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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    Black stockings    9   2026-02-01  Tributetimes <156 fans>   Exposed/Text me/OMG    5   2026-02-01  TriadSissy <27 fans>   Nasty Preverte    6   2026-02-01  badboyasslover <201 fans>   Wanda's Exposure Adenture    11   2026-02-01  Sissy_Denise <62 fans>   Spandexsissy liebt es gefesselt und gefickt zu werden !!!!!!!!!!    412   2026-02-01  Ich mag es wenn ich ueberwaeltigt und dominiert werde, ich liebe es dabei in Badeanzuegen und Leggings gefesselt zu werden.Ich lasse mich auch gerne mit reichlich Lotion einschmieren, und ich mache fast alles wenn ich hilflos gefesselt bin.Gerne duerft... Samantha_Fesse <1,073 fans>   Crossdressing whore in cute pink dress    11   2026-02-01  I figured any self-respecting sissy girl should have at least one nice pink dress, so I got this from Amazon. I'd love to wear it in public. Also, used FaceApp on some pics but my looked janky AF, so have covered it with different fun designs. WankFiendUK <467 fans>   Sissy kidnapped, bound, gagged and perversely fucked 24    852   2026-02-01  Ich mag es wenn ich ueberwaeltigt und dominiert werde, ich liebe es dabei in Badeanzuegen und Leggings gefesselt zu werden.Ich lasse mich auch gerne mit reichlich Lotion einschmieren, und ich mache fast alles wenn ich hilflos gefesselt bin.Gerne duerft... Samantha_Fesse <1,073 fans>   Tranny slut in a new pink maid dress    13   2026-02-01  Got a really cute pink maid dress from Amazon. I fucking love it! I feel like such a sissy girl when wearing it! Also used FaceApp, but my mouth looked awful, so I've covered it in most pics. Also provides a wee bit of privacy. WankFiendUK <467 fans>   Be Sexy For Me Babe    52   2026-02-01  wankitoff <1,442 fans>   Joy Lee - Foreign Uric Juice I    24   2026-02-01  Joy Lee drinking foreign urine for the first time JoyLee <1,290 fans>   Sissy captions that speak to me 192    20   2026-02-01  Slinky_Gurl <3,307 fans>   Sissy kidnapped, bound, gagged and perversely fucked 23    860   2026-02-01  Ich mag es wenn ich ueberwaeltigt und dominiert werde, ich liebe es dabei in Badeanzuegen und Leggings gefesselt zu werden.Ich lasse mich auch gerne mit reichlich Lotion einschmieren, und ich mache fast alles wenn ich hilflos gefesselt bin.Gerne duerft... Samantha_Fesse <1,073 fans>   CD Opaque Pantyhose     120   2026-02-01  Matcdluverz <2,034 fans>   Babi    13   2026-02-01  suppesmetana <231 fans>   Femboys &amp; Crossdresser 365    24   2026-02-01  Crossdressermi <1,783 fans>   Assfucking Femboys &amp; Crossdresser 179    24   2026-02-01  Crossdressermi <1,783 fans>   Panty Wank 2    16   2026-02-01  captainhadock <454 fans>   My feet and some shoes    11   2026-02-01  LilRonDa7 <910 fans>   Wish I was the sissy in action 2    20   2026-02-01  Slinky_Gurl <3,307 fans>   Im Kleid auf dem Sofa    21   2026-02-01  oeuncoolx <407 fans>   CD xxxNadi green-dressed barefoot dildoslut    10   2026-02-01  xxx_nadi <1,110 fans>   Silver Leohex     33   2026-02-01  Postfan22 <30 fans>   Sissy Lapas is most enjoyable when she is tied up and helpless    17   2026-02-01  Link to Lapas imagefap profile: www.imagefap.com/profile/lapanuage Sissylover1981 <1,665 fans>   Ladies and Gentlemen - Well built Men and Women 28    61   2026-02-01  Men and women exposed JanH <1,081 fans>   Sweet Gurls Posing Web finds 2    73   2026-02-01  I found these sweet gurls on the net, and posted them here for all to enjoy their beauty. If anyone wants their photo removed please let me know. RandomlyRandy <258 fans> :: prev :: | 1 | ... | 28 | 29 | 30 | 31 | 32 | 33 | 34 | 35 | 36 | 37 | :: next ::