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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    Sissy Sunday     4   2025-11-30  Let's Play rock345 <2,610 fans>   Sissy Slut Trixie Exposed - kik: trixied93    13   2025-11-30  Images I have exposed elsewhere on the internet, need to make sure I'm a slut forever trixied93 <47 fans>   Sissy Slut Trixie's Captions and GIFs - kik: trixied93    3   2025-11-30  I love captions and gifs, and these are my own sissy captions I decided to make to further expose me, feel free to reshare. Also please send me sissy tasks on kik (trixied93) or here pleeeease, I'm an eager sissy sub :* trixied93 <47 fans>   Sissy Cum Dump Chantelle    28   2025-11-30  The_Sissy_Hunt <1,660 fans>   Bobby Love 1    48   2025-11-30  polished <527 fans>   Sissy captions that speak to me 165    20   2025-11-29  Slinky_Gurl <3,172 fans>   Just Take Me    28   2025-11-29  newsissy69 <401 fans>   Girls with big dicks make me real hard 01    81   2025-11-29  Willieforuse <360 fans>   Mom Sweater and a Warm Hole 4    17   2025-11-29  You had other plans, though. While simply serving as your cum dumpster and not cumming myself is very submissive...nothing is more submissive than cumming WHILE serving you. And, you noticed every time you slowed down, I would touch myself. I tried to... newsissy69 <401 fans>   Aim: to shrink the clitty    10   2025-11-29  BignipsUK <419 fans>   JaneSky - Secretary    16   2025-11-29  trappyjane <335 fans>   Sissy Sopia - Home Alone    45   2025-11-29  SissySopia <271 fans>   Samuele Trappi aka Sissy Samy    15   2025-11-29  Kellyfairy <70 fans>   Juliana    16   2025-11-29  suppesmetana <113 fans>   Small virgin cock in chastity    5   2025-11-29  sexilexi1995 <36 fans>   Femboy Toons 1377    24   2025-11-29  Crossdressermi <1,631 fans>   Locked for the day in chastity     7   2025-11-29  b111777 <140 fans>   Veronica Coxx - Sissy Fun    3   2025-11-29  VeronicaWigSis <75 fans>   Cleaning time    6   2025-11-29  SissyNico <6 fans>   Femboy Toons 1376    24   2025-11-29  Crossdressermi <1,631 fans>   Pretty Gurls 134    101   2025-11-29  Kristin_crossd <4,068 fans>   Playboy Denim Skirt    313   2025-11-29  Snuskis80 <171 fans>   comfy saturday clothes :)    14   2025-11-29  this is kind of my go to outfit, it's really comfortable but still kind of sexy with lots of cleavage :p numbz <867 fans>   Crossdress Gallery 69    6   2025-11-29  Short_Confiden <308 fans>   Mom Sweater and a Warm Hole 2    15   2025-11-29  You let me take my time stretching myself over your glorious dick. You were filling me jusssst right. I started getting used to your size, and began slowly running my pussy all the way up and down your length. It felt so good, I thought I would cum in... newsissy69 <401 fans> :: prev :: | 1 | ... | 61 | 62 | 63 | 64 | 65 | 66 | 67 | 68 | 69 | 70 | :: next ::