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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 Displaying results for 'sissy' - View all videos for 'sissy'  Gallery Name   Images   Quality   Added    Cumslut Sissy Caption 34    44   2024-12-01  Cum-Slut Sissy Caption Sissy_Scarlett <1,425 fans>   Sissy Erica    23   2024-12-01  Sissy Erica exposed sissyerica <551 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 <1,549 fans>   Sissy Kelli dolled up    12   2024-12-01  Sissy_Kelli <361 fans>   Locked Sissy femboy maid 2    15   2024-12-01  PandaArch <190 fans>   Sissy Safe Censored Captions    27   2024-12-01  censored, sissy safe, loser porn, sissy, dozermant <1,037 fans>   Bound sitting sissies    100   2024-12-01  Have trouble keeping your sissy where you want them, try some of these. If they are the ADHD type, PLUG'em, set vibrator on random, this will keep them occupied tgurlbinder <1,023 fans>   Interracial sissy     67   2024-12-01  Sissy-for-old <272 fans>   My Perfect Sissy Life    16   2024-12-01  OurSissyWorld <15 fans>   Sissy Julie Allison Outfit: Slit Skirt and Top    22   2024-12-01  Sissy Julie Allison Outfit: High Slit Skirt and Top JulieAllison <605 fans>   Sissy captions that speak to me 75 - pills and hypno    20   2024-12-01  Slinky_Gurl <2,796 fans>   Sissy ~    22   2024-12-01  sissypansy55 <56 fans>   December sissy cock    5   2024-12-01  knifty764 <619 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 <2,389 fans>   More sissy, changed by wife, gay encouragement    35   2024-12-01  bettisweetie <1,099 fans>   Marty the Bimbo Sissy Slut Princess     1   2024-12-01  SissySlutMarty <381 fans>   SissyUseCaptions1    14   2024-11-30  subbiesissy <100 fans>   Exposed n.345 Sissy Vedi    18   2024-11-30  ExposingAcadem <1,169 fans>   Maricon daniel sissydaniela    7   2024-11-30  Sissydaniela <70 fans>   Sissy Bimbo Marty is a Gloryhole Slut     1   2024-11-30  SissySlutMarty <381 fans>   Sissy boys exposed.    51   2024-11-30  lero696 <1,233 fans>   Pussyfree small dick sissy in chastity    10   2024-11-30  sexilexi1995 <27 fans>   collection of sissy, femboys, trans. Part 13    11   2024-11-30  CiGn <263 fans>   Ivana Cox Captions     26   2024-11-30  me sissywhore captioned, fully exposed and humiliated to the whole world dsiss87 <1,902 fans>   sissy slut    5   2024-11-30  fetishcdsut <170 fans>   I'm a Sissy YAY! (Part 2 and 3)    50   2024-11-30  The second and third parts to my solo Sissy Cheerleading masturbation session. Please feel free to comment! SissySSBBWLove <1,736 fans>   Sissy bimbo exposed with slutty outfit    31   2024-11-30  cute_sissy_slu <255 fans>   Sissy Kira showing her sexy little body and tiny little clitty    14   2024-11-30  Link to Kira´s Sissy.fun profile: Sissylover1981 <1,415 fans>   Calendar 2025 - YEAR OF THE SISSY    2   2024-11-30  This is OUR year! Let's have fun! Become a member of the society by being my fan! Feel free to use, share and repost! KylieM <1,624 fans>   Sissy gif 4    13   2024-11-30  nemo8111 <412 fans>   boiwife/ sissy Nov 2024    8   2024-11-30  horny_john0636 <391 fans>   SISSY CAPTIONS 114: SISSYDOM!    7   2024-11-30  the patreon's pick for this month is SISSYDOM~!! th-this is a set of sissies wh-who've managed to climb a lil bit of the way up the pecking order... a-at least, far enough th-that they're in a position to dom youuu, you subby lil slut~!! enjoyyy~! FEMINYZE-CAPTI <5,067 fans>   Horny french sissy slut 7    14   2024-11-30  lapanuage <1,313 fans>   Sissy Story: Surprise Nudist Vacation    28   2024-11-30  Don't you just hate it when your hot female friend invites you on a vacation, A NUDE vacation, just for her boyfriend to pound you with his thick lubed up cock? AvaButtlover <469 fans>   I thought It was only a sissy fetish...1    3   2024-11-30  Hi hi I'm new to this.. If you wanna see more, let me know? Alexe <1 fans>   My secret's out 2    6   2024-11-30  One of the ladies talks to me about my sissy faggot revelation and even finds out I wish all the beautiful secretaries had cocks I could suck as well!!!! SissySecretary <11 fans>   Sissy    13   2024-11-30  Babydicksissy <4 fans>   Exposure Craving Sissy Kelly Smith    26   2024-11-30  In her own words - "I'm a frilly fairy faggot exposure slut. I fully consent to having my images downloaded, stored, captioned and reposted anywhere. Expose me please! Exposure is a drug. Oh and it feels so fucking good!" marvint1963 <3,789 fans>   My Twisted Sissy Fantasies 82    16   2024-11-30  Enjoy my 82nd caption set! Some of my captions contain dark sexual themes that scratch my fantasies and I in no way advocate or support real world violence or aim to offend anyone. If you'd like to support me or send a small tip my way, check out my... CuriousClosetS <1,982 fans>   Emily failed as a boy, but she makes a cute little Sissy Fucktoy    7   2024-11-30  Emily´s kik: clvaire Sissylover1981 <1,415 fans>   Cumslut Sissy Caption 33     45   2024-11-29  Cumslut Sissy Caption Sissy_Scarlett <1,425 fans>   Sissy Pics    6   2024-11-29  AriannaSissy <1 fans>   Sissy Slut Marty with Big Juicy Daddy Dicks     9   2024-11-29  SissySlutMarty <381 fans>   Sissy fun three    9   2024-11-29  More sissy fun in sexy outfits Trannybabe <1,228 fans>   BBC BABECOCK HYPNO GIFs [07]    50   2024-11-29  Fall deeper into your BBC addiction whiteboi... #(BNWO, BBC, QoS, Babecock, Hypno, Trance, PAWG, Sissy, Whiteboy, GIF, Big, Black, Cock, Faggot, Goon, Edge, Worship, Reparations, Blacked, Queen of Spades, Booty, Big Tits, Ass, White, Chav, Sluts, Bi,... BBCHeaven <456 fans>   The Reality of being a Sissy: You become addicted to cock    92   2024-11-29  davinaglasgowt <2,352 fans>   Datenight with Sissy    11   2024-11-29  have a great date with me and enjoy my look and maybe more sissyx88 <299 fans>   Sexy High Heel Outfit    24   2024-11-29  new outfit and sexy high heels for sissy sash sissyx88 <299 fans>   Sissy Mia - In black    5   2024-11-29  Mia from Spain. 33yo. My size clitty: soft 2, hard is 4 inch 111a111c <41 fans>   collection of sissy, femboys, trans. Part 12    13   2024-11-29  CiGn <263 fans>   Sissy Misha Midnight exposed     19   2024-11-29  discord: tig197 kik : badgurlmisha planetsissy-TV <414 fans>   Amber Star (Tgirl/CD)    124   2024-11-29  Found on reddit: SissyslutAmber7 aliciat <10,342 fans>   Best of BBC Sissy Captions 31-40    50   2024-11-29  Bloodrise69 <4,737 fans>   Sissy Captions    1   2024-11-28  Ginger_Snapp69 <248 fans>   Sissy Captions 37    50   2024-11-28  Sissy Captions Sissy_Scarlett <1,425 fans>   Sissy Fuckdoll Brittany dolled up and ready to serve cocks     31   2024-11-28  Sissylover1981 <1,415 fans>   Horny french sissy slut 6    89   2024-11-28  lapanuage <1,313 fans>   Sissy Bambi AI    3   2024-11-28  kaxege3402 <16 fans>   The Reality of being a Sissy: always available means just that    51   2024-11-28  As a Sissy, you must be ready to be fucked in the mouth or ass at any time and in any location. davinaglasgowt <2,352 fans>   Brainwashing Myself - Daily Dose of Sissy Brainwash    63   2024-11-28  Let go of being a 'man', follow your passion and your purpose of being a sissy and live by this gallery: GET GIRLY! USE MAKE UP! DRESS UP! SHAVE YOURSELF ALL OVER! WEAR A PLUG EVERY DAY! WEAR A CAGE EVERY DAY! WEAR THONGS! WEAR HEELS! BE ATTRACTIVE AND... wurster <2,350 fans>   Sissy AI     3   2024-11-28  kaxege3402 <16 fans>   collection of sissy, femboys, trans. Part 11    13   2024-11-28  CiGn <263 fans>   Sissy Woods     23   2024-11-28  Happy Thanksgiving rock345 <2,586 fans>   Pretty Lingerie Sissy Slut Marty     12   2024-11-28  SissySlutMarty <381 fans>   Tgirls/Sissy 7    32   2024-11-28  Collection of the hottest tgirl/sissy/femdom shit I found. None of the images or captions are mine dallasbaiser1 <301 fans>   Sissy captions that speak to me 74    20   2024-11-27  Slinky_Gurl <2,796 fans>   Sissy nayla    8   2024-11-27  Exposersissy04 <6 fans>   Cum (Sissygasms, Prostrate and No Hands Ejaculations)    20   2024-11-27  CDCuck <1,802 fans>   Sissy Sluts on Sissy Slut Marty    4   2024-11-27  SissySlutMarty <381 fans>   BBC Sissy Captions 40    50   2024-11-27  Bloodrise69 <4,737 fans>   Sissy Jane plays with the mistresses bondage gear    31   2024-11-27  Sissy Jane finds and starts to play with her mistresses lingerie and bondage toys jan4o <1,298 fans>   Horny schoolgurl Jane    9   2024-11-27  Naughty sissy gurl Jane, dressed in a schoolgirl uniform, back seam pantyhose and fuck me heels jan4o <1,298 fans>   Forced Bi Sissy Humiliation Captions 04    10   2024-11-27  ken45adams45 <304 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics859    24   2024-11-27  395royc <5,633 fans>   Sissy captions gifs that speak to me 75    20   2024-11-27  Slinky_Gurl <2,796 fans>   Rus sissy faggot 33    74   2024-11-27  Gimnast <1,545 fans>   Angelinas Sissy Clyt    229   2024-11-27  angelina1969 <178 fans>   Sissy playtime. Upload before.     16   2024-11-27  88raymagini0 <758 fans>   Reluctant Sissy Captions 2    4   2024-11-27  Captions of sissy beta boys struggling with being feminized, bullied, cuckolded, diapered, teased. snowwight <1,959 fans>   Spandex Bulges Make Me Drool    25   2024-11-27  Nothing like a big, manly cock in shiny spandex to make me drool.....make me ache to drop to my knees and worship like the sissy cocksucker i am. Ima-Cocksucker <556 fans>   Sissy 5    20   2024-11-26  KarinaClarkeTV <819 fans>   General Chastity Trap/Shemale/trans/CD and other    822   2024-11-26  The most general of the illustrated chastity folder. Mostly feminine presenting characters (Traps, Shemale, trans, sissy, CD, etc). But other art as well. tjganessub <139 fans>   BBC Sissy Captions 39    50   2024-11-26  Bloodrise69 <4,737 fans>   Sissy GIFs 2    39   2024-11-26  More fap material Blkseed4u <1,339 fans>   Sissy Captions 68    16   2024-11-26  Alyssa38b <1,909 fans>   SISSY TOONS - CAPTIONS - 2    12   2024-11-26  kparc1212 <4,768 fans>   SISSY TOONS - CAPTIONS - 1     12   2024-11-26  kparc1212 <4,768 fans>   Sissy GIFs    34   2024-11-26  Sissies that get my cock hard Blkseed4u <1,339 fans>   Me in my sissy look    3   2024-11-26  FacialLover97 <14 fans>   Assorted Sissy Captions    50   2024-11-26  Masshole64 <4,823 fans>   BBC Sissy Captions 38    50   2024-11-26  Bloodrise69 <4,737 fans>   BBC Sissy Captions 37    50   2024-11-26  Bloodrise69 <4,737 fans>   Sissy gym    15   2024-11-26  kaxege3402 <16 fans>   Perversions, Fetishes and Cum Slurping.    10   2024-11-26  puke puking gif, mom son fluffer gif, Japanese selfsuck gif, condom girl shares two boys, cum in hair gay sissy twink, cosplay for conjoined twins Abby and Brittany Hensel, Abby and Brittany selfcest: ponytail deep inside, sharing a dildo, condoms... drafterpics <585 fans>   Candi_Kneels Original Sissy Cuckold Crossdresser Caps 32    49   2024-11-26  Candy_Kneels <928 fans>   Sissy Mark    4   2024-11-26  Mark homme asiatique marié qui adore se faire xoxufier par son epouse et qui vient de decouvrir qu'il adore se travestir et s'imaginer a la place de sa femme et se faire baiser par des inconnus. Il veut devenir ma Sissy attitré. N'hésitez pas... Maitregrizzly <44 fans>   boy 668    24   2024-11-26  cdncrossdressnfemboynfutanarinladyboynmiscellaneousnnewhalfnshemalensissyntrapn 2046 1390 702 mu1mon <2,214 fans>   Sissy Captions 2    128   2024-11-26  CumSlutSasha <411 fans>   JERK-OFF GAY AND SISSY CAPTIONS 4 The Smoking Edition     19   2024-11-26  She knows all about you. smokinggirlsca <258 fans>   Sara Dream Sissy 5    10   2024-11-26  Why don't you cum and join me babe? Lets have fun! SaraDream <237 fans>   Dick Titten Fesselopfer Jasmin    160   2024-11-26  nExtremfesselhure zum brutalstem dauervergewaltigennTie me up, gag me, torture me and fuck me totally broken A little bondage present to you. Tie up and fuck me as hard as you can. You love to fuck my horny, hot, submissive bondage slave body. Bitte... Samantha_Fesse <781 fans>   Diana stupid sissy slut    17   2024-11-26  SissyDiana65 <497 fans>   Used Bimbo Sissy Slut Maid Marty     2   2024-11-25  SissySlutMarty <381 fans>   Webslut Magazine Covers featuring Sissy Misha    8   2024-11-25  These Covers / Captions were made by Sissy Sentra. Visit her erome profile for more Captions and Gifs: erome.com/SassySissyTales Sissylover1981 <1,415 fans>   BBC BABECOCK HYPNO GIFs [06]    50   2024-11-25  Fall deeper into your BBC addiction whiteboi... #(BNWO, BBC, QoS, Babecock, Hypno, Trance, PAWG, Sissy, Whiteboy, GIF, Big, Black, Cock, Faggot, Goon, Edge, Worship, Reparations, Blacked, Queen of Spades, Booty, Big Tits, Ass, White, Chav, Sluts, Bi,... BBCHeaven <456 fans>   Sissy Sluts Prom     4   2024-11-25  SissySlutMarty <381 fans>   Argentinian Sissy Whore    16   2024-11-25  Tammycrossd88 <17 fans>   french sissy Who lives in Vendee (France)    10   2024-11-25  Gooner44french <37 fans>   Sissy Feminization Captions    2   2024-11-25  Fembois who love wearing panties and purses Ginger_Snapp69 <248 fans>   Reluctant Sissy 082    16   2024-11-25  InsertHere99 <2,470 fans>   every sissy's dream. getting pregnant    11   2024-11-25  domen_ca <2,082 fans>   Rpaint sissy trap femboy gets Blacked 1    137   2024-11-25  DDP48 <859 fans>   sissy slaves 11    42   2024-11-25  subsissy58y <637 fans>   pawg Cocu cocufieuse train&eacute;e candauliste gros cul sissy C    8   2024-11-25  Colibrix <975 fans>   collection of sissy, femboys, trans. Part 10    11   2024-11-25  CiGn <263 fans>   boy 666    24   2024-11-25  cdncrossdressnfemboynfutanarinladyboynmiscellaneousnnewhalfnshemalensissyntrapn 2045 158 mu1mon <2,214 fans>   SissySinndyFaceApp1    998   2024-11-25  Daddiescock2 <716 fans>   Sissy keep expose in the public, hunger for humiliation    10   2024-11-24  slavekar <309 fans>   Sissy Slave     29   2024-11-24  This is my fat sissy slave Sasha Pig sissymaster202 <810 fans>   slutty submissive sissy gurl    33   2024-11-24  Just some pics of me, being my slutty sissy self. sissy24 <534 fans>   Sissyjuli    40   2024-11-24  Sissyjuli <1 fans>   Young sissy,trans and femboy gallery    55   2024-11-24  lero696 <1,233 fans>   TG/Sissy Captions #8    7   2024-11-24  Check out more on my DeviantArt~ Lexi221 <145 fans>   New Sissy Outfit / Pleated Skirt / Sissy Masturbation    16   2024-11-24  Denny_de <423 fans>   Darkside #1244    32   2024-11-24  The temptation when making your own captions is to appeal to a wide audience. I COULD put more humiliation, cuckold, chastity, BNWO, racist, sissy, beta,black breeding etc etc captions on and gain more followers. But essentially I do this for ME. Ever... nicholaus-Silv <5,891 fans>   Mature Sissy Trudy Beth    4   2024-11-24  In her own words - "I am a frilly sissy who loves humiliation and exposures." marvint1963 <3,789 fans>   JERK-OFF GAY AND SISSY CAPTIONS 3    16   2024-11-24  She knows all about you. smokinggirlsca <258 fans>   NOV Sissy GURLS PT 5    90   2024-11-24  NaughtyNikki99 <662 fans>   BBC Sissy AI Mix - 1    10   2024-11-24  movingmountain <64 fans>   Sissy Bimbo Slut Marty is so Horny     1   2024-11-24  SissySlutMarty <381 fans>   Tgirls/Sissy 6    32   2024-11-24  Collection of the hottest tgirl/sissy/femdom shit I found. None of the images or captions are mine. dallasbaiser1 <301 fans>   Sissy Captions featuring Sissy Brandy    2   2024-11-23  These Gifs were made by Sissy Sentra. Visit her erome profile for more Captions and Gifs: erome.com/SassySissyTales Sissylover1981 <1,415 fans>   Webslut Magazine Covers featuring Sissy Justemoifemboy    4   2024-11-23  These Covers / Captions were made by Sissy Sentra. Visit her erome profile for more Captions and Gifs: erome.com/SassySissyTales Sissylover1981 <1,415 fans>   Slutty Sissy    7   2024-11-23  SluttyLuca <4 fans>   Sissy - Loked, Shaved, Nyloned - No exception! (24)    100   2024-11-23  Torridor <1,898 fans>   Sissy Slut Doll Marty     6   2024-11-23  SissySlutMarty <381 fans>   Gaping my boypussy like a sissy slut!    12   2024-11-23  BigCockStud97 <119 fans>   Hot sissy trap jerks femboy's dick    1   2024-11-23  tcams8 <64 fans>   blonde sissy with a black stud    5   2024-11-23  ponycheeks <51 fans>   Sissy captions gifs that speak to me 74 - roomate    20   2024-11-23  Slinky_Gurl <2,796 fans>   Sissy captions that speak to me 73 - wives and gfs    20   2024-11-23  Slinky_Gurl <2,796 fans>   Kik Beta_sissy_boy_    12   2024-11-23  itworthashot <8 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics858.1    210   2024-11-23  395royc <5,633 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics858    24   2024-11-23  395royc <5,633 fans>   Sissy Julie Allison Lingerie: Black Teddy    17   2024-11-23  Sissy Julie Allison Lingerie: Black Sheer Lace Teddy JulieAllison <605 fans>   Sissy Schoolgirl and the Glory Hole    15   2024-11-23  Some people have an artistic edge to their photos and albums. I would like to tell a story, also. V1cky-C <101 fans>   Sissy play time    17   2024-11-23  88raymagini0 <758 fans>   Classy Ai Bimbo    45   2024-11-23  Ai generated Sissy Boi Xxg Sbxxg <591 fans>   Exposed n.344 Sissy Rachel/Sissy Booty Call    177   2024-11-23  ExposingAcadem <1,169 fans>   A sissy friend     7   2024-11-23  sub_guy1121 <288 fans> :: prev :: | 1 | ... | 35 | 36 | 37 | 38 | 39 | 40 | 41 | 42 | 43 | 44 | :: next ::