19yo boy who's slowly introduced to the glory of girlhood while living at Saint Rita's Academy over the summer. In Part 3, Sam is introduced to what school might look like for a student like them, but don't they go... dbmanga <8 fans>   Me Cindy Cross crossdressing - grey office ensemble    7   2023-12-23  Me Cindy Crossdressing in a grey office ensemble cindy_cross39 <1,584 fans>   Me Cindy Cross crossdressing in a blue sports outfit - skort and    8   2023-12-17  Me Cindy Cross crossdressing in a blue sports outfit - matching skort and top cindy_cross39 <1,584 fans>   Crossdressers and Tgirls wearing pretty dresses 137    163   2023-12-14  aliciat <9,204 fans>   Clothes I'd like to wear and girls I'd like to look like 20    48   2023-12-13  When I first started making galleries I never thought I would find so many clothes I'd like to wear, yet here it is gallery 18. This is a view of the type of clothes that I'd love to try on and wear. My tastes change from time to time, and this is just... krista024 <2,401 fans>   Samantha Barrow    27   2023-12-10  SamanthaTheDol <23 fans>   School Uniform,Tights,School Knickers    16   2023-12-09  TraceyCD1963 <1,272 fans>   Maids (Gurls) - Love em!    79   2023-11-20  Seeing crossdressers dressed as maids drives me wild. All of the pictures in this gallery excite me but there are a few that everytime I look at them cause precum to trickle. Lananew <1,340 fans>   Me Cindy Cross crossdressing in a blue pencil skirt    4   2023-11-18  Me Cindy Cross crossdressing in an office outfit - blue pencil skirt, white blouse, sheer pantyhose and black pumps. cindy_cross39 <1,584 fans>   Me Cindy Cross crossdressing - my legs in white and blue    3   2023-11-14  Me Cindy Cross crossdressing - showing off my legs in white and blue cindy_cross39 <1,584 fans>   Crossdressers and Tgirls wearing pretty dresses 136    164   2023-11-13  aliciat <9,204 fans>   Crossdressers in uniforms.    50   2023-11-09  I love dressing in uniforms and I love looking at crossdressers wearing them. Lananew <1,340 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::