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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    Babydoll Frolic    20   2025-08-03  Delighting in a recent acquisition. PLEASE REPOST Wankabar <51 fans>   I'm Back!    23   2025-08-03  Me Playing while cross dressed SylvaniaCDpant <6 fans>   Aline Travestie (806)    20   2025-08-03  Aline travestie en lingerie aline_trav <1,455 fans>   Friday Night Hotel Room Treats    108   2025-08-01  Filthy tarts. gus_lorenz <7,195 fans>   BlackPink Sissy     8   2025-07-30  Trannybabe <1,220 fans>   Aline Travestie (805)    20   2025-07-29  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Raquel Doing Raquel Things    13   2025-07-26  Slutty Blondie Raquel St.Clair doing... Raquel Things! thongcutoffs <871 fans>   Hot crossdressers     50   2025-07-25  Hey, I'm offering a free membership to my Crossdressing Patreon: patreon.com/FemStoriesPatreon/redeem/F29E6 loansoul1987 <88 fans>   Aline Travestie (804)    20   2025-07-24  Aline travestie en lingerie aline_trav <1,455 fans>   Sissy Cuckold 43    181   2025-07-22  Pathetic feminized sissy cuckolds under the heel and command of the Cuckoldress wife and other significant females all of whichnknow that sissy cuckold needs a very firm hand and is punished for everything and made to serve in every degrading and... sissycarla49 <2,380 fans>   Vintage Lingerie Frolic    23   2025-07-22  Love how I look and feel in throwback style lingerie and with DD falsies. PLEASE REPOST Wankabar <51 fans>   Sissy prison adventures 4    30   2025-07-21  Violetta_Duval <6,285 fans>   Sissy prison adventures 3    60   2025-07-21  Violetta_Duval <6,285 fans>   Sissy prison adventures 2    29   2025-07-21  Violetta_Duval <6,285 fans>   Sissy prison adventures 1    30   2025-07-21  Violetta_Duval <6,285 fans>   Aline Travestie (803)    20   2025-07-19  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   The Dads in Dresses 2nd Collection    48   2025-07-17  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. I've been asked to upload pictures of the Dadsluts fully dressed. I thought there weren't... greggan <1,779 fans>   Aline Travestie (802)    20   2025-07-14  Aline travestie en lingerie aline_trav <1,455 fans>   Christine the AI fetish transvestite sex slave 8    24   2025-07-13  The continuing adventures of Christine and her boyfriend Garrett. MoZoCo <35 fans>   Aline Travestie (801)    20   2025-07-09  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Christine the AI fetish transvestite sex slave 7    24   2025-07-08  The continuing adventures of Christine and her boyfriend Garrett MoZoCo <35 fans>   The Raquel St.Clair Pink Microskirt and ThighBoots Show    9   2025-07-07  Slutty blonde bimbo Raquel St.Clair in a tiny cheeky covers nothing pink microskirt and hot white thigh boots. thongcutoffs <871 fans>   Christine the AI fetish transvestite sex slave 6    24   2025-07-04  The continuing adventures of Christine and her boyfriend Garrett. MoZoCo <35 fans>   Cross Dresser Captions Thirty Seven    40   2025-07-04  Spilled a fair few loads of weak sissy semen while making these. ;) filthyp <921 fans>   Aline Travestie (800)    20   2025-07-04  Aline travestie en lingerie aline_trav <1,455 fans>   Hot Cock 43 - cuties    66   2025-07-02  dlcolvin <1,815 fans>   Sissy Cuckolds 42    317   2025-07-01  Pathetic feminized sissy cuckolds under the heel of their cuckoldress wives and other significant women in their lives and they have to serve them all and the real men their wives date and fuck! nothing is ever easy for the sissy cuckold it has to... sissycarla49 <2,380 fans>   Interracial Sex Slave    14   2025-06-30  RachelDane <377 fans>   Aline Travestie (799)     20   2025-06-29  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Magazines    64   2025-06-27  Dannibun <636 fans>   Misc R and R Artwork    35   2025-06-26  Misc artwork of Rachel and Raquel courtesy of lunapic.com thongcutoffs <871 fans>   Aline Travestie (798)    20   2025-06-24  Aline travestie en lingerie aline_trav <1,455 fans>   Even More Assorted Feminized Males    24   2025-06-23  There was a Sex War. Men LOST. To keep them subjugated the Victorious Women feminized all men by 95%, retaining only the male parts needed for breeding (and sex). Welcome to Mother Earth where Women Rule and men are brainless bimbos. There are no 'men'... Kaptivated <723 fans>   Aline Travestie (797)    20   2025-06-19  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Everyone knows that I am a faggot    22   2025-06-19  Das ist mein neues Schwuchtel-Outfit, ich habe es bei Amazon im Shop von LittleForBig.com gekauft. Seit einigen Jahren trage ich Damenwäsche, wenn ich den Nachbarn meine Wohnungstür öffne, wenn sie ihre Pakete abholen, die von Paketboten bei... Sissy-Berlin <133 fans>   Aline Travestie (796)    20   2025-06-14  Aline travestie en lingerie aline_trav <1,455 fans>   Sissy Cuckolds 41    314   2025-06-10  Feminized Sissy Cuckolds under the care and control of Cuckoldresses who have their best interests at heart engaging the help form other ladies with vested interests in seeing that any masculinity in the sissy cuckold is totally stamped out! sissycarla49 <2,380 fans>   Aline Travestie (795)    20   2025-06-09  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Aline Travestie (794)    20   2025-06-04  Aline travestie en lingerie aline_trav <1,455 fans>   Aline Travestie (793)    20   2025-05-30  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Aline Travestie (792)    20   2025-05-25  Aline travestie en lingerie  aline_trav <1,455 fans>   Cartoons Crossdressers    93   2025-05-21  Dannibun <636 fans>   Fun This Afternoon    16   2025-05-20  Had a lovely afternoon today. Only thing missing was a sexy guy to please! ShanineM <120 fans>   Aline Travestie (791)    20   2025-05-20  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Aline Travestie (790)    20   2025-05-15  Aline travestie en lingerie aline_trav <1,455 fans>   Christine the AI fetish transvestite sex slave 4    24   2025-05-11  The continuing adventures of Christine and her boyfriend Garrett MoZoCo <35 fans>   Aline Travestie (789)    20   2025-05-10  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Christine the AI fetish transvestite sex slave 3    24   2025-05-07  The continuing adventures of Christine and her boyfriend Garrett MoZoCo <35 fans>   Christine the AI fetish transvestite sex slave 2    24   2025-05-06  The continuing adventures of Christine and her boyfriend Garrett MoZoCo <35 fans>   Sissy Dannii clit vs 8 inch dildo    6   2025-05-06  Comparing my little my soft and erect sissy clitty to an 8 inch monster OrLLin89 <631 fans>   Sissy Dannii naked ass may 25    8   2025-05-06  Back showing off and spreading my ass for all you big dicked alpha man to fantasise about giving a hard fucking OrLLin89 <631 fans>   Christine the AI fetish transvestite sex slave    24   2025-05-06  The adventures of Christine and her boyfriend Garrett MoZoCo <35 fans>   Aline Travestie (788)    20   2025-05-05  Aline travestie en lingerie aline_trav <1,455 fans>   Zoe Montague: Vol 2.    100   2025-05-04  mrssmith2022 <1,533 fans>   The Raquel St.Clair Autographed Collectibles    70   2025-05-03  Limited Edition Raquel St.Clair Autographed Collectibles. Act fast to collect them all to impress your friends and enemies! thongcutoffs <871 fans>   Aline Travestie (787)    20   2025-04-30  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Wanda sissy slut in captions    13   2025-04-26  Here is collection of some of my captions. It's so sexy, exciting but also humiliating to find them on web. It's scary to loose control over my pictures that shows me as a sissy slut that enjoys chastity, bondage, exposure... Wanda_W <419 fans>   Aline Travestie (786)    20   2025-04-25  Aline travestie en lingerie aline_trav <1,455 fans>   Good Sissy Faggots 18    16   2025-04-20  CaptionedSissy <2,009 fans>   Me Cindy Cross crossdressing - Easter - in yellow dress    5   2025-04-20  Me Cindy Cross crossdressing for Easter. In a yellow dress, white heel sandals and white jacket. Happy Easter everybody. cindy_cross39 <1,665 fans>   Aline Travestie (785)    20   2025-04-20  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Trans Girls in Morningwood 2    21   2025-04-19  Hot trans girls shamelessly flirting with the teenage boys of Morningwood. DerpDerpDerp85 <715 fans>   Phatass Bondagho the Dumb Ugly 68HH Transvestite Whore, Part 4    8   2025-04-17  Slutty 68HH bondage bimbo Rachel St.Clair, aka Phatass Bondageho, posing in her tiny cheeky gold microskirt and super tall blue stripper heelz. thongcutoffs <871 fans>   Aline Travestie (784)    20   2025-04-15  Aline travestie en lingerie aline_trav <1,455 fans>   Sissy Bitch Poses April 2025    52   2025-04-12  Sissy crossdresser poses sandracduk <679 fans>   Zoe Montague: Vol 18.    100   2025-04-10  mrssmith2022 <1,533 fans>   Aline Travestie (783)    20   2025-04-10  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Sissy Task #2 - Light up my life    5   2025-04-06  Master ordered me to slip a flash light up my bum then go outside at night and take photos of myself for his amusement! Maid_Teri <701 fans>   Sissy Task #1 - Light up my life    5   2025-04-06  Master ordered me to slip a flash light up my bum then go outside at night and take photos of myself for his amusement! Maid_Teri <701 fans>   Aline Travestie (782)    20   2025-04-05  Aline travestie en lingerie aline_trav <1,455 fans>   Cross Dresser Captions Thirty Six    40   2025-04-04  More for you to enjoy, you little sissy deviants. ;) filthyp <921 fans>   Aline Travestie (781)    20   2025-03-31  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   My Shoe Collection (2025)    33   2025-03-28  After my last 'purge' a couple of years ago, Shanine was calling again so it was time to rebuild my wardrobe. I hope you like xx ShanineM <120 fans>   Aline Travestie (780)    20   2025-03-26  Aline travestie en lingerie aline_trav <1,455 fans>   Miss Ward    23   2025-03-24  EmmaWard49 <44 fans>   A Collection of Sissies and Crossdressers #03    7   2025-03-24  Wim_bull <103 fans>   Aline Travestie (779)    20   2025-03-21  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Micki in Corset 3    15   2025-03-20  Little sissy Micki poses in corset with and without panties Micknude <206 fans>   If I was gay - part 7    54   2025-03-19  Each of these pics have made me cum jaycd02 <1,035 fans>   Sissy Cuckolds 37    318   2025-03-18  Feminized Sissy Cuckolds under the heel of their Cuckoldress wives and other significant women in their pathetic little lives sissycarla49 <2,380 fans>   Crossdresser leaving for work    10   2025-03-17  Erzhebeth666 <90 fans>   Crossdresser in Red Top &amp; Black Skirt, Bra &amp; Thong    34   2025-03-17  Erzhebeth666 <90 fans>   Aline Travestie (778)    20   2025-03-16  Aline travestie en lingerie  aline_trav <1,455 fans>   The Sissy Life -- The Full Collection -- Fake Magazine Covers     145   2025-03-14  The complete collection numbered in the order that they would have been released if it was a real publication ... i uploaded them in numerical order so i am not sure why they are out of order ... hopefully it might correct itself ... the order should... SluttyZoe70 <281 fans>   Aline Travestie (777)    20   2025-03-11  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Crossdresser wearing fake breasts and a cage : white teddy    24   2025-03-07  I recently bought a small pair of silicone fake breasts and I just had to expose myself with it. I imagine a sexy mistress forcing me to wear them everyday... Erzhebeth666 <90 fans>   Aline Travestie (776)    20   2025-03-06  Aline travestie en lingerie  aline_trav <1,455 fans>   The Lea and Harley Collection    121   2025-03-05  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. Harley is my favorite character and the one I think I've drawn the most. Here are 120 pics... greggan <1,779 fans>   Pretty Sissy non nude mostly    14   2025-03-04  Dressed up in sexy feminine outfits, mostly non nude Trannybabe <1,220 fans>   CD Andrea Lincoln March 2025    8   2025-03-02  CD_AndreaLicol <31 fans>   Aline Travestie (775)    20   2025-03-01  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   The Raquel St.Clair Daisy Dukes and Stripper Heelz Leg Show    12   2025-02-26  The Raquel St.Clair Daisy Dukes and Blue Stripper Heelz Leg and Booty Show. No one wears obscenely short daisy dukes quite like Raquel! thongcutoffs <871 fans>   Chantellesissy - gingham sissy faggot slut    12   2025-02-25  Im a dirty little sissy slag faggot in my little gingham dress and white panties. I love to go and get fucked outdoors at dogging sites in my sissy dress subsissyfaggot <1,338 fans>   Aline Travestie (774)    20   2025-02-24  Aline travestie en lingerie  aline_trav <1,455 fans>   Aline Travestie (773)    20   2025-02-19  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   French sissy maid Wanda    8   2025-02-18  Here are some of my pictures as a french maid.nAs you can see I like to wear french maid outfit, my clit is locked in chastity and I wear a steel anal plug.nI like bondage, so my high heels are locked too, I'm ball gagged and collar. Wanda_W <419 fans>   Crossdresser Captions Thirty Five     40   2025-02-16  Some more fantasies that get me rock hard and dribbling from my tip.nnMost of them are still unfufilled. filthyp <921 fans>   Aline Travestie (772)    20   2025-02-14  Aline travestie en lingerie  aline_trav <1,455 fans>   More Assorted Feminized Males    24   2025-02-13  There was a Sex War. Men LOST. To keep them subjugated the Victorious Women feminized all men by 95%, retaining only the male parts needed for breeding (and sex). Welcome to Mother Earth where Women Rule and men are brainless bimbos. There are no 'men'... Kaptivated <723 fans>   Aline Travestie (771)    20   2025-02-09  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Aline Travestie (770)    20   2025-02-04  Aline travestie en lingerie aline_trav <1,455 fans>   SissyCuckold35    335   2025-02-03  Sissy Cuckolds under the heels of strict no nonsense Cuckoldresses and other significant women in their life. sissycarla49 <2,380 fans>   Chantellesissy - I want doggers spunk on my ass and panties    11   2025-02-02  Who wants to use me as a spunk target? You can cum on my ass, or I will hold my panties one for you to cum or piss into....treat me like the dirty little dogging sissy faggot that I am subsissyfaggot <1,338 fans>   The Dads in Dresses Plus Collection    60   2025-01-31  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. I've been asked to upload pictures of the Dadsluts fully dressed and there aren't that... greggan <1,779 fans>   Dipping my toe in...    30   2025-01-30  Shh. I'm not really on here. Okay? Roxieiztheshiz <15 fans>   Aline Travestie (769)    20   2025-01-30  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   AI ART Femboy and Crosdresser     47   2025-01-27  AI generated art of femboys and cross-dressers that I made. PervyQueen <20 fans>   The Tour Bus Customers Collection    148   2025-01-25  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. Here's some previously posted pics of the mansluts with customers from all over the... greggan <1,779 fans>   Aline Travestie (768)    20   2025-01-25  Aline travestie en lingerie  aline_trav <1,455 fans>   Effeminate Mature Crossdresser (Sissies &amp; Femboys)    2   2025-01-21  Ginger_Snapp69 <238 fans>   Aline Travestie (767)    20   2025-01-20  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Some Kissing Sissies    48   2025-01-17  Some sexy kissing sissies that I wish I could spend time with. Papa-Langue <283 fans>   Aline Travestie (766)    20   2025-01-15  Aline travestie en lingerie  aline_trav <1,455 fans>   Mature Crossdresser     1   2025-01-14  Mature Crossdresser Ginger_Snapp69 <238 fans>   SissyCuckold 34    318   2025-01-13  Pathetic Feminized Sissy Cuckolds serving the women in their life knowing that these ladies have little or no mercy where they are concerned! sissycarla49 <2,380 fans>   Aline Travestie (765)    20   2025-01-10  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Aline Travestie (764)    20   2025-01-05  Aline travestie en lingerie  aline_trav <1,455 fans>   Sluts I want to Be    38   2025-01-04  Im a dirty sissy faggot slut and I want to be used like the girls here and forced to do whatever you tell me to do subsissyfaggot <1,338 fans>   Sassy Sissy Exposed     1   2025-01-02  Ginger_Snapp69 <238 fans>   Aline Travestie (763)    20   2024-12-31  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Irish sissy CD, black PVC minidress, comments welcome     7   2024-12-28  Irish cross dresser in super slutty black PVC minidress. Comments welcome, good or bad, lol 😆 Dub_switch <66 fans>   Aline Travestie (762)    20   2024-12-26  Aline travestie en lingerie  aline_trav <1,455 fans>   Bois will be Girls 2(Gay Crossdresser)    1   2024-12-24  Bois behaving like Girls Ginger_Snapp69 <238 fans>   SissyCuckold33    318   2024-12-22  Feminized Sissy Cuckolds on their stocking clad knees pleading for any sort of mercy which they will not get from the women that use and abuse them to their hearts content! sissycarla49 <2,380 fans>   Aline Travestie (761)    20   2024-12-21  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Crossdresser with pink lingerie, red miniskirt &amp; chastity ca    33   2024-12-19  I was feeling so horny in these clothes and I had to exhibit myself to everyone. I tried to give myself some tits by filling the huge cups of my slutty teddy. With my ass plugged I had to keep my penis caged, otherwise it would have been impossible... Erzhebeth666 <90 fans>   Transvestite Captions: Vol 12.    10   2024-12-16  mrssmith2022 <1,533 fans>   Aline Travestie (760)    20   2024-12-16  Aline travestie en lingerie  aline_trav <1,455 fans>   Aline Travestie (759)    20   2024-12-11  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   The Dadsluts and Young Customers Collection    134   2024-12-10  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. Here's some previously posted pics of the dadsluts being handled by the young customers of... greggan <1,779 fans>   Crossdresser Captions Thirty Four    40   2024-12-09  Bang my tight sissy hole filthyp <921 fans>   Naughty and Nice    4   2024-12-06  Ginger_Snapp69 <238 fans>   Aline Travestie (758)    20   2024-12-06  Aline travestie en lingerie aline_trav <1,455 fans>   Zoe Montague: Vol 17.    78   2024-12-01  Some sexy shots of Zoe, modelling some leopard print, slinky stockings, or encased in cling film, signed, sealed, and delivered for unwrapping. Oh, and face dildo...Well, a sissy slut has to please their owner somehow. Comments welcome. mrssmith2022 <1,533 fans>   Sissy Cuckolds 32    317   2024-12-01  Feminized Sissy Cuckolds had better do as their told by the Cuckoldress or there will be dire consequences so it's best all round if the sissy cuckold pleases and gives the Cuckoldress exactly what she wants and demands! sissycarla49 <2,380 fans>   Aline Travestie (757)    20   2024-12-01  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   ILSE new November Gallery    44   2024-11-26  Hi friends, I bring this new gallery with some fresh pics for you, and some Ai pics. Hola amigos les traigo una nueva galeria de vuestra Ilse, son nuevas y algunos trabajitos. مرحبًا أصدقائي،... Ilsecross <1,271 fans>   Aline Travestie (756)    20   2024-11-26  Aline travestie en lingerie  aline_trav <1,455 fans>   Drag Makeup    57   2024-11-24  pavlovsdog666 <546 fans>   Me Cindy Cross crossdressing in a gemstone blue slipdress    4   2024-11-24  Me Cindy Cross crossdressing - in a gemstone blue slip dress with matching blue high heel strap sandals with gemstones. cindy_cross39 <1,665 fans>   Phatass Bondagho the Dumb Ugly 68HH Transvestite Whore, Part 3    14   2024-11-22  Phatass Bondagho the Dumb Ugly 68HH Transvestite Whore exposed in a tiny white cherry print microskirt and hot blue 8.5" stripper heelz thongcutoffs <871 fans>   Crossdresser Captions Thirty Three    40   2024-11-22  Enjoy, you little sickos filthyp <921 fans>   The Dad Ass Collection    112   2024-11-21  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. Here's some previously posted pics of the guys showing off their sexy Dad asses but... greggan <1,779 fans>   Aline Travestie (755)    20   2024-11-21  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Crossdressing Straight Boys Go Gay 1 - Captions    14   2024-11-19  LexiRaine <870 fans>   Captioned Sissy Faggot 12    16   2024-11-17  CaptionedSissy <2,009 fans>   Aline Travestie (754)    20   2024-11-16  Aline travestie en lingerie  aline_trav <1,455 fans>   Aline Travestie (753)    20   2024-11-11  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Sissy Cuckolds 31    320   2024-11-10  Pathetic feminized sissy cuckolds suffer and worship at the high heels of the Cuckoldress women that make them serve and obey nothing is off the table when it comes to foisting humiliation, degradation and suffering on the sissy cuckold. sissycarla49 <2,380 fans>   The Porn Model Dads Collection    48   2024-11-07  I've been drawing the mansluts of Prettybirds since 2013 and have done over 4500 pics, not counting the posters and other spinoffs. So there's a lot of pictures. Here's a sample of the guys posing for Chapter City Girls Camera Club but without any word... greggan <1,779 fans> 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | :: next ::