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     Gallery Name 
     Images 
     Quality   Added 
      Brainwashing Myself - Sissy Lifestyle Appreciation  
     60 
    High Quality
     2023-12-06 
    Free porn pics of Brainwashing Myself - Sissy Lifestyle Appreciation 1 of  picsFree porn pics of Brainwashing Myself - Sissy Lifestyle Appreciation 2 of  picsFree porn pics of Brainwashing Myself - Sissy Lifestyle Appreciation 3 of  picsFree porn pics of Brainwashing Myself - Sissy Lifestyle Appreciation 4 of  pics
    I embrace, glorify and appreciate the Sissy Lifestyle! My Life Aim is pictured in the first of all this wonderful images: on all fours, barely clothed cleaning for my Daddy while being always ready for him to drain his balls or bladder just to make him...
    wurster
    wurster's profile
    <1,577 fans>
      SISSY CAPTIONS 86: INCEST!  
     10 
    High Quality
     2023-10-21 
    Free porn pics of SISSY CAPTIONS 86: INCEST! 1 of  picsFree porn pics of SISSY CAPTIONS 86: INCEST! 2 of  pics
    been a while since i last touched on this fetish~!! this set is allll about the little bitchbois who just can't stop losing to their brothers (or sisters, or mothers, or fathers--) and now have to spend the rest of their pathetic lil lives as slutty...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      How my Mistress trained me to be a Sissy Whore  
     24 
    High Quality
     2023-10-18 
    Free porn pics of How my Mistress trained me to be a Sissy Whore 1 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 2 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 3 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 4 of  pics
    I was married to Stacey for several years. I always imposed my will on her and made her do what I wanted in all aspects of life. But this was going to change dramatically when I asked her to play a femdom for me... (you can see the original images in...
    sissystraight6
    sissystraight691982's profile
    <2,028 fans>
      TG Captions 73  
     4 
    Low Quality
     2023-10-14 
    Free porn pics of TG Captions 73 1 of  picsFree porn pics of TG Captions 73 2 of  pics
    Forever would be wonderful, Right now I would just be happy if it could be for a day.ncomments welcome, Katie.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>
      YourTransgenderFantasyIsn 't SickEnough6  
     15 
    High Quality
     2023-10-09 
    Free porn pics of YourTransgenderFantasyIsn 't SickEnough6 1 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 2 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 3 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 4 of  pics
    It's going to be a while, before I can make more stories. I need a new generation of AI's to give me different images, so I don't just rehash the same stories. I'll be a while, before my next gallery.
    BigBottom
    BigBottom's profile
    <62 fans>
      SISSY CAPTIONS 84: HELPLESS SISSY PETS  
     8 
    High Quality
     2023-09-23 
    Free porn pics of SISSY CAPTIONS 84: HELPLESS SISSY PETS 1 of  picsFree porn pics of SISSY CAPTIONS 84: HELPLESS SISSY PETS 2 of  pics
    o-okay, so, yes, a helpless little fucktoy for real men IS th-the, aheh, gold standard for sissies... but these little pets are EXTRA helpless n pathetic n slutty, because they really just can't help themselves!! whether it's hypnosis, o-or a chastity...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      SISSY CAPTIONS 83: YOUR WOMAN'S LITTLE HELPER  
     8 
    High Quality
     2023-09-17 
    Free porn pics of SISSY CAPTIONS 83: YOUR WOMAN'S LITTLE HELPER 1 of  picsFree porn pics of SISSY CAPTIONS 83: YOUR WOMAN'S LITTLE HELPER 2 of  pics
    cuckolds e-everywhere beware!! your girl's REAL man might not just be after HER pussy... he could very well want to turn your ass into yet another pussy for him, too!! a-and wouldn't that just be awful...?
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      SISSY CAPTIONS 81: REVERSE CUCKOLD II  
     10 
    High Quality
     2023-08-26 
    Free porn pics of SISSY CAPTIONS 81: REVERSE CUCKOLD II 1 of  picsFree porn pics of SISSY CAPTIONS 81: REVERSE CUCKOLD II 2 of  pics
    i-it's not just girlfriends and wives who cheat!! sometimes, a-a bull is p-perfectly happy after to go after the boi i-in the relationship, r-reducing him down t-to a cock-hungry little slut... while his girl r-remains blissfully unaware that she's...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      TG Captions 62  
     4 
    Low Quality
     2023-08-23 
    Free porn pics of TG Captions 62 1 of  picsFree porn pics of TG Captions 62 2 of  pics
    I just really, really really hope you enjoy.nComments are always encouraged. nThanks Katie.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>
      TG Captions 59  
     4 
    Low Quality
     2023-08-11 
    Free porn pics of TG Captions 59 1 of  picsFree porn pics of TG Captions 59 2 of  pics
    Just enjoy and wish it was you. :) nFeel free to comment, nKatie.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>
      TG Captions 58  
     4 
    Low Quality
     2023-08-07 
    Free porn pics of TG Captions 58 1 of  picsFree porn pics of TG Captions 58 2 of  pics
    Just another installment of PINK PILL popping fantasy. EnjoynComments always welcomed. nKatie.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>
      MLG / Sissy captions 64 - Petplay   
     15 
    High Definition
     2023-08-07 
    Free porn pics of MLG / Sissy captions 64 - Petplay  1 of  picsFree porn pics of MLG / Sissy captions 64 - Petplay  2 of  picsFree porn pics of MLG / Sissy captions 64 - Petplay  3 of  picsFree porn pics of MLG / Sissy captions 64 - Petplay  4 of  pics
    Turns out I had a bunch of petplay adjacent images just waiting for someone to make a request. Hopefully there's something for everyone beyond puppies and kitties. Cap 13 is supercursed and I'm scared about where it came from. Cap 15 is a mild...
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      MLG / Sissy captions 62 - Adult Baby Cucks VI   
     15 
    High Definition
     2023-08-07 
    Free porn pics of  MLG / Sissy captions 62 - Adult Baby Cucks VI  1 of  picsFree porn pics of  MLG / Sissy captions 62 - Adult Baby Cucks VI  2 of  picsFree porn pics of  MLG / Sissy captions 62 - Adult Baby Cucks VI  3 of  picsFree porn pics of  MLG / Sissy captions 62 - Adult Baby Cucks VI  4 of  pics
    Finally the backlog is cleared, and somehow this gallery ended up being almost entirely pink. Weird. I wasn't wearing pink while writing them at any point, it just worked out that way. Cap 13 is slightly cursed, cap 15 is a short confessional to round...
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      my first sissy captions   
     10 
    Medium Quality
     2023-07-29 
    Free porn pics of my first sissy captions  1 of  pics
    these are just images i found on this web site. I found each one very arousing and they made me daydream of being in the picture and what may have happened to put me there and I thought this would be a fun way to share
    danislutcd
    danislutcd's profile
    <1,124 fans>
      Bikini Beach - You've Just Won a Free Trip!  
     16 
    High Definition
     2023-07-26 
    Free porn pics of Bikini Beach - You've Just Won a Free Trip! 1 of  picsFree porn pics of Bikini Beach - You've Just Won a Free Trip! 2 of  picsFree porn pics of Bikini Beach - You've Just Won a Free Trip! 3 of  picsFree porn pics of Bikini Beach - You've Just Won a Free Trip! 4 of  pics
    Bikini Beach is an island resort that uses Swap Clinic technology to randomly switch visitors into different bodies for a vacation away, even from themselves. body swap, body shift, transform, transformation, mind swap, mind shift, male to female, mtf,...
    rickbennett
    rickbennett's profile
    <1,567 fans>
      TG Captions 57  
     4 
    Low Quality
     2023-07-21 
    Free porn pics of TG Captions 57 1 of  picsFree porn pics of TG Captions 57 2 of  picsFree porn pics of TG Captions 57 3 of  picsFree porn pics of TG Captions 57 4 of  pics
    i just wish this could be real. comments welcome.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>
      Kitchen Naughtiness  
     24 
    High Quality
     2023-07-13 
    Free porn pics of Kitchen Naughtiness 1 of  picsFree porn pics of Kitchen Naughtiness 2 of  pics
    Mistress left Gabrielle to prepare cakes for a meeting she's having when she gets back from work. But it seems that a guest got the "wrong" time and arrived too early... or maybe just on time! (you can see the original pictures in Custombike76's...
    sissystraight6
    sissystraight691982's profile
    <2,028 fans>
      SISSY CAPTIONS 77: SWORDS AND SORCERY (HENTAI) III  
     10 
    High Quality
     2023-07-08 
    Free porn pics of SISSY CAPTIONS 77: SWORDS AND SORCERY (HENTAI) III 1 of  picsFree porn pics of SISSY CAPTIONS 77: SWORDS AND SORCERY (HENTAI) III 2 of  pics
    hihi~! we're going back to swords and sorcery this week, with a bunch of little sissy elves and beastkin and human loooosers who are just way too easy to subdue and sissify!! this week's theme was commissioned by a lovely anon over on twitter, so many...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      Just a few things about me  
     14 
    Low Quality
     2023-06-25 
    Free porn pics of Just a few things about me 1 of  picsFree porn pics of Just a few things about me 2 of  picsFree porn pics of Just a few things about me 3 of  picsFree porn pics of Just a few things about me 4 of  pics
    LilSissyHannah
    LilSissyHannah's profile
    <849 fans>
      SISSY CAPTIONS 76: SISSYDOM  
     10 
    High Quality
     2023-06-25 
    Free porn pics of SISSY CAPTIONS 76: SISSYDOM 1 of  picsFree porn pics of SISSY CAPTIONS 76: SISSYDOM 2 of  pics
    b-being a sub to a big, strong dom is humiliating enough on its own... but w-wouldn't you feel soooo much more pathetic if you were conquered, a-and sissified, a-and emasculated and bullied and mind-broken, b-by another sissy? gosh... it would be soooo...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,334 fans>
      Ivana on Imagefap  
     32 
    High Quality
     2023-06-09 
    Free porn pics of Ivana on Imagefap 1 of  picsFree porn pics of Ivana on Imagefap 2 of  picsFree porn pics of Ivana on Imagefap 3 of  picsFree porn pics of Ivana on Imagefap 4 of  pics
    Just helping another sissy whore out with some exposure pics.
    MrMan_JM
    MrMan_JM's profile
    <382 fans>
      Whoring yourself out: #3 (cd/tv captions)  
     3 
    High Quality
     2023-06-01 
    Free porn pics of Whoring yourself out: #3 (cd/tv captions) 1 of  picsFree porn pics of Whoring yourself out: #3 (cd/tv captions) 2 of  picsFree porn pics of Whoring yourself out: #3 (cd/tv captions) 3 of  pics
    disclaimer: all characters are depicted as 20 and above, I own none of the original images, just made the captions.
    Amogus
    Amogus's profile
    <102 fans>
      #2: Whoring yourself out (cd/tv captions)  
     5 
    High Definition
     2023-05-30 
    Free porn pics of #2: Whoring yourself out (cd/tv captions) 1 of  picsFree porn pics of #2: Whoring yourself out (cd/tv captions) 2 of  picsFree porn pics of #2: Whoring yourself out (cd/tv captions) 3 of  picsFree porn pics of #2: Whoring yourself out (cd/tv captions) 4 of  pics
    disclaimer: all characters are depicted as 20 and above, I own none of the original images, just made the captions.
    Amogus
    Amogus's profile
    <102 fans>
      Whoring yourself out (cd/tv captions)  
     3 
    High Quality
     2023-05-29 
    Free porn pics of Whoring yourself out (cd/tv captions) 1 of  picsFree porn pics of Whoring yourself out (cd/tv captions) 2 of  picsFree porn pics of Whoring yourself out (cd/tv captions) 3 of  pics
    Disclaimer: I own none of the original images, I just wrote the captions.
    Amogus
    Amogus's profile
    <102 fans>
      TG Captions 54  
     4 
    Low Quality
     2023-05-29 
    Free porn pics of TG Captions 54 1 of  picsFree porn pics of TG Captions 54 2 of  picsFree porn pics of TG Captions 54 3 of  picsFree porn pics of TG Captions 54 4 of  pics
    Just some more captions that delve into my inner self and desires. Hope you all enjoy them, I do enjoy making them.nComments welcome, Katherine.
    dnthmnnn
    dnthmnnn's profile
    <2,339 fans>


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