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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    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 <57 fans>   Reform School     4   2024-01-13  ZergColective <655 fans>   nylon fetish faceswap 17    64   2024-01-07  NuriaBunny <191 fans>   nylon fetish faceswap 16- christmas time    55   2024-01-07  NuriaBunny <191 fans>   nylon fetish faceswap 15    58   2024-01-07  NuriaBunny <191 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 <1,582 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 <1,582 fans>   Crossdressers and Tgirls wearing pretty dresses 137    163   2023-12-14  aliciat <9,177 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 <2,385 fans>   Samantha Barrow    27   2023-12-10  SamanthaTheDol <23 fans>   School Uniform,Tights,School Knickers    16   2023-12-09  TraceyCD1963 <1,265 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 <1,333 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 <1,582 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 <1,582 fans>   Crossdressers and Tgirls wearing pretty dresses 136    164   2023-11-13  aliciat <9,177 fans>   Crossdressers in uniforms.    50   2023-11-09  I love dressing in uniforms and I love looking at crossdressers wearing them. Lananew <1,333 fans>   Costumez    36   2023-10-30  nikkifrilly <465 fans>   Me Cindy Cross crossdressing - my weekend panties    4   2023-10-29  Me Cindy Cross crossdressing - my weekend panties cindy_cross39 <1,582 fans>   Me Cindy Cross crossdressing in a black and white skirt    9   2023-10-27  Me Cindy Cross crossdressing in a black and white skirt and white blouse and black boots. cindy_cross39 <1,582 fans>   Crossdressers and Tgirls wearing pretty dresses 135    163   2023-10-22  aliciat <9,177 fans>   Me Cindy Cross crossdressing in a satin blue flower print dress    6   2023-10-16  Me Cindy Cross crossdressing in a satin blue flower print dressn cindy_cross39 <1,582 fans>   Costumez    12   2023-10-11  nikkifrilly <465 fans>   Maidz    17   2023-10-11  nikkifrilly <465 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::