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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    Prurient Interest random single-frames (sissy, IR)    3   2018-11-24  I took the night off from my latest story just to make some random hotness. Enjoy! Encounter <797 fans>   More random Prurient Interest (sissy, IR)    13   2018-11-01  More various pics done this week Encounter <797 fans>   Prurient Encounter Sissy Motivations    19   2018-09-21  Latest special issue from Prurient Interest, interrupted by data probs, so I'm just posting what's finished of it. Possibly you've seen them with different filenames. These are the final versions Encounter <797 fans>   First PE Bitch-Boy fashion issue (sissy, XD)    43   2018-09-09  The original lingerie catalog from Prurient Interest. The small size is because these were envisioned as an insert into a larger magazine. Encounter <797 fans>   Random goodness found while cleaning up: Prurient Encounter    6   2018-06-20  Some really nice pics I did for a series I ended up not keeping last year. Plus a preview of further experiments with patterns. Encounter <797 fans>   LAST REPOST: PE Bitch-Boy Fashions 2     75   2018-06-02  Final installment of my reposted galleries. This is the second fashion issue (I'm not sure #1 will be reposted) Encounter <797 fans>   Prurient Interest Ad-book 2014 (sissy sex)    51   2018-06-01  Prurient Encounter's book of sissy motivational adverts Encounter <797 fans>   Prurient Interest single-frame toons (sissy, IR, XD)    259   2018-05-31  Assorted PI sissy sex cartoons done over the years... Encounter <797 fans>   Sissy Cuckold and BBC Toons    14   2017-05-16  Check out my other exclusive content on my patreon page patreon.com/devindickie devindickie <2,577 fans>   mics    10   2017-04-10  mics Svetlana_CD <608 fans>   Sissy adventures... red wig    1   2015-06-20  Siss fun Porntroll <3,665 fans>   Brendon: Origings - Chapter II    10   2015-04-07  First things first: All the data present in the first chapter was lost, including the characters and clothing and everything... I tried to do them look similar to the first chapter, but it was impossible. Anyway, this is the second and last chapter of... meeal <1,072 fans>   Sissy Lovin'    39   2015-02-08  youngndtf <70 fans>   Poor little Billie (sissy cuckold story)    19   2014-04-06  Drawings: nequissimus, story: Patti nequissimus nequissimus <272 fans>   Happy Domm and Fem slut.    10   2013-07-04  wishslut <493 fans>   Queen of spades toons    20   2013-06-22  reddevil19599 <579 fans>   3D Sissy Slut BBC Whore    15   2013-04-29  Sissy slave used by BBC owner. TammySissy4Bla <684 fans>   Black Rule over Sissy Whitebois    532   2012-03-27  Black Rule over white sissy whitebois alphamalesm <1,409 fans>   Valery First BBS Fucking at Hotel Ukraine    1   2012-01-06  art-edited RusSketcher at my request valfir22 <3,633 fans>   queen of spades    82   2011-11-30  interracial sissy reddevil19599 <579 fans> :: prev :: | 1 | 2 | 3 | 4 | 5