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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    Crossdressers and Tgirls wearing pretty dresses 133    163   2023-10-02  aliciat <9,163 fans>   Me Cindy Cross crossdressing in light blue draped dress    4   2023-10-01  Me Cindy Cross crossdressing in a light blue draped off-the-shoulder dress - I just love it. cindy_cross39 <1,578 fans>   The French Maid 66 Part Deux    12   2023-09-30  Posing in my pretty Sissy Maid dress. Maid_Teri <663 fans>   Halloween is a great time to worship Cock    73   2023-09-29  Halloween is a great time to inspire the Virtue of Lust in others and encourage them to worship the Holy Cock with you. Now, I asked the great Internet for Halloween costumes of; Sluts, Sissies, and Traps. With or without captions. And while some are... looking4now283 <583 fans>   sissy maid plugged and hard    5   2023-09-28  Me dressed as a sissy maid ready to have a wank knifty764 <450 fans>   Me Cindy Cross crossdressing black skirt and zebra print blouse    5   2023-09-23  cindy_cross39 <1,578 fans>   Crossdressers and Tgirls wearing pretty dresses 132    164   2023-09-22  aliciat <9,163 fans>   Crossdressing Uniforms 8    82   2023-09-10  Kristin_crossd <3,522 fans>   Lesson Plan (A Crossdressing Ageplay story)    7   2023-09-09  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. dbmanga <8 fans>   Clothes I'd like to wear and girls I'd like to look like 19    48   2023-09-08  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 <2,368 fans>   Crossdressers and Tgirls wearing pretty dresses 131    167   2023-09-08  aliciat <9,163 fans>   Sissy Maid    9   2023-09-04  Sissyariane <273 fans>   skool8    9   2023-08-25  keifd <474 fans>   I was very bored my sissy side came out to play    52   2023-08-18  Sissy schoolgirl loved being played with and masturbated over dookieday <1,118 fans>   naughty schoolgirls    57   2023-08-13  naughty girls keifd <474 fans>   sissy panties    12   2023-08-09  keifd <474 fans>   Femboys in maid uniforms    24   2023-08-07  gilbertmanager <1,785 fans>   The French Maid 81    11   2023-08-06  Posing in my yellow Satin Sissy Maid Dress trimmed in white lace and a matching satin apron trimmed in silver worn with a 100 ys of all white lycra and shimmering organza petticoat, matching hand-made leather Collar and Cuffs Set and white lace... Maid_Teri <663 fans>   sissy femboy booty shorts     6   2023-08-04  EmilyPanty <13 fans>   Me Cindy Cross crossdressing working as a hotel maid    1   2023-08-04  Me Cindy Cross crossdressing working a hotel maid cindy_cross39 <1,578 fans>   Crossdressers wearing pretty dresses 130    169   2023-08-01  aliciat <9,163 fans>   CD in tight jeans     68   2023-07-28  Tight jeans ass toplover918 <16 fans>   Crossdressers wearing pretty dresses 129    169   2023-07-16  aliciat <9,163 fans>   Slutty Schoolgirl    121   2023-07-08  captainhadock <387 fans>   The French Maid 80    28   2023-07-03  Posing in my B31 Satin Sissy Maid Dress which is adorned with Taffeta and trimmed in silver with a matching satin apron. Purchased form BBT Sissy Closet Maid_Teri <663 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::