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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    Sissy Cuckold 26    268   2024-07-21  The troubled life of the feminized sissy cuckold and the women that they have to serve with no questions asked! sissycarla49 <2,380 fans>   Women Who Humiliate You 17    8   2024-07-21  Captions of women who humiliate, dominate, cuckold, feminize, sissify, baby, diaper, emasculate and chastise sissy boys (like you) snowwight <1,949 fans>   Myselft in my new high Heels    12   2024-07-20  Just myself in my first pair of high hells hope you like ip :) vero_cd <172 fans>   Sissy FemDom Dildo Caps    20   2024-07-20  A collection of women that own their Sissies like they Own their Dildos! We Sissy Faggots are at their disposal night and day, and we wouldn’t want it any other way! So here’s to the Women and Sissies confident enough to proclaim, She... SissySSBBWLove <1,711 fans>   Captions - TRUE Goddess Ali Landry    11   2024-07-20  Those who are familiar with my uploads here are probably well aware of how much I worship TRUE Goddess Ali Landry! Miss USA 1996. The legendary Dorito girl. She has been my obsession for over two decades. These captions showcase my worship of her. My... worshipper_pa <256 fans>   Femdom &amp; Chastity 29    34   2024-07-20  FrenchSissySam <2,840 fans>   Sex Machine fuck my tight ass    15   2024-07-19  Cum hard with my sex machine. Hand free cumming in my chastity cage. FuckZack <87 fans>   Sissy Jane enslaved and suffocated - fantasy    22   2024-07-19  Sissy Jane, dressed in a denim, corset, stockings and high-heels, is left only with her lingerie and bondage stuff, until she is bagged and suffocated with plastic bag and nylon stocking jan4o <1,296 fans>   Femdom &amp; Cuckold Caption Gifs #42    10   2024-07-18  More of my biggest cuck fantasies LewisCraneErot <688 fans>   Femdom : Dom Nastya    116   2024-07-18  Dom Nastya - aka - nastyapassion777 - aka - Stephany_fantasy cliqua <3,022 fans>   Sissy Chastity 2    100   2024-07-18  Another collection of cages LadyCaroline <874 fans>   BBW Ania - femdom bitch gif caption story    21   2024-07-18  You meet a bitchy BBW named Ania. You hate her - but that won't stop her from manipulating you. NullPsyche <211 fans>   Pink Belt Sissy Diaper    14   2024-07-18  Cmos141 <303 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 95    24   2024-07-17  No, please don't make me go outside dressed in her slutty women’s clothes, everyone will laugh at me... what do you mean that's the idea?! If you like the idea of sissy wimps being forcibly feminized and then humiliated, please check out my... Candy_Runt <4,549 fans>   Chastity Keyholders 9    48   2024-07-17  The idea of chastity is both thrilling and terrifying. There are lots of photos out there of guys in chastity and quite a few of close ups of keys being held by women but not very many show the keyholders face. I wanted to post a gallery of women who... krista024 <2,881 fans>   My sissy femboy AI creations     94   2024-07-17  I will add more as I make more MyAnnonPornAcc <705 fans>   Femdom &amp; Cuckold Caption Gifs #41    6   2024-07-17  More of my femdom and cuck fantasies LewisCraneErot <688 fans>   Cuck, Friendzone, and Rejection Captions - 6    6   2024-07-16  footcuck123 <331 fans>   Sissy 24    17   2024-07-16  Sissies caged, used and abused in various ways viktrig <462 fans>   Femdom : Cruel Reel    84   2024-07-16  Cruel Reel - German Femdom cliqua <3,022 fans>   Princess Jeffrey - Virgin Sissy Slut from PA    18   2024-07-16  Jeffrey is a sissy faggot who caged herself 4 years ago, from Reddit who BEGS to be outed. She's super worried about her neighbors in her apartment in PA finding out that the quiet "man" living in the building is actually a slut who fantasizes about... DaddysHomeSlut <1 fans>   Fake magazine cover     1   2024-07-15  Fake magazine cover made by @SluttyZoe70. I loved it!! jessicatv.gdl <1,543 fans>   Eager to be fucked    11   2024-07-15  qsqdr <424 fans>   Sissy Chastity    99   2024-07-15  A collection of cages LadyCaroline <874 fans>   Cuckold Life Seven    25   2024-07-15  Another selection of captions in cuckold life. jillian_silver <302 fans>   Belle Delphine Captions 21    9   2024-07-15  Belle is back! Pathe-dickWhit <1,420 fans>   Nourin Sabrina Mim    127   2024-07-15  Dive into the world of Nourin Sabrina Mim - your new obsession! 😉 Don't miss out on the fun!nwhere sexy meets sassy! 💋 Follow for a good time! sexybangladesh <0 fans>   Obidient latex fucktoy     11   2024-07-14  MarthaTheLatex <294 fans>   Captions 471    24   2024-07-14  Billy is a college dropout who moved back in with his mom and couldn't stay out of her panty drawer. These are the consequences: tardy cardy <1,697 fans>   Sissy Girls in Chastity    13   2024-07-14  mesomorph <3,113 fans>   Aline Travestie (729)    20   2024-07-14  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Paola Estrella/HOT MOM    29   2024-07-14  Summer is here, let me help you MOM choose the right bathing suit! PaolaEstrella <13 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>   Cutest caged beta whitebois    58   2024-07-13  no more boners little guy! jonnybananas <983 fans>   Harlots in Hosiery 25    72   2024-07-13  Stockings and pantyhose signal a girl or sissies availability to sex. The fetish power of even casual hosiery may not be overstated. They are a perfect invitation to sex. Aikira <1,673 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 94    24   2024-07-13  Forcibly feminized faggots forced to fuck, suck and otherwise humiliate themselves for the amusement and sexual pleasure of their betters! - - If you enjoy this theme, please check out my full-length forced feminization e-books at... Candy_Runt <4,549 fans>   Forced-bi only Humiliations159    8   2024-07-13  LoneRanger743 <817 fans>   Women who love to dominate 16    65   2024-07-12  A dominant woman knows how to control and humiliate her husband, boyfriends, and male family members. Those men are lucky to have such a woman in charge of their lives. Aikira <1,673 fans>   Captions 470    24   2024-07-12  Billy is a college dropout who moved back in with his mom and couldn't stay out of her panty drawer. These are the consequences: tardy cardy <1,697 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 93    24   2024-07-11  Hey there, you sniveling sissy bitch! Christ, you're pathetic! So be a good little beta-boi and do as you’re told and go buy my forced feminization e-books! There are currently three of them, all are over 100 pages jammed full of forced... Candy_Runt <4,549 fans>   Dicks in cages 2    100   2024-07-10  Dicks in chastity cages whiterabbit123 <223 fans>   Dicks in cages 1    98   2024-07-10  Guys in chastity cages whiterabbit123 <223 fans>   dog/slave POV week 28, 24    14   2024-07-10  wolfiedog <345 fans>   Family Femdom 1 (Momdom/Sisdom)    16   2024-07-10  Your dad leaves your mom and all of a sudden things start happening with your dominant sister and mother which had always been going on which you weren't aware of. slutback <21 fans>   Sis-Life 26    64   2024-07-10  Sis-Life is no picnic. A sissy’s path contains difficulty and disgrace. But for each drop of confusion and shame, sissy will reap delicious spurts of ecstasy. Aikira <1,673 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 92    24   2024-07-09  I love making these captions, but if you enjoy them please help a sissy sister out by checking out my online bookstore. If you enjoy my captions, then I think you will love my books as the take the whole forced feminization and sissy humiliation... Candy_Runt <4,549 fans>   fem 26    40   2024-07-09  zrz225 <513 fans>   Caption 001    1   2024-07-09  masked_caption <49 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 91    24   2024-07-08  Forcibly feminized and forced to fag fiction at at www.lulu.com/spotlight/candy_runtn Candy_Runt <4,549 fans>   Chastity ordered by Mother in law 36    10   2024-07-08  I want to make love and breed my Mother in law. However, she is much too old for that: too late. GrannyPanty <411 fans>   Femdom : Goddess Adrianna Rodriguez    50   2024-07-07  Goddess Adrianna Rodriguez Femdom cliqua <3,022 fans>   Sissy Arnette Captions    16   2024-07-07  kik: sissy_arnette sissy123 <100 fans>   Captions 469    24   2024-07-07  Billy is a college dropout who moved back in with his mom and couldn't stay out of her panty drawer. These are the consequences: tardy cardy <1,697 fans>   Locked and loaded    7   2024-07-06  Just myself in my new chastity cage hope you like it vero_cd <172 fans>   A chaste male future 16    48   2024-07-06  In the future, most men should accept a chaste lifestyle. Women will come to see chastity as a vital gift any boyfriend must offer to become her husband. Aikira <1,673 fans>   Sissy 23    19   2024-07-06  One of my most intense fantasies viktrig <462 fans>   Sissy Favourites     50   2024-07-06  sissymaster202 <796 fans>   Art That Illustrates my Sissy Experiences 2    63   2024-07-05  More art to show what ive been thru and all the fun and special ways ive explored being a sissy. ni Sissy-Whore-Ni <2,625 fans>   Art that Expresses my Sissy Desires    92   2024-07-05  These are some drawings that express my deep sissy desires. nI 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 <2,625 fans>   Black and pink dress    9   2024-07-05  Ive got a cute new dress. I hope you like it =) Sissy_Nina <211 fans>   Chastity Captions: Madison Beer    16   2024-07-05  Surely all virgin losers in the World would love to be locked in chastity by someone like Madison Beer? With these captions I am trying out new style: Shorter texts, but bigger font (Futura Bold, 76pt). As an effect the text is also rotated ±15... worshipper_pa <256 fans>   Femdom : Mistress Terra    359   2024-07-04  Mistress Terra - British Femdom cliqua <3,022 fans>   Generic Girls - Hentai chastity original caption    6   2024-07-04  LDB <382 fans>   Aline Travestie (727)    20   2024-07-04  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   dog/slave POV week 27, 24    14   2024-07-03  wolfiedog <345 fans>   Feminization Captions🎀    12   2024-07-03  Original Feminization Captions😘 sonic-player <154 fans>   Femdom : Mistress Nikki Whiplash    151   2024-07-02  Mistress Nikki Whiplash - femdom cliqua <3,022 fans>   Harlots in Hosiery 24    72   2024-07-02  Stockings and pantyhose signal a girl or sissies availability to sex. The fetish power of even casual hosiery may not be overstated. They are a perfect invitation to sex. Aikira <1,673 fans>   Sissy Jessi    29   2024-07-02  Sissy Jessi's caged clitty and her toys for training her pussy...pussy pics on the way.......What would you do to me Daddy? SissyJessiDick <70 fans>   The Female Takeover 1    16   2024-07-01  The Great Female Revolution has happened. Millions of feminists rose up and grabbed Patriarchy by the balls. Women took over and established gynarchy. Men are now slaves, bound, collared and chastised, made to serve the womankind. Female Supremacy is... Pathe-dickWhit <1,420 fans>   Chastity Captions🔐    19   2024-07-01  Original Chastity Captions😘 sonic-player <154 fans>   NTR, Cuckolding, Femdom, Chastity ART    202   2024-07-01  jawanaut <1,696 fans>   Femdom &amp; Cuckold Caption Gifs #40    12   2024-06-28  I can't stop making kinky cheating and cuckold captions LewisCraneErot <688 fans>   Sexy Sissy    23   2024-06-28  Sissy captions gif captions captions gif sissy captions Bifems <923 fans>   Femdom 6    8   2024-06-28  Men at the mercy of women viktrig <462 fans>   Femdom Body Modification Captions 2 (English)    8   2024-06-28  Femdom captions in english. Sorry for my bad english. sigma12 <276 fans>   Femdom Body Modification Captions 2 (German)    8   2024-06-28  Femdom captions in german sigma12 <276 fans>   Mistress Sissy Caption 12    50   2024-06-28  Mistress Sissy Caption Sissy_Scarlett <1,384 fans>   caged sissy toons 10    170   2024-06-27  CD_Dave <732 fans>   Femdom - Toilet Paper Slave    25   2024-06-27  Your boss wife takes you everywhere... Bathroom break at a nightclub.. paranormale <357 fans>   I finally got my clit caged     4   2024-06-27  As a lot of girls told me before, I finally followed their advice. youngpumper19 <388 fans>   Celebrity Femdom Captions 13 - WWE, AEW [chastity, forced bi]     18   2024-06-27  Feel free to leave comments as always, and thanks for viewing! abjection00 <66 fans>   Chastity ordered by Mother in law 35    10   2024-06-27  GrannyPanty <411 fans>   Femdom Chastity Captions 60    24   2024-06-27  Chastity, Tease and Denial ,Comments always welcome! Thanks for reading! dannyteasetoy <1,348 fans>   dog/slave POV week 26, 24    14   2024-06-26  wolfiedog <345 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 90    24   2024-06-26  If you’re a fan of forced feminization, check out my full-length (over 100 pages) e-books detailing one pathetic wimps descent into sissy slavery hell and the terrible humiliation and degradation one poor bitch boi is publicly subjected to at... Candy_Runt <4,549 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 89    24   2024-06-25  Cum celebrate the world of forced feminization and public sissy humiliation with me and my full-length e-books! Available exclusively online at www.lulu.com/spotlight/candy_runt Candy_Runt <4,549 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 88    24   2024-06-24  Forcibly feminized faggots forced to fuck, suck and otherwise humiliate themselves for the amusement and sexual pleasure of their betters! - - If you enjoy this theme, please check out my full-length forced feminization e-books at... Candy_Runt <4,549 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 87    24   2024-06-24  If you enjoy this and other forced feminization and sissy humiliation themes, please check out my full-length e-books, available exclusively from the online book publisher at www.lulu.com/spotlight/candy_runt Candy_Runt <4,549 fans>   Women who love to dominate 15    65   2024-06-24  A dominant woman knows how to control and humiliate her husband, boyfriends, and male family members. Those men are lucky to have such a woman in charge of their lives. Aikira <1,673 fans>   Aline Travestie (725)    20   2024-06-24  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Femdom &amp; Cuckold Caption Gifs #39    14   2024-06-24  Femdom and cuckold captions from my biggest fantasies LewisCraneErot <688 fans>   Yummy Bras 31    50   2024-06-23  Yummy bra images, with gentle sissy-cuck messaging. Nothing persuades a submissive guy to embrace femininity and chastity like an alpha female wearing a beautiful bra. Aikira <1,673 fans>   Stripper Jane - restrained, gagged and hooded again    47   2024-06-23  Sissy Jane makes a striptease over a chair and becomes handcuffs restrained, ball-gagged, panties and stocking over the head. jan4o <1,296 fans>   My Femdom and Cuckold Captions 14    24   2024-06-22  Mistakes48 <586 fans>   Femdom captions    10   2024-06-22  yumyum96 <52 fans>   Femdom : Goddess Ambra    167   2024-06-22  Goddess Ambra Femdom cliqua <3,022 fans>   Femdom captions    10   2024-06-21  yumyum96 <52 fans>   Mix of captions 2024 part 2    72   2024-06-21  CScaptions <261 fans>   Sissie-cuck Affirmations 20    55   2024-06-20  Aikira <1,673 fans>   LuckyCrush Session with Goddess Alice - sissy exposure    5   2024-06-20  yumyum96 <52 fans>   LuckyCrush Session with Goddess Alice - sph, cuckold, bi, humili    15   2024-06-20  yumyum96 <52 fans>   Femdom captions    10   2024-06-20  yumyum96 <52 fans>   Femdom captions    10   2024-06-20  yumyum96 <52 fans>   Femdom captions    10   2024-06-20  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom captions    10   2024-06-19  yumyum96 <52 fans>   Femdom Captions    10   2024-06-19  yumyum96 <52 fans>   AI Gen Trans girl, from secretive thoughts (aka stella)    23   2024-06-19  AI generated trans girls, some in chastity! slipperylock <675 fans>   Eight Sissy-Sub captions    8   2024-06-18  I have added these captions to previously shared images. Most were inspired by my visitors, like chastesubboi, and Vicky_Rush. Your creative comments keep me inspired. Aikira <1,673 fans>   Sissy Barbie gurl collared &amp; in chastity    5   2024-06-16  forparties <1,069 fans>   ASIAN REHABILITATIONS: SOCIETAL EXPECTATIONS    10   2024-06-16  it's caption time~!! this week we're going into, like, sociology a-and anthropology and stuff... in the oppressive sissifying state o-of the asian rehabilitation!! hnghghgh FEMINYZE-CAPTI <5,046 fans>   Captions 468    24   2024-06-15  Billy is a college dropout who moved back in with his mom and couldn't stay out of her panty drawer. These are the consequences: tardy cardy <1,697 fans>   Sissy Cuckold 25    309   2024-06-15  Sissy Cuckolds under the heel of women that know how to use and abuse them for their pleasure sissycarla49 <2,380 fans>   Sissy slut Giselle needs humiliating and degrading messages    11   2024-06-15  I'm a pathetic sissy slut who loves rough and humiliating sex. Humiliating and degrading chat is my biggest turn on. Desperate for dick pics. Chat here or Skype. Kinks: Rough sex, facefucking, throatfucking, gagging, cum, slapping, spitting, choking,... SissyGiselle <622 fans>   My cbt    14   2024-06-15  My cock and ball torture slavetvmaso <561 fans>   Belle Delphine Captions 20    9   2024-06-15  Pathe-dickWhit <1,420 fans>   Sis-Life 25    64   2024-06-14  Sis-Life is no picnic. A sissy’s path contains difficulty and disgrace. But for each drop of confusion and shame, sissy will reap delicious spurts of ecstasy. Aikira <1,673 fans>   It&rsquo;s Not Gay You Might Be a Sissy    24   2024-06-14  Wish I could have found pantyhose pics for all of these! SissyPHTights <660 fans>   Chastity ordered by Mother in law 34    10   2024-06-14  I thank my loved Mother in law for becoming cruel and demanding, and my wife for imposing me being pussy-free GrannyPanty <411 fans>   Aline Travestie (723)    20   2024-06-14  Aline travestie en lingerie et en cage aline_trav <1,455 fans>   Failure Sissy Son (Sissy Anna)    20   2024-06-14  Slutty sissy turns to showing off her body online for men to jerk off to. NoDiggity117 <23 fans>   Chastity Key Holders 7    12   2024-06-13  Jtemple <1,380 fans>   dog/slave POV week 24, 24    14   2024-06-12  wolfiedog <345 fans>   some new sissy stuff    21   2024-06-11  some new Sissy stuff from me sissyx88 <292 fans>   Captions - Goddess Madalina Ghenea 3    15   2024-06-11  I worship Goddess Madalina Diana Ghenea as one of the sexiest and most beautiful women in the World. These captions illustrate how I as a total virgin loser feel totally inferior compared to her. I don't mean any disrespect toward her. worshipper_pa <256 fans>   Cuckold vs bull competition (femdom, chastity)    38   2024-06-11  Cuckold and bull both trying to make the mistress pregnant. While the bull gets a lot of action, the cuckold gets a lot of chastity and teasing. LonelySlav <16 fans>   Women who love to dominate 14    65   2024-06-10  A dominant woman knows how to control and humiliate her husband, boyfriends, and male family members. Those men are lucky to have such a woman in charge of their lives. Aikira <1,673 fans>   Me in chastity    62   2024-06-10  These are pics of me naked and wearing a chastity tube. I like to be sexually dominated, so my partner puts me in a chastity tube occasionally as part of our play. Sometimes it's just for a play session, and other times for a longer duration (days,... mensbriefs <156 fans>   SIGNS and FUN SHIT COLLECTED VOL 2    30   2024-06-10  I like to collect little signs, posters and whatever to use with my creations. Here are 30 more that I have saved, feel free to use them as you please. These have been collected around the web, including here, and are NOT owned by me. Enjoy! problydrunk <1,403 fans>   Sissy Cindi's Choice - boi or gurl?    32   2024-06-10  Sidney has been abducted by his slave-slut mother and her dominatrix mistress. They want to turn him into Sissy Cindi, a cross-dressing paintoy. Will he become a fully feminized gurl, or will they keep him as an androgynous boi slut? He's an unwilling... hamishfalson2 <2,584 fans>   One Pic Chastity &amp; Humiliations158    8   2024-06-09  LoneRanger743 <817 fans>   Wanted: Beta, Simp, Ass Worship For Vacation!    6   2024-06-09  Karina has posted an ad looking to get the perfect beta, simp for her and her friends. Do you want the job? Will you be good at it? booradley2787 <437 fans>   Inverted chastity cage    6   2024-06-09  No penis slavetvmaso <561 fans>   Captions 467    24   2024-06-09  Billy is a college dropout who moved back in with his mom and couldn't stay out of her panty drawer. These are the consequences: tardy cardy <1,697 fans>   A chaste male future 15    48   2024-06-08  In the future, most men should accept a chaste lifestyle. Women will come to see chastity as a vital gift any boyfriend must offer to become her husband. Aikira <1,673 fans>   Sissy Natalie    7   2024-06-07  Sissy slut Natalie chastity Beautifullthin <10 fans>   Nice to meet you     24   2024-06-06  ThornedRose <33 fans>   Censored Gifs for Beta Boys #18    6   2024-06-06  Keep stroking beta ;) LewisCraneErot <688 fans>   Yummy Bras 30    50   2024-06-06  Yummy bra images, with gentle sissy-cuck messaging. Nothing persuades a submissive guy to embrace femininity and chastity like an alpha female wearing a beautiful bra. Aikira <1,673 fans>   Cherry Keeper play    13   2024-06-05  red_0690 <274 fans>   dog/slave POV week 23, 24    14   2024-06-05  wolfiedog <345 fans>   Belle Delphine Captions 19    9   2024-06-05  Pathe-dickWhit <1,420 fans>   Cock And Panties20    20   2024-06-05  A gallery of some of my favorite photos. Feel free to share, tribute in your own galleries. I love being shared :) Tranceplayer <730 fans>   Cuckold Life Six    24   2024-06-04  Another step in cuckoldry and family life. jillian_silver <302 fans> :: prev :: | 1 | ... | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | :: next ::