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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    Sissy Choices    37   2025-06-10  Sissy Choices Sissy_Scarlett <1,662 fans>   Vintage trans/shemale/sissys/gurls - varying quality    116   2025-06-10  These images are from good quality to bad, some are screen shot bad but I thought that they looked hot. This was a request from Amber in LV. chewchilla <1,459 fans>   I want to be your pregnant sissy faggot bride    72   2025-06-10  I decided to run some of my pics through AI with a prompt "I want to be a pregnant sissy bride standing near my husband"nWould love to read your comments whether you like it or not TransOksana <5,226 fans>   SHINY ASS DESTROYED BY A THICK PROLAPSE DILDO - Alisya JC    19   2025-06-10  With my shiny, oiled-up ass on full display, I can’t resist playing with my new thick prolapse dildo. Dressed in a tiny white hoodie and sheer black stockings, I stretch my hole wide, teasing every inch as the textured toy glides deep inside me.... alisyajc <2,177 fans>   You're Nothing But a Loser 132    24   2025-06-10  This gallery is intended to tap into the insecurities that a loser has, especially those involving his abilities when it comes to women. The reason you're here is because you're nothing but a loser. krista024 <3,084 fans>   TG/Sissy Captions #10    6   2025-06-10  Check out more on my DeviantArt~ Lexi221 <157 fans>   RL In Skirt    11  -  2025-06-10  raelynn98 <554 fans>   RL In Jeans    31   2025-06-10  raelynn98 <554 fans>   RL In Black    7   2025-06-10  raelynn98 <554 fans>   Submissive Sissy Captions 2    40   2025-06-09  Submissive Sissy Captions Sissy_Scarlett <1,662 fans>   Sissy Captions 06    7   2025-06-09  moki <451 fans>   Vicky sissy pink 2    22   2025-06-09  Got some new pink lingerie and thought i would share with you all, though at my age and this body i cant do it justice but i try., please comment if you want and be kind or dirty 😁 vicky_vicks <552 fans>   Femboy Brothers    8   2025-06-09  Femboys who are grateful they have understanding brothers. jonblacker <6,362 fans>   in panty    17   2025-06-09  dressman <1,511 fans>   SISSY GIF'S CAPTIONS-85    12   2025-06-09  kparc1212 <4,934 fans>   German Sissy Jacqueline Feet Mix No.1    60   2025-06-09  For my Feet-Fans, my stinkers bare or in nylon, flats, buffalo or sneakers, in many situations. At work, freetime, in and outdoor, as gurl or normal, cuckold situations and many more...nHave fun and commend your favorites please.nKisses Jacqueline German Tranny <4,674 fans>   Aline Travestie (795)    20   2025-06-09  Aline travestie en lingerie et en cage aline_trav <1,492 fans>   Femdom Captions 71    4   2025-06-08  clthong2 <608 fans>   Sissy Emily Demure - 080625    23   2025-06-08  New heels. 🤭💕💘 SissyEmilyDemu <25 fans>   Sissy Captions 60    40   2025-06-08  Sissy Captions Sissy_Scarlett <1,662 fans>   In my undies    8   2025-06-08  BrianPL100 <9 fans>   Little Sissy with a Little Booty 4 captions     9   2025-06-08  Feel free to use ANY of our pictures 4 Captions 🥰 Sissyytboi <351 fans>   Daddy Holiday 2    168   2025-06-08  Lorena4u <718 fans>   Emily Demure - 070625    13   2025-06-07  SissyEmilyDemu <25 fans>   HOT GIF 1119    26   2025-06-07  samir50 <1,931 fans> :: prev :: | 1 | ... | 107 | 108 | 109 | 110 | 111 | 112 | 113 | 114 | 115 | 116 | :: next ::