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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    Sissy/TS Ass 90    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 89    47   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 88    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 87    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 86    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 85    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 84    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 83    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 82    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 81    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 80    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 79    47   2024-09-25  moistmango <2,912 fans>   Two hot sissy trap jerking their small dick together    1   2024-09-25  tcams8 <64 fans>   Sissy/TS Ass 78    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 77    48   2024-09-25  moistmango <2,912 fans>   Sissy/TS Ass 76    48   2024-09-25  moistmango <2,912 fans>   Sissy Captions...Am I Gay?    40   2024-09-25  Sissy Captions Sissy_Scarlett <1,428 fans>   Sissy Story: Taking off the edge    29   2024-09-25  AvaButtlover <469 fans>   Sissy captions gifs that speak to me - 61    20   2024-09-25  Slinky_Gurl <2,797 fans>   Sissy captions gifs that speak to me - 60 bossy wives    20   2024-09-25  Slinky_Gurl <2,797 fans>   Sissy Aline -Spanking    4   2024-09-25  geilerfriese <42 fans>   Babecock - vol 97    5   2024-09-25  OC, Original content, babecock pics by me, I just love making and watching stuff featured here...some keywords: babecock, celeb, celebrity, balls, ball sack, bisex, bisexual, big cock, nice cock, huge cock, gay, faggot, submissive, sissy, alpha, cum,... SMelmoth <473 fans>   Sissy Feminization Captions 55    50   2024-09-25  Bloodrise69 <4,738 fans>   Sissy Gifs of Me (dressmeuptoplay)    16   2024-09-25  Just some gifs of ME that I thought you might enjoy. dressmeuptopla <295 fans>   Chubby sissy hard dick    3   2024-09-25  ninacrossdress <891 fans>   Forcibly Feminized then Sexually Humiliated Sissy Captions 109    24   2024-09-25  READ. MY FULL LENGTH E-BOOKS DETAILING A STRAIGHT WIMP BEING FORCIBLY FEMINIZED AND HUMILIATED AS A SISSY FUCK TOY BY HIS EX-WIFE, SCHOOL BULLY, BOSS OR DOMINANT LANDLORD! www.lulu.com/spotlight/candy_runt Candy_Runt <4,599 fans>   Captions-02-11-2012 -- All Sissy    75   2024-09-24  This was Uploaded by sadsam Silverhaired_O <3,510 fans>   Sissy BBC Captions 57    44   2024-09-24  moistmango <2,912 fans>   Sexy Sissy Ass - Pink Stockings    33   2024-09-24  My Tight Sissy Butt...to make your Cock hard.:-) IvorStiffCok <352 fans>   Sissy BBC Captions 56    48   2024-09-24  moistmango <2,912 fans>   Sissy BBC Captions 55    46   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 14    48   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 13    47   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 12    48   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 11    48   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 10    47   2024-09-24  moistmango <2,912 fans>   Mature Sissy/CD/TS 9    48   2024-09-24  moistmango <2,912 fans>   Sissy/TS Play 2    48   2024-09-24  moistmango <2,912 fans>   sissy's holiday    11   2024-09-24  Sissyfun4you <0 fans>   Babecock - vol 96    5   2024-09-24  OC, Original content, babecock pics by me, I just love making and watching stuff featured here...some keywords: babecock, celeb, celebrity, balls, ball sack, bisex, bisexual, big cock, nice cock, huge cock, gay, faggot, submissive, sissy, alpha, cum,... SMelmoth <473 fans>   Sissy Babecock Captions    5   2024-09-24  Socalsissyboi <281 fans>   pawg Cocu cocufieuse train&eacute;e candauliste gros cul sissy C    1   2024-09-24  Colibrix <975 fans>   Cucksitting a Panty Wetting Sissy    7   2024-09-24  interrosam <116 fans>   Sissy Candie Sparkle (Tgirl/CD)    126   2024-09-24  aliciat <10,343 fans>   Sissy Feminization Captions 54    50   2024-09-24  Bloodrise69 <4,738 fans>   Locktober 2024    13   2024-09-23  Kalender und tägliche Fotos im Sissymonat 2024! FUTT <45 fans>   Sissy sar    5   2024-09-23  Sissy loser Sara Sissy_losers <11 fans>   More sissy fag gifs    91   2024-09-23  Misssissyconge <790 fans>   Once a Sissy, always a Sissy!! -Captions-    31   2024-09-23  Sissylover1981 <1,416 fans>   Sissy Sisters love getting exposed and used together (1)    26   2024-09-23  Sissylover1981 <1,416 fans>   Sissy Selfies    12   2024-09-23  sissymaster202 <811 fans>   New maid uniform of sissy in chastity    6   2024-09-23  Dru93 <357 fans>   Sissy Pansy    3   2024-09-23  Femminuccia <155 fans>   bimbo sissy faceswap    1   2024-09-23  NuriaBunny <429 fans>   Cuck Captions 291    50   2024-09-23  My darling sissy husband bought me a new toy, which sucks my clit and vibrates my G-spot; I don't think I've cum so much in my whole life! If you love your partner guys, buy her one and ladies, if he doesn't, buy yourself one - you won't regret it!... Exquisitepassi <1,385 fans>   SissyAryon_07    3   2024-09-23  Take and dominate me SissyAryon <37 fans>   Small Cock Sissy    10   2024-09-23  Let’s Play Together rock345 <2,586 fans>   "REBOP" My little sissy outfit     10   2024-09-23  88raymagini0 <758 fans>   Assorted Sluts 31    47   2024-09-23  Photo dump of assorted sluts. Tasty teens, big titty fuck meat, and limp clit sissy sluts. Rate and comment your favorites. TinyDickCreepe <481 fans>   Five Star Sluts (AS 21-25)    72   2024-09-23  Five star sluts from my assorted sluts galleries. Tasty teens, Sissy sluts, and big titty fuck meat ready to be used for our enjoyment. Comment and rate your favorites. TinyDickCreepe <481 fans>   Sissy Son Captions 1    5   2024-09-23  Socalsissyboi <281 fans>   Sept Sissy GURLS PT 2    75   2024-09-23  NaughtyNikki99 <662 fans>   Sissy Feminization Captions 53    50   2024-09-23  Bloodrise69 <4,738 fans>   Gift Sissy Bimbo Sisterhood part 2    13   2024-09-23  SisterJessica <164 fans>   Sissy and Sluts Pink Hair    52   2024-09-23  sissymaster202 <811 fans>   Sissy faggot Roberta giving blowjob     1   2024-09-22  Me being the sissy faggot slut I am giving a blowjob would love to hear any comments. sissy_roberta <95 fans>   Sissy Feminization Captions 52    50   2024-09-22  Bloodrise69 <4,738 fans>   SISSIED Gif Captions 9 - Sissy Captions    50   2024-09-22  dgraymcl <1,353 fans>   Assorted AI Captions 13 [Sissy, Chastity, Femdom]    11   2024-09-22  SashaSoreCapti <2,838 fans>   Filthy Old Perverts make beta Wimps their Fag Bitches captions 7    24   2024-09-22  ENJOY FORCED FEMINIZATION AND SISSY HUMILIATION THEMES? Then check out my full-length stories at www.lulu.com/spotlight/candy_runt Candy_Runt <4,599 fans>   My Sissy Story Part 12    6   2024-09-22  moat2489 <96 fans>   Sissy Blis    50   2024-09-22  SmallTownCD <63 fans>   Sissy Pantyhose Caption 8    40   2024-09-22  Sissy Pantyhose Caption Sissy_Scarlett <1,428 fans>   Sissy Chastity (help me expose this sissy)     10   2024-09-22  Natd169 <23 fans>   Sissy Jaqueline    11   2024-09-22  Sissy_losers <11 fans>   SISSY - School Gurl's - GIF'S CAPTIONS - 60    16   2024-09-22  kparc1212 <4,768 fans>   Sissy Inspiration 3    19   2024-09-22  Sissy4BlackStu <455 fans>   Mincing sissy playing again     70   2024-09-22  Misssissyconge <790 fans>   Babecock - vol 95    4   2024-09-22  OC, Original content, babecock pics by me, I just love making and watching stuff featured here...some keywords: babecock, celeb, celebrity, balls, ball sack, bisex, bisexual, big cock, nice cock, huge cock, gay, faggot, submissive, sissy, alpha, cum,... SMelmoth <473 fans>   Sissydreams!by melasissy&hellip;    18   2024-09-22  melasissy <1,609 fans>   SISSY SLAVE    10   2024-09-22  trixiesissywho <479 fans>   Exposed n.331 Sissy Olivia    125   2024-09-22  ExposingAcadem <1,169 fans>   Slideshow-xxx1    153   2024-09-22  Slideshow for BBC QOS femdom of sissy, boi, and beta sissy cuck losers in need of humiliation and black cock ass-pussy stretchings. SuziesCue <142 fans>   Partage des photos de Laure Crossdress06 en cam    20   2024-09-22  gif gifs caption sissi sissy mistress french sissy femdom cd ts travesti crossdress crossdressing mistress madame humiliated humiliation dressage training rules feminised feminized feminisation loser cuckold focus pathetic crossdress06 laure loser... crossdress06 <3,548 fans>   Nude Sissy Bitch Boi    22   2024-09-22  sandracduk <683 fans>   Animated Sissy GIF Captions 13 (Love Letters)    16   2024-09-22  The desperate lives of love struck sissy girls trying to find that special someone...I have plans for at least 2 more of these. I'll add them to the folder when they're done so if you like these, please stop by again. shysteffie <322 fans>   Sissy Caps    12   2024-09-21  browncherrygur <526 fans>   Sissy Jenny    3   2024-09-21  Sissy loser Jenny Sissy_losers <11 fans>   SissyAryon_06    5   2024-09-21  Going deeper SissyAryon <37 fans>   Sissy Captions 30    40   2024-09-21  Sissy Captions 30 Sissy_Scarlett <1,428 fans>   Kimberleycox Kimnylons Trans CD TV Superstar    7   2024-09-21  Sissy Trans CD TV Internet Famous Kimnylons <1,114 fans>   Sissy loser    7   2024-09-21  Chaste sissy loser Sissy_losers <11 fans>   My Sissy Story Part 12    6   2024-09-21  moat2489 <96 fans>   Fat ugly sissy faggot. I am a pathetic loser     16   2024-09-21  CuckoldFaggotJ <236 fans>   Sissy faggot exposed as dicless bitch    2   2024-09-21  Pathetic loser with its dick tucked between its legs. Looks like a pussy. Humiliated fag exposed as the fairy i am. CuckoldFaggotJ <236 fans>   Sissy faggot in bra and panties     3   2024-09-21  Perverted sissy faggot wearing women's underwear. Humiliated cuckold wearing a pink bra. Exposed for the fairy i am. I'm fat and ugly with a small dick. No woman would ever want to fuck me, and definitely not my wife. CuckoldFaggotJ <236 fans>   Horny Fat Gay Sissy    23   2024-09-21  FatPaul <720 fans>   Women take control 09: Sissy POV 2    24   2024-09-21  Cuckolded Sissy bois love to serve their Goddess Wives even though it can be emotionally painful at times. Sometimes though sissy bois love the humiliation that comes with being a slave to their Goddess wife LongstockingsM <850 fans>   Edit121 - TURNED INTO A COCK SUCKING SISSY    22   2024-09-21  asjdhnasuidash <724 fans>   Edit120 - HORNY SISSY PUNISHMENT    16   2024-09-21  asjdhnasuidash <724 fans>   Edit119 - SISSY DUTY    25   2024-09-21  asjdhnasuidash <724 fans>   Small Dick Sissy(Limp Clitty Nylons)    1   2024-09-21  Doesn't Really Get Hard Anymore but it's Still Fun to Play With Ginger_Snapp69 <248 fans>   SISSY CAPTIONS 108: FANTASY FEMINIZATION    10   2024-09-21  this week's set is another swords and sorcery one, hehe~! enjoyyy~! FEMINYZE-CAPTI <5,070 fans>   Sissy Julie Allison Costume: Schoolgirl 3    28   2024-09-21  Sissy Julie Allison Costume: School Girl JulieAllison <605 fans>   Sissy jayden    8   2024-09-21  Sissyjayden94 <4 fans>   Sissy Slut matilda    8   2024-09-21  Your_dark_Owne <27 fans>   Sissy slave serving my Master    7   2024-09-21  My Master visited me, I left the door open and waited for him on my knees with blinding mask and my hands ties behind my back. jasmijnzwolle <335 fans>   Looking for obedient submissive sissy or slave     5   2024-09-21  supremegoddess <199 fans>   Cuckold - Sissy - Femdom (September 2024)    153   2024-09-20  kinklover_uk <41 fans>   Sissy Feminization Captions 51    50   2024-09-20  Bloodrise69 <4,738 fans>   Sissy Ass    5   2024-09-20  DruidBear <19 fans>   Flat cage sissy    3   2024-09-20  Girlyliza <220 fans>   Filthy Old Perverts make beta Wimps into Fag Bitches captions 6    24   2024-09-20  Forced feminization captions reflecting my love of sissy humiliation at the hands of powerful black men, dominant women or creepy old perverts. All of which are given center stage in my three beta bitch domination e-books, available exclusively from... Candy_Runt <4,599 fans>   Forcibly Feminized then Sexually Humiliated Sissy Captions 107    24   2024-09-20  Three new stories involving a submissive, though straight, white guy who lets others bully or blackmail him onto serving as their sissy sex slave, leading to all manner of deeply depraved and humiliating escapades! You can find them, alongside my other... Candy_Runt <4,599 fans>   CHOICE GAME YOU PICK 359: PORNSTARS AMATEURS BI SISSY STR8    100   2024-09-20  hotnhard_29 <7,101 fans>   Chastity dildo diaper sissy    4   2024-09-20  hansen23 <126 fans>   Diapers Discipline for Sissy Boys 59 (Femdom, ABDL, Punishment)    16   2024-09-20  My latest book! (amazon.com/dp/B0DH2LGZ2P) || My site (akumi-alice.com) Akumi-Alice <3,291 fans>   Captions Sissy, Cuckold, Ballbusting, Domination 47    30   2024-09-20  Some of these I made, some of them I got from you guys, some of them I saw on-line and wanted to change something. I hope you enjoy them; they are in this file it is because I did! redbird2991 <1,653 fans>   Rus sissy faggot 29    45   2024-09-20  Gimnast <1,545 fans>   My Twisted Sissy Fantasies 80    20   2024-09-20  Enjoy my 80th 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. CuriousClosetS <1,982 fans>   SissyAryon_05    5   2024-09-19  SissyAryon <37 fans>   Cuckold Sissy Captions 6    39   2024-09-19  Cuckold Sissy Captions Sissy_Scarlett <1,428 fans>   Blonde sissy trap jerks her cock while toying it    1   2024-09-19  tcams8 <64 fans>   From Friend Zone to Sissy Fetish Fuck Slut - FemDom Captions 5    24   2024-09-19  Why did the hate me so much? What had I ever done to her to make me get dressed and madeup to look like a total whore, before forcing me to dance, real intimately, with all those horrible men at that disgusting club! And how could she just look on... Candy_Runt <4,599 fans>   Forcibly Feminized and Sexually Humiliated Sissy Captions 106    24   2024-09-19  ENJOY FORCED FEMINIZATION AND SISSY HUMILIATION THEMES? Then check out my full-length e-books at www.lulu.com/spotlight/candy_runt Candy_Runt <4,599 fans>   Sissy captions 5    31   2024-09-19  Fieryburritos <194 fans>   Sissy captions 3    25   2024-09-19  More captions for gurls and sluts that want cock Castler89 <1,389 fans>   Best of Sissy Feminization Captions 41-50    50   2024-09-19  Bloodrise69 <4,738 fans>   sissy ai generated (my sissy fantasy)     57   2024-09-19  you can finde more picture here germancrossdre <1,655 fans>   Sissy captions that speak to me 65 - more training    20   2024-09-19  Slinky_Gurl <2,797 fans>   Babecock - vol 94    5   2024-09-18  OC, Original content, babecock pics by me, I just love making and watching stuff featured here...some keywords: babecock, celeb, celebrity, balls, ball sack, bisex, bisexual, big cock, nice cock, huge cock, gay, faggot, submissive, sissy, alpha, cum,... SMelmoth <473 fans>   Sissy Vintage AI    18   2024-09-18  Florazul <911 fans>   ABDL SISSY BABYGIRL NURSERY    9   2024-09-18  ABDLSISSYBABYG <74 fans>   Crossdresser and Sissy Pegging 6    20   2024-09-18  Not on forbidden list at time of posting, if i am wrong let me know and I will remove. KarinaClarkeTV <821 fans>   Sissy Feminization Captions 50    50   2024-09-18  Bloodrise69 <4,738 fans>   My Sissy Story Part 11    8   2024-09-18  moat2489 <96 fans>   Even More Femdom and Sissy Strapon Stuff    99   2024-09-18  Femdom sissy strapon pegging, CBT, spitroast, cock milking images. Mike32174 <533 fans>   Random Sissy Pics 8    20   2024-09-18  EmmaCox <159 fans>   Sissy captions 2    25   2024-09-18  Captions for gurls and those that want to be Castler89 <1,389 fans>   Diapers Discipline for Girls 30 (Sissy, ABDL, Humiliation)    12   2024-09-18  Buy my new book! (amazon.com/dp/B0DH2LGZ2P) || My site (akumi-alice.com) Akumi-Alice2 <1,527 fans>   Sissy Feminization Captions 49    50   2024-09-18  Bloodrise69 <4,738 fans>   Gooning Sissy Safe Beta Loser    2   2024-09-18  sophiasissy69 <10 fans>   Sissy Maid    20   2024-09-18  Kody_Box_Boy <62 fans>   My Sissy Story Part 10    9   2024-09-17  moat2489 <96 fans>   Sissy Jessica (GayBJustin)    25   2024-09-17  Sissy2Jessica2 <8 fans>   Sissy faggot humiliated in chastity. Ruin this panty freak    13   2024-09-17  My small dick can't get anyone off so it stays locked away where I can't play with it. Why would my wife fuck my 3 3/4 inch joke of a dick when she has Matt's fat 8 incher CuckoldFaggotJ <236 fans>   SissyAryon_04    3   2024-09-17  Sissy needs to be taken SissyAryon <37 fans>   Sissy Feminization Captions 48    50   2024-09-17  Bloodrise69 <4,738 fans>   Forcibly Feminized and Sexually Humiliated Sissy Captions 105    24   2024-09-17  Like many sissies, I love the idea of being forced into panties before being sexually humiliated, ideally in front of people who know me. If you like this theme too, then please check out my forced feminization and sissy humiliation e-books.... Candy_Runt <4,599 fans>   Cumslut Sissy Caption 28    40   2024-09-17  Cum-Slut Sissy Caption Sissy_Scarlett <1,428 fans> :: prev :: | 1 | ... | 44 | 45 | 46 | 47 | 48 | 49 | 50 | 51 | 52 | 53 | :: next ::