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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    Steph CD Gallery 2017 05    22   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Steph CD Gallery 2017 04    23   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Trans, Trap Or Genetic Female And Do You Care Either Way? 62    990   2025-06-11  FapFiction <3,055 fans>   RL In White    12   2025-06-11  raelynn98 <535 fans>   Steph CD Gallery 2017 03    13   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Steph CD Gallery 2017 02    21   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Steph CD Gallery 2017 01    21   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Steph CD Gallery 2018 07    18   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Steph CD Gallery 2018 05    12   2025-06-11  Gender Illusionist Steph D.A. presents one of her CD/TG galleries. calibrit79V2 <753 fans>   Trans, Trap Or Genetic Female And Do You Care Either Way? 61    997   2025-06-11  FapFiction <3,055 fans>   Cute Cds and Trans 57    20   2025-06-10  Slinky_Gurl <3,262 fans>   Shemale, Trans, Trap, Crossdresser, Strap on, Mix 49ab    982   2025-06-10  FapFiction <3,055 fans>   Yummy Bras 36    50   2025-06-10  Yummy bra images, with gentle sissy-cuck messaging. Nothing persuades a submissive guy to embrace femininity and chastity like an alpha female wearing a beautiful bra. Aikira <1,870 fans>   Trans, Trap Or Genetic Female And Do You Care Either Way? 60    993   2025-06-10  FapFiction <3,055 fans>   my tribute to the ever sexy Norma    3   2025-06-10  69fantasy <1,712 fans>   I want to be your pregnant sissy faggot bride    72   2025-06-10  I decided to run some of my pics through AI with a prompt "I want to be a pregnant sissy bride standing near my husband"nWould love to read your comments whether you like it or not TransOksana <5,225 fans>   from last night :)    2   2025-06-10  FionaRabbit <227 fans>   Some more panties of mine    15   2025-06-10  Maker-of-wood <890 fans>   TG/Sissy Captions #10    6   2025-06-10  Check out more on my DeviantArt~ Lexi221 <157 fans>   RL In Skirt    11  -  2025-06-10  raelynn98 <535 fans>   CD Angela    69   2025-06-10  Fatsquidzilla <2,388 fans>   Hubby In new cherry thong.    12   2025-06-10  qulaja1955 <391 fans>   Shameka frills and suspenders    12   2025-06-10  Shameka <181 fans>   J.B. Hopkings Spanking Sissies Art    25   2025-06-10  Ellis1966 <684 fans>   Pretty CD Maids 27    20   2025-06-10  Stefficd <3,036 fans> :: prev :: | 1 | ... | 418 | 419 | 420 | 421 | 422 | 423 | 424 | 425 | 426 | 427 | :: next ::