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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    Femboys &amp; Crossdresser 240    24   2025-09-05  Crossdressermi <1,722 fans>   Assfucking Femboys &amp; Crossdresser 144    24   2025-09-05  Crossdressermi <1,722 fans>   Asian Gurls    120   2025-09-05  Matcdluverz <1,979 fans>   Femboy Toons 906    24   2025-09-05  Crossdressermi <1,722 fans>   Assfucking Femboys &amp; Crossdresser 143    24   2025-09-05  Crossdressermi <1,722 fans>   Sissy captions that speak to me 134 - SPH re-post    20   2025-09-05  Slinky_Gurl <3,264 fans>   Femboy Toons 905    24   2025-09-05  Crossdressermi <1,722 fans>   Femboys &amp; Crossdresser 239    24   2025-09-05  Crossdressermi <1,722 fans>   Wearing my mother's bra and panties.. again.    10   2025-09-05  Got the chance to wear my mother's underwear again recently. So I did. NarcissusPoeti <185 fans>   Femboy Toons 904    24   2025-09-05  Crossdressermi <1,722 fans>   Stepdaughter Forced Me Into Chastity, Panties and Servitude    24   2025-09-05  No matter how strong you are, months of forced chastity will eventually break you until you will do anything for sexual relief. In my case, this meant becoming their sissy bitch slave. For a lot more on this theme, visit my forced feminization and... Candy_Runt <4,908 fans>   Femboy Toons 903    24   2025-09-05  Crossdressermi <1,722 fans>   Exposing myself hole u Like it    12   2025-09-05  ShowUrPp <49 fans>   Pictures I like     125   2025-09-05  sissymaster202 <895 fans>   Miss Andi Moorcock in her lingerie about house and garden    21   2025-09-05  Miss Andi Moorcock, A Mature Crossdresser and Exhibitionist loves to show off in her lingerie, at home and garden for your enjoyment. stmagaretsman <3,255 fans>   Sissy Feminization Captions 159    50   2025-09-05  Bloodrise69 <4,922 fans>   Ursula     40   2025-09-05  Matcdluverz <1,979 fans>   My new cock cage clip and nipple vibrator for clitty treatment    18   2025-09-05  squirts <704 fans>   Velvet-chann - Rimuru    71   2025-09-05  -Hans- <2,853 fans>   Huge boobs Sissysick gift panties from a fan     14   2025-09-05  Oh Sissysick is so excited. I got a set of gift panties from a fan 3 pair, they fit so good and were super soft. The red pair is Sissysicks favorites and the lace trim is so sexy. Thank you so much mystery fan Sissysick loves her new panties. Sissysick <416 fans>   Huge boobs Sissysick gift panties from a fan     17   2025-09-05  Oh my a mystery gift of panties from a mystery fan. These panties are so hot. Sissysick couldn't help but be a leaking kitty in my new panties. The red matching my blouse and stockings so well. Can't wait to do shoots in the rest of my new panties. Sissysick <416 fans>   Huge boobs Sissysick gift panties from a fan     16   2025-09-05  My my Sissysick loves these gift panties, especially the way my ass looks in them . Thank you mystery fan Sissysick hopes you cum lots Sissysick <416 fans>   Huge boobs Sissysick gift panties from a fan     20   2025-09-05  Sissysick was feeling so sexy in my new gift panties, I couldn't help but bounce my huge boobs every where. Hope my mystery fan is being naughty right now, Sissysick would love to help Sissysick <416 fans>   Huge boobs Sissysick gift panties from a fan     21   2025-09-05  Sissysick <416 fans>   Himawari Hisako crossdressing bondage femdom art    15   2025-09-05  Japanese bondage and crossdressing artist whose name translates as "long lasting sunflower" but could be a real name. The best collection of work is in an old Korean-language blog named Forced Feminization 99 or ff99mania-dot-blogspot-dot-com. robertmugabe <941 fans> :: prev :: | 1 | ... | 271 | 272 | 273 | 274 | 275 | 276 | 277 | 278 | 279 | 280 | :: next ::