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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 Julie Allison Dress: White Mini Dress    14   2024-05-31  Sissy Julie Allison Dress: White Ruched Mini JulieAllison <606 fans>   Sissy Story: Alternative Bachelor Party    16   2024-05-31  AvaButtlover <469 fans>   Sexy Sissy Slut    137   2024-05-31  Serenitee <1,656 fans>   Wedding of sissys and trannys    21   2024-05-31  be forced by the woman or others to marry a man/her brother or other as a sissy GERBiBoy <939 fans>   crossdressing sissy femboy fake tits photo dump    13   2024-05-31  adatheslut <682 fans>   Sissy Feminization Captions 31    50   2024-05-31  Bloodrise69 <4,738 fans>   Sissy captions that speak to me 36 - blackmail 3    20   2024-05-30  Slinky_Gurl <2,799 fans>   Sissy ass    10   2024-05-30  ninacrossdress <892 fans>   Naughty sissy schoolgurl    22   2024-05-30  Naughty sissy schoolgurl dressed in provocative lingerie and spanking skirt under the uniform. Sissy Jane puts on her ring-gag and blindfold and plugs her tight sissy. Now she is ready for a sloppy deepthroat and hard ride on the 20 cm dildo. jan4o <1,298 fans>   Sissy Jane's ass - random pics    21   2024-05-30  My sissy ass in different posesndggystylenpantyhosenstockingsnhigh heelsnleather corsetnbuttpluggednasspussynbirdcagenchastity devicenslut jan4o <1,298 fans>   Sissy Bimbo in Leather and PVC    16   2024-05-30  Sissy Jane, dressed in leather corset, wetlook boots and gloves and tan stockings. Hooded, gagged and humiliated like a slut whore she is. jan4o <1,298 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 86    24   2024-05-30  I wish some strong man, woman or couple would take me to hand and leave me no alternative other than to submit to their will to become their feminized, little sissy fuck bitch! - - - If you harbor similar fantasies, I think you will thoroughly... Candy_Runt <4,599 fans>   Forcibly Feminized, Fucked and Humiliated Sissy Faggots 85    24   2024-05-30  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>   Sissy Caption Gif - sissykate92    34   2024-05-30  SissyKate92 <53 fans>   Sissy trance    1   2024-05-30  sissyslutpucke <532 fans>   Sissy Crossdressing Captions 110    36   2024-05-30  aliciat <10,346 fans>   Sissy Mary Neuman 4 (Amateur Tgirl)    138   2024-05-30  Found on Imagefap: maryneuman aliciat <10,346 fans>   Captions: Sissy, Cuckold, Ballbusting, Domination 34    31   2024-05-30  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 <1,654 fans>   Sissy caption gifs that speak to me 33    20   2024-05-30  Slinky_Gurl <2,799 fans>   Birmingham Sissy Liv: Collage her, Caption her, make her famous    24   2024-05-30  Sissylover1981 <1,420 fans>   UK Sissy Tiffany needs permanent Exposure - kik: exploringboiii     18   2024-05-30  Sissylover1981 <1,420 fans>   Lifelong Exposure for Sissy Diamond - kik: hiddendiamond1994x -    11   2024-05-30  Sissylover1981 <1,420 fans>   Sissyception    33   2024-05-30  Kaapouch <140 fans>   Sissy Dezi exposed by planetsissy-tv     21   2024-05-30  planetsissy-TV <414 fans>   Sissy anal - huge dildo, tiny cock    54   2024-05-30  MarsOG <303 fans>   Sissy Thoughts     24   2024-05-30  Jarritos <10,468 fans>   Suson Fetish 31    220   2024-05-30  suson sissy nappy diaper abdl fetish pee plastic plasticpanty panty submissive ageplay regression pvc leather latex rubber piss adultbaby ab smooth slippery satin maid sissysuson <270 fans>   Sissy captions that speak to me - 35    20   2024-05-30  Slinky_Gurl <2,799 fans>   MISTERS SISSY FAGGOT PRINCESS    7   2024-05-29  BEARBIEBITCH <185 fans>   ...you might be a little gay... (Sissy gifs) 2    24   2024-05-29  ciao69 <926 fans>   Sissy Gifs 2    720   2024-05-29  Chastesissyboi <1,979 fans>   Vintage Lingerie and Bullet Bras    18   2024-05-29  As a long-time sissy, I've always been fascinated with and aroused by vintage feminine under garments and lingerie. CDCuck <1,803 fans>   Sissy Captions 55    16   2024-05-29  Alyssa38b <1,909 fans>   Sissy/ gay/ fag    38   2024-05-29  Hereagain12 <903 fans>   Sissy Short Series 056    16   2024-05-29  InsertHere99 <2,474 fans>   cocklover1989 captioned by request Tiny clit sissy     5   2024-05-29  Tiny clit cocklover1989 on display enjoy this sissy. daddydave1 <1,464 fans>   sexy sissy    16   2024-05-29  boundinrubber2 <215 fans>   Sissy caption gifs that speak to me 32 - that moment    20   2024-05-29  Slinky_Gurl <2,799 fans>   pawg cocu bbw salope gros cul sissy crossdresser useless hubby    12   2024-05-29  Colibrix <976 fans>   Pussyfree whiteboi screensaver    3   2024-05-29  Daddy made me create this wallpaper and use it as my phone's permanent screensaver 😳 Now there's always a little thrill whenever I take it out in public or put it on the table... Th..thank you Daddy for keeping ur sissy femboi fag pussyfree and... sissydumbslut <2,648 fans>   Reprogram a sissy    14   2024-05-29  xdukenukemx <203 fans>   Best of Sissy Feminization Captions 21-30    50   2024-05-29  Bloodrise69 <4,738 fans>   Stiff Sissy jn white lingerie    15   2024-05-29  lickher <1,202 fans>   Sissified 1    1000   2024-05-28  Me dressed up as the sissy faggot slut I so fantasize of being. Ready to be used abused, raped and totally left broken, torn and gaping. WhatUNeed69 <970 fans>   Sissy club tributes    24   2024-05-28  Korol_litr <1,008 fans>   Sissy Ass    14   2024-05-28  trixiesissywho <479 fans>   Pink Sissy Doll    9   2024-05-28  trixiesissywho <479 fans>   Sissy Barbie Doll    15   2024-05-28  trixiesissywho <479 fans>   Sissy Jane in a gold corset and tan lingerie    15   2024-05-28  Sissy Jane in the toilet, hooded with a leather ponytail mask, wearing a ball-gag, ready to fill her mouth, a sissy collar, butt plug, bird cage, tan glossy pantyhose, bodystockings and lace gloves. jan4o <1,298 fans>   Sissy Maid Slut    10   2024-05-28  trixiesissywho <479 fans>   PA Grandpa John R (Sissy)    3   2024-05-28  Master4Mature <28 fans>   sissy march28 school girl sissy    71   2024-05-28  Sissy schoolgirl stockings upskirt dookieday <1,338 fans>   Reddit - Amateur Sissys    51   2024-05-28  Different sissies from Reddit. All real amateurs. Charmstheshell <245 fans>   Sissy Olga Slut Exposed by planetsissy-tv     11   2024-05-28  planetsissy-TV <414 fans>   Sissy Roxie S exposed by planetsissy-tv    28   2024-05-28  planetsissy-TV <414 fans>   some new pics of sissy in chastity (sub517)    5   2024-05-28  Dru93 <357 fans>   Sissy Vanessa - Back in Black I    7   2024-05-28  blanc76 <516 fans>   Maki - BBW Sissy TV CD    88   2024-05-28  HardPetard <68 fans>   Sissy Diana 4 THEFORBIDDENMAN pt 2    18   2024-05-28  SissyDiana65 <498 fans>   Sissy For BBC    3   2024-05-27  Jarritos <10,468 fans>   Sissy Experience    10   2024-05-27  Jarritos <10,468 fans>   Ai Sissy Inspirations - More Fantasies    161   2024-05-27  Lorena4u <639 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics831    24   2024-05-27  395royc <5,633 fans>   SISSY MAID    17   2024-05-27  RICHARDSISSY <261 fans>   Sissy locked in Cocksling and Asslock Butt Beads    24   2024-05-27  asslock plugs you with a "rope" of balls and locks onto your meat with our original COCKSLING. It's made from our brand new super-stretch tpr/silicone blend, PLUS SILICONE, which has a rubbery soft stretch like silicone but the strength of tpr.... lickher <1,202 fans>   Sissy self service    4   2024-05-27  Dressed up and jerkin it. gus_lorenz <7,222 fans>   From good ol' boy to sissybitch    16   2024-05-27  Once a southern good ol' boy into Nascar, guns and rebel flag until BBC got a hold of him and now Jaqui a black mans bitch,fully dressed,makeup and jewelry and meeting in hotel rooms for BBC only. Pigboy55_ <663 fans>   Jeff to Jenna Walters a secret sissy    12   2024-05-27  A petite guy in a sexless marriage and vanilla world but a wonton sissy slut behind closed doors that loves cock in her pussy and mouth Pigboy55_ <663 fans>   Sissy on snap    2   2024-05-27  poids <367 fans>   Candi_Kneels Original Sissy Cuckold Crossdresser Caps 26    11   2024-05-27  Candy_Kneels <929 fans>   Sissy and Feminization Captions 35: Feminized by Family 9    20   2024-05-27  Broken beta bois surrender to sissification so aggressive alpha male masters can cram their cavities with colossal cocks. ViennaSheraton <1,366 fans>   Sissy Boys    38   2024-05-26  jrputz <3,767 fans>   SISSY - GIF'S CAPTIONS - 56    16   2024-05-26  kparc1212 <4,769 fans>   Cumslut Sissy Caption 17    49   2024-05-26  Cumslut Sissy Caption Sissy_Scarlett <1,429 fans>   Edit108 - SISSY FOR BIG COCKS    27   2024-05-26  asjdhnasuidash <724 fans>   Sissy Comics 001    999   2024-05-26  iransissy <497 fans>   The French Maid 87    5   2024-05-26  My new Nannine Satin French Maid Sissy Dress Maid_Teri <702 fans>   The French Maid 84    36   2024-05-26  My new Satin French Maid Sissy Dress Maid_Teri <702 fans>   The French Maid 86    24   2024-05-26  My new Sissy Maid Goth Dress . It's made of black brocade with vibrant yellow taffeta ruffles and came with a matching a lovely brocade purse. It fastens at the back with a zip and includes a pair of D-ring locks. Maid_Teri <702 fans>   Sissy Slut    4   2024-05-26  Girlyliza <220 fans>   Sissy ObedientSPHsub exposed by planetsissy-tv     12   2024-05-26  planetsissy-TV <414 fans>   ...you might be a little gay... (Sissy gifs) 1    36   2024-05-26  ciao69 <926 fans>   It's not gay as long as.... (Sissy gifs)    80   2024-05-26  ciao69 <926 fans>   My Sissy Daniela submissive exposed by planetsissy-tv    16   2024-05-26  planetsissy-TV <414 fans>   Marissa makes Michael a girl    21   2024-05-26  sissy Greedo6853 <1,177 fans>   Sissy Dreams II    10   2024-05-26  For several nights I have had a recurring dream. I am a voluptuous girl, with large breasts, a well-formed tail and perfect legs. Dark, short hair down to the neck. I no longer have my little cock trapped down there, and instead, I have a shaved... domen_ca <2,083 fans>   Sissy Anne Dru Brown in a Swimsuit and Heels    21   2024-05-26  I bought a new swimsuit and heels so, of course, I had to take some pics. Now I just need to find somewhere to work on my tan txpeter422 <617 fans>   Dirklinda IV    151   2024-05-26  A stupid German becomes the Sissy Dirklinda FlutterX <55 fans>   Sissy Claire exposed by planetsissy-tv     8   2024-05-26  planetsissy-TV <414 fans>   Naked sissy    6   2024-05-26  Me in only a pair of cockrings knifty764 <619 fans>   Sissy Megan exposed by planetsissy-tv    21   2024-05-26  planetsissy-TV <414 fans>   Deuil de Lopette 4    25   2024-05-26  deuil enterement mourning veuve widow ceremonie lopette fiotte lose gif caption french pathetic femdom humiliated sissy slave domina cuckold domina cfnm cuckold mature gifs lopette mistress fiotte slave boy gifs fiotte gif gifs crossdress06 laure... crossdress06 <3,552 fans>   Sissy Brandi    34   2024-05-26  starrreev <1,060 fans>   Sissy bending over again, waiting for something    17   2024-05-26  lickher <1,202 fans>   Animated Sissy GIF Captions 5    10   2024-05-26  What are these silly sissies up to now? You never know what kind of trouble they'll find themselves in! Please let me know what you think. All comments welcome. shysteffie <323 fans>   sissy karine 55    10   2024-05-25  karinetrav <1,033 fans>   Sissy gurls.     25   2024-05-25  Crimso <2,096 fans>   SISSY CAPTIONS 102: GOING FULL E-GIRL!!    11   2024-05-25  hiii, lovelies~!! we've got a fun set this week: one based around streamers who, f-for some reason or another, h-have slipped down the scandalous trap of, w-well, becoming a trap online for views and clout!! c-can they avoid an inexorable decline into... FEMINYZE-CAPTI <5,070 fans>   sissy slaves tied up and used 13    102   2024-05-25  submasosissy64 <1,111 fans>   punished and humiliated sissy slaves 34    105   2024-05-25  submasosissy64 <1,111 fans>   Tight sissy in black, ready for doggy.    7   2024-05-25  New photos of myself, ready to be used and abused. wolfgangr <106 fans>   boy 508    16   2024-05-25  cdncrossdressnfemboynfutanarinladyboynnewhalfnshemalensissyntgirlntrap 960n mu1mon <2,215 fans>   Huge sissy cocks gifs    139   2024-05-25  Some amazing cocks and cumloads Pissforpleasur <1,404 fans>   sissy cuckold 24    165   2024-05-25  The pathetic feminized sissy cuckold and the women that use, abuse and control them sissycarla49 <2,389 fans>   Sissy Julie Allison Dress: Black Mini Dress    15   2024-05-25  Sissy Julie Allison Dress: Black Spaghetti Strap Mini Dress JulieAllison <606 fans>   Sissy BBC Dreams 2    12   2024-05-25  MrCurious05 <242 fans>   Dom to Sub Sissy, How much will you admit you've done ? PT4    100   2024-05-24  The best sex ever is sissy sex. I've tried many different things but nothing matches this intensity or satisfaction. Please comment if you have enjoyed these moments also. All sissys love reading the comments and knowing they felt the exact same... MeetMarilyn <3,403 fans>   Have You Graduated to Jilling Yet Sissy?    83   2024-05-24  cherrylipsbaby <12,008 fans>   Hot Sissy t-girl using a vibrator to fiddle with her cock    1   2024-05-24  tcams8 <64 fans>   Sissy 22    18   2024-05-24  Yet more pretty boys turned into pretty girls viktrig <470 fans>   Dreams of a sissy    15   2024-05-24  Dreams of a sissynAt night I have a recurring dream. I am a voluptuous girl, with large breasts, a well-formed tail and perfect legs. I no longer have my little cock down there, it was replaced by my shaved pussy. I'm in bed, in the shower, or in an... domen_ca <2,083 fans>   Mistress Sissy Caption 11    50   2024-05-24  Mistress Sissy Caption Sissy_Scarlett <1,429 fans>   Sexy sissy slut Amy     20   2024-05-24  IM1980 <341 fans>   sissy boi    6   2024-05-24  katorio0417 <839 fans>   May Sissy GURLS Pt5    100   2024-05-24  Any and all protagonists are to be considered of age in the principality of their current place of residence. Any interpretation the reader makes is theirs and theirs alone. NaughtyNikki99 <662 fans>   Futanari sissy queen     2   2024-05-24  Duket63 <129 fans>   Sissy schoolgirl2024    58   2024-05-24  Sissy schoolgirl March 2024 small clitty love being covered in cum dookieday <1,338 fans>   Sissy Slut Lexi    18   2024-05-23  alexleroux38 <1 fans>   Sissy BBC Dreams 1    11   2024-05-23  MrCurious05 <242 fans>   No, Sissy Tiny Gurls don’t Jerk, they Rub!    68   2024-05-23  cherrylipsbaby <12,008 fans>   my sissy life    3   2024-05-23  katorio0417 <839 fans>   Sissy Vanessa - white in and out    16   2024-05-23  blanc76 <516 fans>   The Reality of being a Sissy: Drink piss or be pissed on    97   2024-05-23  davinaglasgowt <2,353 fans>   Rus sissy faggot 23    56   2024-05-23  Gimnast <1,545 fans>   Me when Sissying, Crossdressing 06    27   2024-05-23  southeast asian Queen 13th Century masniaraslann <92 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics830.1    200   2024-05-23  395royc <5,633 fans>   Sissy Dezy Flowers exposed by planetsissy-TV Part : 02    70   2024-05-23  planetsissy-TV <414 fans>   Beta boyz, Shemale toyz BBC and Sissy caps and pics830    24   2024-05-23  395royc <5,633 fans>   Jasmine knows what its about    23   2024-05-23  Under Josh suit and tie in the office no one knows the QOS tattoo on his faggot ass and above his clit, on the weekend belongs to Jerome as his sissybitch, fucking and sucking what he loves the best, BBC and Cum. Pigboy55_ <663 fans>   Photoshoot of Sissy Marcia for planetsissy-tv Part : 02    27   2024-05-23  You can contact directly kik : Marciabelgianxd planetsissy-TV <414 fans>   First photoshoot of Sissy Marcia for planetsissy-tv    42   2024-05-23  You can contact directly kik : Marciabelgianxd planetsissy-TV <414 fans>   Debuts of Sissy Emily    9   2024-05-23  Cole_snow13 <206 fans>   Sissy slut     9   2024-05-23  Sissynicole291 <0 fans>   Cartoonized Sissy Bride    24   2024-05-23  Another example of my (¿un?)healthy obsession with being a bride. This time in cartoon form. I have left some of the remains of the big eyes in the form of exaggerated makeup. I'm not completely convinced with the result but I like the thick lines... sissystraight6 <2,539 fans>   Sexy Sissy Leah    21   2024-05-22  Leah_Black <4,693 fans>   femdom sissy chastity     50   2024-05-22  kmar2 <288 fans>   femdom sissy chastity captions    50   2024-05-22  kmar2 <288 fans>   Captions: Sissy, Cuckold, Ballbusting, Domination 33    26   2024-05-22  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 <1,654 fans>   CHOICE GAME 348: PORN STARS AMATEURS SISSY BI TEEN MILF    100   2024-05-22  hotnhard_29 <7,101 fans>   Sissy gif captions 060    16   2024-05-22  InsertHere99 <2,474 fans>   Stroke Buddy and Sissy Odds and Ends    12   2024-05-22  jeebiskebowski <423 fans>   Women take control 02: Sissy POV    50   2024-05-22  Strong women find it easy to control and dominate any sissy-beta male. Sissy betas are addicted to wearing women's lingerie and clothes and they feel intimidated by women, resulting in their inability to satisfy them sexually. Sissy betas will... LongstockingsM <850 fans>   Cumslut Sissy Caption 16    50   2024-05-22  Cum-slut Sissy Caption Sissy_Scarlett <1,429 fans>   Isabelle's Sissy Asspussy!!!    10   2024-05-22  sissyhoon <2,269 fans>   Isabelle's Sissy Asspussy!!!    10   2024-05-22  sissyhoon <2,269 fans>   My slut Daniela exposed by planetsissy-tv     15   2024-05-22  planetsissy-TV <414 fans>   Art that Illustrates my Sissy Experiences    24   2024-05-22  Sissy-Whore-Ni <2,689 fans>   Sissy Asian    7   2024-05-22  DZ1990 <17 fans>   Mothers Who Keep You in Diapers 07 (Good Boy, Sissy, ABDL)    12   2024-05-22  My latest eBook: (amazon.com/dp/B0D42DN3G2) My site: (akumi-alice.com) Akumi-Alice <3,291 fans>   Missykoks sissy pad     13   2024-05-21  missykoks43 <224 fans> :: prev :: | 1 | ... | 59 | 60 | 61 | 62 | 63 | 64 | 65 | 66 | 67 | 68 | :: next ::