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Free porn pictures 10 25 50 100 150 results per page   Search for: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Mistress Madeline's 30 days of feminization challenge Sissy mai    4   2025-07-28  A Sissy task thirty day feminization challenge that will be updated every day Mistressmadeli <11 fans>   Shemale Bondage #4 (July 2025)    68   2025-07-24  mrbound2010 <496 fans>   Feminized Fathers For Sale: Original Toons by Greggan    24   2025-07-08  A dozen Dadsluts on duty in Daddies. greggan <1,779 fans>   Bonus Squares: Prettybirds cartoons by Greggan    24   2025-06-28  You may have noticed that in the background of some Prettybirds pictures are video screens. I just make them up from previous drawings. Here's a batch I've just finished. New viewers should note that all the 'women' shown are actually feminized men who... greggan <1,779 fans>   Owners and Mansluts: Original Toons by Greggan    24   2025-06-21  The Owners of Prettybirds' mansluts talk about pimping their hubbies and daddies. greggan <1,779 fans>   TG/Sissy Captions #10    6   2025-06-10  Check out more on my DeviantArt~ Lexi221 <139 fans>   Return to Leather and Lace Bar: Original Toons by Greggan    24   2025-06-06  Prettybirds has a new venture. Once a month 6 mansluts head for the hills to bring manslut sex to the ladies of Bendover County in the wild west of the state. And boy are these gals rough! greggan <1,779 fans>   The taming of my clitty    28   2025-06-03  The body thanks to time and money can be feminized with great success, but the mind is another matter. The proof is the taming of my clitty. Of course, I must thank my wife, who, with great patience and perseverance, managed to turn me into her... sissystraight6 <2,493 fans>   My life in forced chastity    24   2025-05-23  First, there was forced feminization. I must say "forced" is inaccurate, since I enjoyed it from the very beginning. But then came forced chastity, which is a completely different thing. It's horrible not being able to satisfy yourself and relying on... sissystraight6 <2,493 fans>   Dadsluts Talking: Original Toons by Greggan    24   2025-05-17  While our guys are waiting to be bought for sex by women they chat. It goes like this. greggan <1,779 fans>   Various Captions 39    16   2025-05-08  Assorted captions. Content may include cuck, fdom, humiliation, voluntary or forced crossdressing, sissification, and whatever other perversions strike me. UnderCoverAnhe <418 fans>   My Hubby Whore: Original Toons by Greggan    24   2025-05-02  Helen Jigson co-owns Prettybirds and Daddies with her sister. Both their husbands work as she-male whores at the brothels. Ms Helen likes to watch her hubby whore being used by other women. greggan <1,779 fans>   Prettybirds Tourist Posters: Original Toons by Greggan    24   2025-04-28  Prettybirds Ladies Only Nightclub and Whorehouse draws a lot of tourists to Chapter City. Here is a sample of the tourist posters. greggan <1,779 fans>   The Customer Is Always Right: Original Toons by Greggan    24   2025-04-17  Four of our mansluts trying their best to please the lady customers. greggan <1,779 fans>   Sissy Caro Meier    6   2025-04-11  Sissy Caro Meier feminized and humiliated by their ex-gf/mistress! MasterE7 <676 fans>   Six of the Best Mansluts    24   2025-04-01  What do mansluts do all day? Maybe this will explain. greggan <1,779 fans>   Cuckie's Favourite Things Vol3    20   2025-03-30  Wearing her panties and watching by bedside; Her lover’s big cock and her legs opened wide; Noisy and wet shoots his cum over her rings; These are her cuckie’s favorite things. No new original created content here, just a collection of... subgary24 <819 fans>   Welcome to the New Guys: Original Toons by Greggan    24   2025-03-20  Prettybirds Ladies Only Nightclub and Whorehouse is expanding. Two new guys, Ruby and Jayne, have joined us recently. Welcome to Prettybirds. greggan <1,779 fans>   Harley the Busty Bimbo Dad: Original Toons by Greggan    24   2025-03-01  Lea and her Dad, Harlan, are both computer nerds and expert programmers but Dad makes more money as Harley The Happy Hooker, a she-male working at both 'Daddies' and 'Prettybirds' ladies only whorehouses. But they're still proud to be nerds. greggan <1,779 fans>   Dad works nights (as a whore): Original Toons by Greggan    24   2025-01-13  By day they look like nice ladies. They could be your aunt or your Mom. By night they are revealed as Dadsluts, feminized males who work as whores serving the young women of Chapter City at "Daddies" Nightclub and Whorehouse. And one of them is YOUR DAD! greggan <1,779 fans>   Guys in Gowns Collection    75   2025-01-01  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. Back in 2022 I wondered what would evening gowns look like if they were designed to show off a MAN'S best features? So... greggan <1,779 fans>   Various Captions 38    16   2024-12-29  Assorted captions. Content may include cuck, fdom, humiliation, voluntary or forced crossdressing, sissification, and whatever other perversions strike me. UnderCoverAnhe <418 fans>   Pretty Sissies Get Pegged     64   2024-12-25  Enjoy these hot pegging toons, Lucky is the sissy who has a mistress with a strap on to serve under. n I do not own the art nor did i create it, i merely collected it. if you want it removed or you want to be tagged as the artist let me know. Sissy-Whore-Ni <2,623 fans>   Poppy is a Prostituted Papa: Original Toons by Greggan    24   2024-12-16  Paul was just a New Jersey barman with 2 beautiful daughters and a gorgeous wife, Jessica, who wrote novels. Then Jess learned her sister Helen had feminized her husband Jensen who was now Jenny, a busty brunette working at Prettybirds Ladies Only... greggan <1,779 fans> 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::