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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    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 <1,845 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 <1,845 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 <424 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 <3,193 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 <1,845 fans>   Your Own Brother's Blackmailed Sissy-Bitch 2    9   2024-12-02  This is a direct continuation of part one, which you should definitely read first. SissySnuffSlut <156 fans>   Daddy Is A Gurl: Original Toons by Greggan    24   2024-11-29  Ginger is a fairly new dadslut. He's still paying for his feminization, especially as his daughter wants him to have bigger tits. greggan <1,845 fans>   JERK-OFF GAY AND SISSY CAPTIONS 2    11   2024-11-20  Look, she knows all about you. ghipstervisual <780 fans>   Hard At Work 21: Original Toons by Greggan    24   2024-11-16  First part of the night the guys are in chastity for charity. In the second part erections abound. greggan <1,845 fans>   Shirley is a Family Business: Original Toons by Greggan    24   2024-10-31  SHirley is married to Sharleen but she doesn't have time to pimp him. So Shirley's kid sister Megan takes over as pimp. greggan <1,845 fans>   Sissy Lost a Bet (AI drawn comic)    10   2024-10-23  Someone lost a bet and had to pay for it! In the end, it looks like it all worked out!! SissySSBBWLove <1,825 fans>   German sissy slave looking for Owner    8   2024-10-19  27 years old sissy slave from Germany is currently unowned but craves to serve a strict and serious Master longterm.nI need a mean Master who likes to have complete control over his slaves. Very interested in CNC, blackmail and forced feminization so... SissyChrissyNB <158 fans>   Leather and Lace Bar: Original Toons by Greggan    24   2024-10-15  Prettybirds has a new venture. Once a month 6 mansluts head for the hills to bring shemale sex to the ladies of Bendover County in the wild west of the state. And boy are these gals rough! greggan <1,845 fans>   Hard Rock Whorehouse: Original Toons by Greggan    24   2024-10-01  Our Dadsluts are playing a fundraiser for Trans Rights at 'Daddies', our whorehouse for under-21 gals. greggan <1,845 fans>   Sissy cuck njsissy666    2   2024-09-29  Kik njsissy666 and tell the sissy you found her humiliating pics. MasterE7 <686 fans>   Donna Sue is Dad and Mom Too: Original Toons by Greggan    24   2024-09-20  Donna Sue Lofgren is Dad and Mom to his daughter Kirsten. Read his story at fictionmania.tv. Just search for Greggan under Author Search. greggan <1,845 fans>   Various Captions 37    17   2024-09-01  Assorted captions. Content may include cuck, fdom, humiliation, voluntary or forced crossdressing, sissification, and whatever other perversions strike me. UnderCoverAnhe <424 fans>   Sissy Suzie &lt;3    12   2024-08-20  Just some pictures of myself I liked, ^_^ I save the good ones for my really sweet fans. Susudoll91 <75 fans>   Fuck Buddies: Original Toons by Greggan    24   2024-08-11  At Prretybirds and Daddies Ladies Only Nightclub and Whorehouse the guys don't just have sex with customers. Sometimes they have to fuck each other too. greggan <1,845 fans>   Your Own Brother's Blackmailed Sissy-Bitch    11   2024-07-19  This is a reworked version of the original story, which, a month ago, was flagged as being inappropriate. Some of the more starkly provocative details have been dialed back to make it less objectionable to the powers that be, though I imagine that what... SissySnuffSlut <156 fans>   FictionMania Illustrations: Original Toons by Greggan    24   2024-07-17  I've been posting text stories about some of our mansluts in FictionMania.tv and illustrating them with pictures I'd done, sometimes years ago. Recently I've drawn brand new ones that I've never posted before. These are those pictures. They also... greggan <1,845 fans>   Prettybirds A I Captions 03 by Greggan    24   2024-07-16  I've been messing with AI for about a year. Mostly to do backgrounds and reference models. But lately I've produced a few that bear some resemblance to a few of the mansluts. AI is crap at hands. Please ignore them. It's also crap at drawing hats. But... greggan <1,845 fans>   Sissy Andromeda in chastity    34   2024-07-13  Sissy Andromeda in chastity has a small penis and poses while wearing a strap-on SissyAndromeda <50 fans>   On Stage at Daddies: Original Toons by Greggan    24   2024-07-03  "Daddies" is the whorehouse for the younger customers. Strictly Under 21, No Moms Allowed so the gals of Chapter City can let their hair down. greggan <1,845 fans>   Bondage Night: Original Toons by Greggan    24   2024-06-25  It's Bondage Night at Prettybirds Ladies Only Nightclub and Whorehouse. Just how much trouble can a bunch of feminized fathers get in to? Let's find out. greggan <1,845 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::