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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    ooo that's nice    333   2023-06-02  from the internet and some from deviantart dilligaf340 <1,181 fans>   Gay in shiny satin clothes and feminized 4     157   2023-05-22  cbreen <387 fans>   subROUTINE presents: Scenes from Gigacity    13   2023-04-25  subROUTINE <73 fans>   subROUTINE presents: Transpanic! Vol. 1    12   2023-04-23  subROUTINE <73 fans>   man in shiny satin clothes and feminized 3    191   2023-04-16  cbreen <387 fans>   Anime photo fun    295   2023-04-11  Misssissyconge <569 fans>   Sky Kliker Jessie gallery    41   2022-10-13  Pictures created by @SkyKliker. Find more of their work on twitter and Newgrounds. Obsidian95 <410 fans>   forced sissy hypno watching in the Dark City in Second Life    16   2022-06-19  forced watching of sissy hypnos in the xxx adult theater with My favorite sissy whore DollarG <433 fans>   JessicaWNY GoldMirror    12   2022-04-13  Photoshop edits gallery for JessicaWNY using the Gold Mirror action. CascadingSilen <1,069 fans>   My Secondlife    45   2022-04-01  Pictures of Secondlife me, I try to make my SL avatar look like me. Or how I would like to look and dress when I meet up with horny old men. Along with scenes and scenarios that get me horny. SluttyTrap <1,258 fans>   Second Life Sissy Slut    18   2021-12-24  Just being a cock addicted lil' fag in Second Life, serving real men, especially BBC. FishnetSissy <476 fans>   Dressing Adventures in Second Life    32   2021-07-13  Just my own little personal storage showing the evolution of my avi's various outfits, I've been enjoying it quite a lot since moving from using IMVU to have fun, way more to be and do in SL in comparison. FishnetSissy <476 fans>   Me in 3dchatgame Meredian    3   2021-04-25  Me in 3dxchatgame Meredian Free Version cumforyou73 <628 fans>   Femboy trap Fifye    16   2020-12-01  fifye <728 fans>   heels     29   2020-10-17  williamyanez <17 fans>   Random 07    34   2020-07-19  wlodja <361 fans>   CRF CDyum    33   2020-07-01  This is a test gallery for the Imagefapper CDyum. CascadingSilen <1,069 fans>   Second Life trap sissy avatar Fifye    3   2020-02-01  fifye <728 fans>   Nier Automata 2b Hentai    10   2020-01-31  Blindfolded Cosplay in Manga style Hentai cartoon Tsarista <435 fans>   Femdom    1   2019-12-08  Lewdrender <33 fans>   Random    125   2019-05-26  wlodja <361 fans>   Koikatu Tales - Shay    9   2019-02-21  Been playing around with this game Koikatu it's made by the Illusion the same creators as Honey Select (Finally got it installed again). Thought I'd play around with it considering you can sort of create the things I like in it with some freedom and... TheKnightCreat <26 fans>   Random 04    46   2018-11-30  wlodja <361 fans>   Random 04    46   2018-11-30  wlodja <361 fans>   Random 03    24   2018-11-30  wlodja <361 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | :: next ::