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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    Visit 56 with Mistress Mummy    38   2020-11-06  Oh what a visit this was with Mistress Mummy... it had everything, starting with her greeting me at the front door already dressed in her sexy lingerie, then Mistress Mummy hustling me off to the bedroom to get dressed in MY sexy lingerie, with us both... dune2526 <707 fans>   Visit 103 with Mistress Mummy    42   2019-06-08  Visit 103 to Mistress Mummy 80y/o, by me her gurlyboi 50y/o dune2526 <707 fans>   Visit 69 with Mistress Mummy    17   2021-07-03  Another delicious visit with Mistress Mummy...and Mistress Mummy has brought new panties for her faggot gurly-boi to model for her.. mhmm i love them...and so our games begin.. scenting, fucking, sucking..mhmmm its always just soooo much fun. dune2526 <707 fans>   me crossdresser     12   2016-09-10  Crossdressing outdoor LauraOldCross <221 fans>   Visit 53 with Mistress Mummy    34   2020-08-21  Anther hot hot visit to Mistress Mummys home and she very quickly has me transformed into her gurly-boi. mhmm i so love it! Theres indoor play then finally we take our games outdoors.... mhmmm even more exciting and erotic!! Oh i love her... dune2526 <707 fans>   Visit 102 with Mistress Mummy    41   2019-06-08  Visit 102 to Mistress Mummy 80y/o, by me her gurlyboi 50y/o - and oh what decadent games we enjoy... dune2526 <707 fans>   laura whore on the beach    10   2016-10-23  LauraOldCross <221 fans>   JB chubby cuck very horny    6   2018-10-06  JB chubby cuck is very horny…. what would you do with him?.... Please dirty cooments and add to favorites JBopen <1,877 fans>   gurly-boi Models His Mother-In-Laws Lingerie    5   2020-05-24  dune2526 <707 fans>   Visit 52 with Mistress Mummy    21   2020-08-14  Another incredibly decadently delicious hot visit with Mistress Mummy and this one starts off in the bathroom with me being allowed to scent her. Oooohhhhhh i soooo love it when she allows me this privilege... its so sexily devine... then its off to... dune2526 <707 fans>   Krissy Exposed    66   2023-08-03  Exposed Sissy KrissyLove <29 fans>   Visit 41 with Mistress Mummy    25   2020-04-23  mhmmm another beautiful visit with Mistress Mummy ...and another chance to enjoy watching her pee and masturbate. Oh i so love watching her getting off - hearing her building to her orgasm as she masturbates her beautiful old soft warm mature... dune2526 <707 fans>   Visit 49 with Mistress Mummy    16   2020-07-24  Another sexy session with my ooh so beautiful and mature 80 y/o Mistress Mummy and ooh i loved how she greeted me at the door clad only in sexy black lingerie! She very quickly had me dressed as only a gurly-boi loves to be dressed... in some modified... dune2526 <707 fans>   Visit 32 with Mistress Mummy    8   2020-02-22  A new visit with Mistress Mummy and she soon has me dressed and posing for her and the camera...mhmm i love it so much...her teasing me and spurring me on with her wondrous mature saggy titties... ohhhhhhh suckling at her breast is such a devine treat... dune2526 <707 fans>   Visit 45 with Mistress Mummy    28   2020-05-30  Another incredible visit to Mitress Mummy..and ohhhhhhh it was so good!..dressed for her in beautiful blue panties we play; scenting one another as part of our foreplay..ohhh its so glorious to feel her scented pee raining down on me and to taste her... dune2526 <707 fans>   Visit 33 with Mistress Mummy    28   2020-02-28  Within minutes of arriving at Mistress Mummys place I'm transformed into her gurly-boi - my natural persona when I'm with her. She toilets on the way to the bedroom...our room of decadent guilt-free pleasures.. then reveals herself to me in such sexy... dune2526 <707 fans>   Visit 48 with Mistress Mummy    22   2020-07-11  Mistress Mummy, my beautiful mature golden Queen from a past life rules and leads me - me her pantyhose wearing gurly-boi, whore, bitch and slut - eager, willing and hungry to provide her with fulfilment for her every craving... my readiness and... dune2526 <707 fans>   Visit 44 with Mistress Mummy    24   2020-05-23  A 'pretty-in-blue' gurly-boi allows herself to be tied up, then plays with Mistress Mummys ohhh so mature and beautiful 80y/o pussy-cunt and clit! mhmmmmmmm so devine dune2526 <707 fans>   Visit 47 with Mistress Mummy    37   2020-06-27  Mistress Mummy, my ruling golden Queen from a past life, and me her fishnet-clad gurly-boi whore, bitch and slut - eager, willing and hungry to please and pleasure her every craving... my readiness and willingness to abandon societys norms for her is... dune2526 <707 fans>   Bree Texas    42   2024-04-14  Matcdluverz <540 fans>   80's & 90's    24   2017-04-26  These are Early Pictures from the 80's b4newdawn <293 fans>   big daddies with big cocks 2    24   2016-01-30  tvgirlyjenny <2,134 fans>   Aunties for Pansies    25   2019-06-17  A gallery to celebrate wonderfully mature, dominant, bossy and VERY strict aunties that know exactly how to deal with pansies, faggots, fairies and other effeminate creatures miss-fruiti-ga <209 fans>   Shemales, TV's and Crossdressers, Traps 12    40   2017-01-22  Shemales, TV's, Crossdressers, Traps, Matures stmagaretsman <2,824 fans>   Laura whore    33   2016-09-13  Laura is a whore LauraOldCross <221 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::