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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    Costumez    36   2023-10-30  nikkifrilly <472 fans>   Me Cindy Cross crossdressing - my weekend panties    4   2023-10-29  Me Cindy Cross crossdressing - my weekend panties cindy_cross39 <1,584 fans>   Me Cindy Cross crossdressing in a black and white skirt    9   2023-10-27  Me Cindy Cross crossdressing in a black and white skirt and white blouse and black boots. cindy_cross39 <1,584 fans>   Crossdressers and Tgirls wearing pretty dresses 135    163   2023-10-22  aliciat <9,204 fans>   Me Cindy Cross crossdressing in a satin blue flower print dress    6   2023-10-16  Me Cindy Cross crossdressing in a satin blue flower print dressn cindy_cross39 <1,584 fans>   Costumez    12   2023-10-11  nikkifrilly <472 fans>   Maidz    17   2023-10-11  nikkifrilly <472 fans>   French Maids - Love being one, love being with them!    41   2023-10-10  Lananew <1,340 fans>   Me Cindy Cross crossdressing - Barbie style - pink and white    7   2023-10-08  Me Cindy Cross crossdressing - Barbie style - pink and white cindy_cross39 <1,584 fans>   Crossdressers and Tgirls wearing pretty dresses 134    164   2023-10-08  aliciat <9,204 fans>   sissy schoolgirls    20   2023-10-03  keifd <483 fans>   Crossdressers and Tgirls wearing pretty dresses 133    163   2023-10-02  aliciat <9,204 fans>   Me Cindy Cross crossdressing in light blue draped dress    4   2023-10-01  Me Cindy Cross crossdressing in a light blue draped off-the-shoulder dress - I just love it. cindy_cross39 <1,584 fans>   The French Maid 66 Part Deux    12   2023-09-30  Posing in my pretty Sissy Maid dress. Maid_Teri <668 fans>   sissy maid plugged and hard    5   2023-09-28  Me dressed as a sissy maid ready to have a wank knifty764 <464 fans>   Me Cindy Cross crossdressing black skirt and zebra print blouse    5   2023-09-23  cindy_cross39 <1,584 fans>   Crossdressers and Tgirls wearing pretty dresses 132    164   2023-09-22  aliciat <9,204 fans>   Crossdressing Uniforms 8    82   2023-09-10  Kristin_crossd <3,547 fans>   Lesson Plan (A Crossdressing Ageplay story)    7   2023-09-09  Ageplay crossdressing story about a 19yo boy who's slowly introduced to the glory of girlhood while living at Saint Rita's Academy over the summer. dbmanga <8 fans>   Clothes I'd like to wear and girls I'd like to look like 19    48   2023-09-08  When I first started making galleries I never thought I would find so many clothes I'd like to wear, yet here it is gallery 18. This is a view of the type of clothes that I'd love to try on and wear. My tastes change from time to time, and this is just... krista024 <2,401 fans>   Crossdressers and Tgirls wearing pretty dresses 131    167   2023-09-08  aliciat <9,204 fans>   Sissy Maid    9   2023-09-04  Sissyariane <273 fans>   skool8    9   2023-08-25  keifd <483 fans>   I was very bored my sissy side came out to play    52   2023-08-18  Sissy schoolgirl loved being played with and masturbated over dookieday <1,129 fans>   naughty schoolgirls    57   2023-08-13  naughty girls keifd <483 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::