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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    Me Cindy Cross crossdressing - in a raspberry satin dress    1   2024-06-08  Me Cindy Cross crossdressing - in a raspberry color satin dress and summer white heel strap sandals. cindy_cross39 <1,582 fans>   Me Cindy Cross crossdressing in lila print skirt    5   2024-06-06  Me Cindy Cross crossdressing in a lila print skirt, white lace top and summer white high heel strap sandals. cindy_cross39 <1,582 fans>   Sissy Maid    6   2024-06-06  incestpervnspy <200 fans>   Clothes I'd like to wear - Costume Edition 3    48   2024-06-03  This is a view of the type of feminine costumes that I'd love to try on and wear. My tastes change from time to time, and this is just a look at how I am feeling my inner girl at this point. I'd love to wear all these clothes, but I'd really love to... krista024 <2,383 fans>   Sunday sissy maid    12   2024-06-02  All dressed up and ready for an early Sunday morning wank knifty764 <459 fans>   Me Cindy Cross crossdressing in a champagne color night dress    6   2024-06-01  Me Cindy Cross crossdressing in a champagne color night dress cindy_cross39 <1,582 fans>   Naughty sissy schoolgurl    22   2024-05-30  Naughty sissy schoolgurl dressed in provocative lingerie and spanking skirt under the uniform. Sissy Jane puts on her ring-gag and blindfold and plugs her tight sissy. Now she is ready for a sloppy deepthroat and hard ride on the 20 cm dildo. jan4o <991 fans>   Crossdressers and Tgirls wearing pretty dresses 141    119   2024-05-30  aliciat <9,177 fans>   The French Maid 85    5   2024-05-26  My new Nannine Satin French Maid Sissy Dress Maid_Teri <664 fans>   The French Maid 84    11   2024-05-26  My new Satin French Maid Sissy Dress Maid_Teri <664 fans>   The French Maid 86    3   2024-05-26  My new Black Satin French Maid Sissy Dress Maid_Teri <664 fans>   The French Maid 82    16   2024-05-19  Posing in pretty Black and Sliver French Maid Party Dress.My pretty dress is made of shimmering organza with sliver taffeta and lace. Lots of frilly ruffles with Victorian lace on whole dress. It closes with a zipper and has a sheer sash tie at back.n Maid_Teri <664 fans>   The French Maid 83    29   2024-05-19  Posing in my pretty French Maid Uniform Maid_Teri <664 fans>   Me Cindy Cross crossdressing in a cotton mini dress and sneakers    1   2024-05-19  Me Cindy Cross crossdressing in a cotton mini dress and sneakers. cindy_cross39 <1,582 fans>   New sissy maids dress    10   2024-05-18  Xsissy_aliceX <122 fans>   Sissy pink satin maid    11   2024-05-14  trixiesissywho <348 fans>   Sissy Maid    8   2024-05-14  trixiesissywho <348 fans>   Sissy Maids Vol 2    36   2024-05-10  Davinanw <633 fans>   Me Cindy Cross crossdressing in black leather skirt and blouse    2   2024-04-27  Me Cindy Cross crossdressing in a black leather skirt, color print blouse and black boots. cindy_cross39 <1,582 fans>   Crossdressers and Tgirls wearing pretty dresses 140    120   2024-04-27  aliciat <9,177 fans>   wish i was the gurl crossplay 5    20   2024-04-21  Slinky_Gurl <1,303 fans>   The French Maid 25 - Part deux    18   2024-04-14  Posing in my lockable G1232 Satin Maid Dress Maid_Teri <664 fans>   Japanese Highschool uniform    107   2024-04-12  captainhadock <388 fans>   Sissy Faggot Tami Maid Photos    10   2024-04-10  tamis_demise <51 fans>   is it good in red dressed as a whore?    10   2024-04-07  my favorite photographer to work with is Richard, i call him Dick, he likes to be called Dick and when he's horny asks if it needs some Dick deepasshoe <1,009 fans> 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::