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Free porn pictures 10 25 50 100 150 results per page   Search for: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Hentai Crossdresser 16    49   2025-11-10  jeff_hose <1,333 fans>   skinny crossdresser boi    70   2025-11-09  zrz225 <570 fans>   Vol 15 Femdom sissy maid chastity feminization captions    20   2025-11-09  wimpysissy <162 fans>   Reluctant Sissy Captions 5 (ABDL, Diapers)    4   2025-11-08  Captions about sissy beta boys finding themselves in humiliating scenarios. Diapered, cuckolded, feminized, and emasculated. snowwight <2,104 fans>   SISSY CAPTIONS 137: STEP-SISSIES    10   2025-11-08  another week, another gallery! this one is step-sissies... all about lil sissy "sons" wh-who've suddenly been thrust under the control of stepfathers w-with much more raw manliness o-oozing out of their cocks--i-i mean bodies!! hnghgh... i-it's sooo... FEMINYZE-CAPTI <5,284 fans>   Men With Tits 02    24   2025-11-07  Women have taken over the world. A device called The Machine is feminising all males and turning them into shemale bimbos who think only of sex. Kaptivated <784 fans>   Effeminate Gay Sissy Boi    4   2025-11-07  Randomly Gay gifs Ginger_Snapp69 <278 fans>   Charlie Sweetie - Sexy CD in White Lingerie [Charliesweetie]    21   2025-11-05  I'm Charlie Sweetie and I am totally addicted to lingerie :D White color is one of the sexiest, prettiest colors to wear for that type of clothing. You can look pretty innocent in it while obviously being naughty, right? :D Hope you enjoy my looks! charlie_sweeti <286 fans>   Transformation 33    10   2025-11-04  link4443 <971 fans>   Vol 14 Femdom sissy maid chastity feminization captions    20   2025-11-04  wimpysissy <162 fans>   Female doctors specializing in emasculation and feminization 13    24   2025-11-04  As women take the dominant role in society and the laws are enforcing second class citizenship for men, medical schools have began offering to train their female students in the specialty of emasculation and feminization. It made sense as the demand... krista024 <3,111 fans>   Si Dan Hou Syakai Ni Ikiru Dansei Gata Sei Housi Katiku    31   2025-11-03  sissyhoon <2,404 fans>   Cross-dressed Sissy    14   2025-11-02  Sissy_Michele <188 fans>   Gaby and Neko (51): Welcome Shy!    28   2025-11-02  You know Neko and me! We're very playful, and today our good friend Shy is coming to visit. We hope we can make her feel really welcome... sissystraight6 <2,715 fans>   Vol 13 Femdom sissy maid chastity feminization captions    20   2025-11-02  wimpysissy <162 fans>   Panties    1   2025-11-02  Ginger_Snapp69 <278 fans>   ASIAN REHABILITATION: SISSY CAPTIONS 15    9   2025-11-01  hi! comin' at you guys live with another hentai rehab set~! enjoyyy~! FEMINYZE-CAPTI <5,284 fans>   Forced Crossdresser Fantasies Official New Era Fan set-3     3   2025-11-01  Derko567 <205 fans>   Magical and Supernatural Sissy and Feminization Captions    16   2025-10-31  Assorted fantasy themed captions, magic, voodoo and one superhero one I never had a spot to post. Mix of old and new. ViennaSheraton <1,501 fans>   My edit - 30.10.25 (@Vanessa_Dawll on Twitter)    5   2025-10-31  @Vanessa_Dawll on Twitter Piceditor <764 fans>   Unrelenting Cruelty to Sissies 11    14   2025-10-29  femdom, dominatrix, sissy, chastity, sissy maid, feminization, mistress, humiliation, cuck Womanservant <1,001 fans>   Things that happen around a sissy bride    25   2025-10-28  When a sissy bride gets married, a lot of things happen. Maybe not all at the same time, but the following vignettes describe 24 different situations that CAN occur. It may even be the case that the supposed sissy is actually an active shemale... well,... sissystraight6 <2,715 fans>   Reluctant Sissy Captions 4    4   2025-10-28  Captions about sissy beta boys regretting their crossdressing ways and being cuckolded, humiliated and bullied for it. snowwight <2,104 fans>   Sissy Deanna - sissy    16   2025-10-27  Secret cocksucker feminized and wearing girlfriends clothes trapqueen69 <1,625 fans>   Cruel Best Practices 21    24   2025-10-27  femdom, dominatrix, mistress, sissy, caged, chastity, humiliation, blackmail, feminization Womanservant <1,001 fans> :: prev :: | 1 | ... | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | :: next ::