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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    You're Nothing But a Loser 31    24   2021-07-07  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. Please rate captions you like and leave comments. krista024 <2,322 fans>   You're Nothing But a Loser 30    24   2021-06-04  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. Please rate captions you like and leave comments. krista024 <2,322 fans>   Sissy Sluts #2    2   2021-05-19  I have decided to feminize one of My slaves, turn it into a proper feminized slut. I have dressed it in a lovely lingerie set, I will make it a real sissy slut. However, it is one thing to look the part, but I want this slut to walk the part: in huge... StrictAndSever <635 fans>   You're Nothing But a Loser 29    24   2021-05-04  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. Please rate captions you like and leave comments. krista024 <2,322 fans>   Sisses & Men SPH    996   2021-05-03  ClosetGurlyBoy <1,554 fans>   Strapon Sex for Men & Sissies     1000   2021-04-30  ClosetGurlyBoy <1,554 fans>   Boyfriend Humil 33    16   2021-04-24  Hot girls humiliate their wimpy boyfriends by opening cheating on them Boldpuppetmast <4,275 fans>   You're Nothing But a Loser 26    24   2021-04-02  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. Please rate captions you like and leave comments. krista024 <2,322 fans>   Sissy stripper    1   2021-03-27  nequissimus <272 fans>   Cute Locked Up Sissy Clits     999   2021-02-14  ClosetGurlyBoy <1,554 fans>   snapchat filters :p    52   2021-02-09  CDnicknelsonMA <17 fans>   Voloh femdom crossdressing art    37   2021-01-28  Voloh is a Venezuelan artist whose full works are available at Lustomic. He also posts on Imagefap on his profile Sissy V. robertmugabe <734 fans>   Pink femdom art    11   2021-01-19  robertmugabe <734 fans>   Panties I wear on regular days    10   2020-12-25  well_hung <149 fans>   Dominant Women; Submissive Men - 3    89   2020-07-17  FemDom women and their submissive husbands. Martinxxxx <3,334 fans>   CBT and Ballbusting - Nancy Boy    312   2020-05-20  femdomlover44 <593 fans>   CBT and Ballbusting - Feminine Humiliation    23   2020-05-20  femdomlover44 <593 fans>   Caged Cucks    49   2020-03-29  maxich28 <42 fans>   Hubby Humil Therapy 19    16   2020-03-28  Dr Amy continues to torture and humiliate wimpy husbands that submit to the most demeaning therapies to supposedly cure their premature ejaculation problems and small penis syndrome Boldpuppetmast <4,275 fans>   Around and About    44   2020-03-25  veryobedient <460 fans>   Hubby Humil 27    16   2020-03-22  More husbands cucked and humiliated by their openly cheating wives Boldpuppetmast <4,275 fans>   Petticoat Pump    5   2020-02-09  anal,ass worship,ball busting,brat girls,dominatrix,domme,domination,amazon,asian,bi sexual,bondage,boot domination,boot fetish,canning,catsuit,dildo fucking,dildos,double domination,ebony,female domination,feminization,fetish clothing,flogging,foot... StrictAndSever <635 fans>   Beta Relationship CYOA - Section 1    14   2019-11-22  First section of an intended branching story arc, my intention is to allow enough choice that readers can avoid undesirable fetishes as well as greater replay-ability. The colour coded legend may not suite everybody so please feel free to suggest... HornySanguine <488 fans>   Hubby Humil Therapy 18    16   2019-10-26  Pathetic premature ejaculating men endure cruel and humiliating therapy from the wive's scheming marriage Councillor. Boldpuppetmast <4,275 fans>   Sissy Maid 2    14   2019-10-22  More of me as your slutty little maid. Can I come take care of you Daddy? SissyKristina <541 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | :: next ::