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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    AI Sissy Art 9    213   2024-03-28  gwfootball <676 fans>   AI Sissy Art 8    261   2024-03-28  gwfootball <676 fans>   caged sissy toons    96   2024-03-26  CD_Dave <519 fans>   fakesissy: tribute to the painting: "The Swing" by Fragonard.    17   2024-03-25  azu-virtualCD <57 fans>   fakesissy: friends in the same body    21   2024-03-23  azu-virtualCD <57 fans>   fakesissy: ... for money    19   2024-03-23  azu-virtualCD <57 fans>   AI sissy dresses    148   2024-03-22  pretty dresses you wish you were wearing dilligaf340 <1,152 fans>   AI MY FEMINIZED BROTHER    218   2024-03-22  you have to see my brother, i made him into the prettiest girl. i'm even a little jealous. here he is,uh she is. sw come on turn around so your friends can see you.she's a little shy the first time being seen by your friends can be humiliating. I'm... dilligaf340 <1,152 fans>   fakesissy: make up    10   2024-03-22  azu-virtualCD <57 fans>   Slutty AI nurse FemboyJessi    14   2024-03-18  May I help you with your sperm sample? I once again used AI to turn myself into a sexy woman, this time as your latex nurse. FemboyJessi <1,094 fans>   Bnwo sissy prison 2    4   2024-03-17  PrisonBBCsissy <18 fans>   bnwo Sissy Prison    6   2024-03-17  PrisonBBCsissy <18 fans>   fakesissy: pregnant - give birth    21   2024-03-16  azu-virtualCD <57 fans>   fakesissy: in lingerie....    32   2024-03-11  azu-virtualCD <57 fans>   fakessissy: Help me give this series a title    54   2024-03-11  azu-virtualCD <57 fans>   fakesissy: tribute to street women    46   2024-03-08  azu-virtualCD <57 fans>   fakesissy: my sissy friends. Would you like to be part?    34   2024-03-07  azu-virtualCD <57 fans>   fakesissy: On the other side of the mirror    24   2024-03-05  azu-virtualCD <57 fans>   faceswap- friends and me    14   2024-03-04  NuriaBunny <185 fans>   fakesissy: a flower in the desert    20   2024-03-02  azu-virtualCD <57 fans>   Ai Crossdressing    57   2024-02-28  hiwi73 <833 fans>   Me when Sissying, Crossdressing 03    22   2024-02-28  Photo of my real face when edited using generative AI, the face still looks original, just big tits and big breasts masniaraslann <75 fans>   Futa i often fantasizing    10   2024-02-28  This gallery is a source of jerking material for me, someone who is beautiful but has big tits and a hard cock. masniaraslann <75 fans>   Feminization dreams (14)    60   2024-02-26  Velvet_TV <98 fans>   Me when Sissying, Crossdressing 01    8   2024-02-25  I'm trying to become a hijab crossdresser. This photo is me personally, but in some parts I use AI to modify my face (with the aim of covering my identity), and just enlarge my breasts (I often fantasize like that) masniaraslann <75 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | :: next ::