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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    Sissy fag exposed online    17   2024-04-17  blowmymindfd <279 fans>   lopette � dresser    3   2023-12-07  c3poslave <565 fans>   Sissy Boy BDSM/Kink    49   2023-07-31  VixenStag94 <1,049 fans>   Cockrings horny    16   2023-06-03  olgacd <517 fans>   steff131    19   2023-04-23  Sissy-Fotze aus dem Berliner Raum, schwanzgeil, schluckt Sahne und Pisse LudwigD <25 fans>   Polyfetishist's BDSM & Kink Captioned Pictures    106   2023-01-26  asymetrialharm <273 fans>   Boys just wanna be girls! - Sissy, Crossdresser, Cuckold Mix    24   2022-10-12  Boys that seem to want to be more of a "girl" needitnow1000 <647 fans>   caged 04 me    198   2022-09-07  mario63 <1,870 fans>   Femboy painful ass after caning (sissy twink bdsm butt slave)    14   2022-09-01  My master was truly upset after I distracted him from work with my tight panties. He took me to his basement where he caned me frenetically for 50 minutes, ignoring that I was crying and shouting our safeword. I felt really forced and this has gone too... sofia_shy_cd <298 fans>   Obedient hairy crossdresser 2022-08-84    25   2022-08-24  secre123 <534 fans>   Sissy Slaves and Submissive Crossdresser Captions    45   2022-07-31  asymetrialharm <273 fans>   Spanked for Peeing My Panties    8   2022-07-11  beenwantingtwo <230 fans>   Sissy Abused in Public Restroom    13   2022-06-27  An unfortunate but exciting event that happened last week... Story in the first image. beenwantingtwo <230 fans>   Master my a sissy collar    44   2022-05-02  Bobi_D78 <744 fans>   micro cock chastity cage    6   2022-01-19  Even though it is a chastity cage for a small cock I was pleased to see that the facing plate was about twice as big as necessary to hold my tiny dick in place - and it was fun to imagine the girth of a larger cock. All in all it was a tingling bit of... Niam29 <181 fans>   Panties, Stockings, Garter Belt, Heels, and Bondage    85   2022-01-04  This gallery was a special request from lickher. They wanted to see me in garter belt, stockings and heels. I know they are also a fan of bondage so did a little tying of my legs for a little fun. Unfortunately, a couple photos got a tad blurry. Part... HoosierBound <255 fans>   Sissy likes wax play    51   2021-12-17  secre123 <534 fans>   Locked Sissy Clitty    4   2021-10-21  Denial rock345 <2,438 fans>   Dein Sklave    10   2021-08-01  Waldhauer <217 fans>   bdsm    41   2021-06-06  mario63 <1,870 fans>   Victoria Hoe Governess and Slave Patrizio    7   2021-05-13  This is a fictional creation, me and Victoria Misstress and Slave !! Patrizio <615 fans>   Patrizio sissy in bondage and chastity.    10   2021-02-09  Me, Patrizio sissy male in sexy black stockings, bra, restrained and chastity. Patrizio <615 fans>   my crossdressing and bdsm experiments    9   2020-12-12  rvillazana <2 fans>   Late Night Undies Fun    64   2020-10-24  A little play outside then relaxing inside before bed in my new pair of underwear. HoosierBound <255 fans>   Red & Black Babe    10   2020-10-17  aquanaught <251 fans> 1 | 2 | 3 | :: next ::