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     Gallery Name 
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      Sissy Captions - Does Your Girlfriend Know?  
     6 
    Medium Quality
     2024-06-05 
    Free porn pics of Sissy Captions - Does Your Girlfriend Know? 1 of  picsFree porn pics of Sissy Captions - Does Your Girlfriend Know? 2 of  picsFree porn pics of Sissy Captions - Does Your Girlfriend Know? 3 of  picsFree porn pics of Sissy Captions - Does Your Girlfriend Know? 4 of  pics
    When you're secretly a sissy with a loving girlfriend, you've gotta ask, does she know your secret?
    LittleMissHarl
    LittleMissHarlot's profile
    <46 fans>
      Meine Geheime Sexuelle Perverse Eskapaden mit meinen Peinigern   
     296 
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     2024-03-29 
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    HIER ZEIGE ICH MAL SEHR OFFEN UND GEWAGT MEINE SEXUELLE ESKAPADEN ABENTEUER MIT MEINEN PEINIGERN WOBEI ICH NOCH AKTUEL MEINE HERRN DIENE NATÜRLICH WARTE IMMER AUF NACHRICHTEN PER E:MAIL ODER PER WHATSAPP WANN ICH MICH WIEDER ZUR VERFÜGUNG STELLEN...
    Crossdresser4H
    Crossdresser4Herrn's profile
    <104 fans>
      Captions For Xsissy_aliceX  
     2 
    High Definition
     2024-03-23 
    Free porn pics of Captions For Xsissy_aliceX 1 of  picsFree porn pics of Captions For Xsissy_aliceX 2 of  pics
    This sweet sissy asked for some captions . . . and she's just too fucking sexy to deny, so . . .
    marvint1963
    marvint1963's profile
    <3,327 fans>
      Reblog for BNWO QOS Femdom Chastity Sissy Cuckold 14  
     24 
    High Quality
     2024-02-23 
    Free porn pics of Reblog for BNWO QOS Femdom Chastity Sissy Cuckold 14 1 of  picsFree porn pics of Reblog for BNWO QOS Femdom Chastity Sissy Cuckold 14 2 of  picsFree porn pics of Reblog for BNWO QOS Femdom Chastity Sissy Cuckold 14 3 of  picsFree porn pics of Reblog for BNWO QOS Femdom Chastity Sissy Cuckold 14 4 of  pics
    A collection of Reblog caption images. Some of these I have made and some I have found scattered across the interweb over the years. If something here is yours and you want me to delete it just ask. Whenever possible, I always leave your name,...
    Me4QOS
    Me4QOS's profile
    <1,356 fans>
      SISSY CAPTIONS 89: THE SISSYCHIP III  
     6 
    High Definition
     2023-12-02 
    Free porn pics of SISSY CAPTIONS 89: THE SISSYCHIP III 1 of  picsFree porn pics of SISSY CAPTIONS 89: THE SISSYCHIP III 2 of  pics
    hello~! this week, we're going back to an old favorite of a lot of people: the sissychip! these little sissies-in-training have been implanted with a highly sophisticated--and highly invasive--neural device that forces them to complete sissifying...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,351 fans>
      Sissy Assignment / Task  
     15 
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     2023-11-30 
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    A collection of sissy assignments for fun!
    CagedScott
    CagedScott's profile
    <37 fans>
      Sissy Rules 21-25  
     5 
    High Quality
     2023-05-23 
    Free porn pics of Sissy Rules 21-25 1 of  picsFree porn pics of Sissy Rules 21-25 2 of  picsFree porn pics of Sissy Rules 21-25 3 of  picsFree porn pics of Sissy Rules 21-25 4 of  pics
    Part Five of my Sissy Rules Captions. Includes Latex, Gloves, Pink, Chastity, Thigh High Boots, Corset, Stockings, Panties, Garter Belt, Dildo, Ass, Condom Play, and Gimp Mask.
    Jasminek2020
    Jasminek2020's profile
    <231 fans>
      Tasks for Faggots and Sissies 5  
     5 
    High Quality
     2023-04-05 
    Free porn pics of Tasks for Faggots and Sissies 5 1 of  picsFree porn pics of Tasks for Faggots and Sissies 5 2 of  picsFree porn pics of Tasks for Faggots and Sissies 5 3 of  picsFree porn pics of Tasks for Faggots and Sissies 5 4 of  pics
    SissyElise6
    SissyElise6's profile
    <136 fans>
      Sissy Street Hookers captions  
     97 
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     2022-11-30 
    Free porn pics of Sissy Street Hookers captions 1 of  picsFree porn pics of Sissy Street Hookers captions 2 of  picsFree porn pics of Sissy Street Hookers captions 3 of  picsFree porn pics of Sissy Street Hookers captions 4 of  pics
    This was Uploaded by monicasaska99
    Silverhaired_O
    Silverhaired_One's profile
    <3,057 fans>
      Home Invaders vs. Ugly Tranny - April Fools Day  
     8 
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     2022-04-01 
    Free porn pics of Home Invaders vs. Ugly Tranny - April Fools Day 1 of  picsFree porn pics of Home Invaders vs. Ugly Tranny - April Fools Day 2 of  picsFree porn pics of Home Invaders vs. Ugly Tranny - April Fools Day 3 of  picsFree porn pics of Home Invaders vs. Ugly Tranny - April Fools Day 4 of  pics
    Creepy crooks in ski-masks vs perverted pugly panzy! Masked menaces vs. tragically terrible tranny! Balaclava baddies vs caption-crazy cross-dresser! A gallery I'll probably delete when no one likes it!
    ViennaSheraton
    ViennaSheraton's profile
    <1,073 fans>
      Sissy tasks  
     9 
    Medium Quality
     2021-05-25 
    Free porn pics of Sissy tasks 1 of  picsFree porn pics of Sissy tasks 2 of  picsFree porn pics of Sissy tasks 3 of  picsFree porn pics of Sissy tasks 4 of  pics
    So sissy gurl, how many tasks have you made so far...tell me your progress at the comments...show us how good sissy gurl have you become :p
    Chris_Doll
    Chris_Doll's profile
    <601 fans>
      Shrunken Date - Captions for Vander22  
     5 
    High Definition
     2021-03-23 
    Free porn pics of Shrunken Date - Captions for Vander22 1 of  picsFree porn pics of Shrunken Date - Captions for Vander22 2 of  picsFree porn pics of Shrunken Date - Captions for Vander22 3 of  picsFree porn pics of Shrunken Date - Captions for Vander22 4 of  pics
    Ever wanted to spend time in the underwear of a giantess? Wondered how it would feel to shrink and get sucked clean? Ever considered what a date would be like if you were four inches tall? Just ask Vander22 ;)
    TastyKitty
    TastyKitty's profile
    <756 fans>
      Complete Humiliation of my pathetic sissy husband... hahahaha!  
     16 
    High Definition
     2020-12-24 
    Free porn pics of Complete Humiliation of my pathetic sissy husband... hahahaha! 1 of  picsFree porn pics of Complete Humiliation of my pathetic sissy husband... hahahaha! 2 of  picsFree porn pics of Complete Humiliation of my pathetic sissy husband... hahahaha! 3 of  picsFree porn pics of Complete Humiliation of my pathetic sissy husband... hahahaha! 4 of  pics
    Please enjoy... save, share... and make the filthiest comments for my sweet sissy-cuckold!!! She ABSOLUTELY LOVES the attention and humiliation!!! Humiliating my pathetic husband is a daily task she loves!!! She's been in panties and lingerie everyday...
    Sissychelsea
    Sissychelsea's profile
    <2,531 fans>
      SwitchGurl Captions__Sissy Slut Candy Lipps  
     2 
    High Definition
     2020-04-02 
    Free porn pics of SwitchGurl Captions__Sissy Slut  Candy Lipps 1 of  picsFree porn pics of SwitchGurl Captions__Sissy Slut  Candy Lipps 2 of  pics
    A good slut always gets what she asks for
    SwitchGurl
    SwitchGurl's profile
    <1,716 fans>
      Sissy Tasks  
     1 
    High Definition
     2019-12-08 
    Free porn pics of Sissy Tasks 1 of  pics
    nushygirl11
    nushygirl11's profile
    <265 fans>
      or elsa! elsa bodybody suit photoshoot  
     7 
    High Quality
     2019-06-01 
    Free porn pics of or elsa! elsa bodybody suit photoshoot 1 of  picsFree porn pics of or elsa! elsa bodybody suit photoshoot 2 of  picsFree porn pics of or elsa! elsa bodybody suit photoshoot 3 of  picsFree porn pics of or elsa! elsa bodybody suit photoshoot 4 of  pics
    on the way to creating the hyper realistic femme and masculine bodysuits, we created ones that were a little more playful, someone would say cartoonish... while the bodies were virtually flesh-- more real than real--- but until we worked out the bugs,...
    dollparts
    dollparts's profile
    <1,246 fans>
      Sissy Explanations  
     24 
    Medium Quality
     2019-05-15 
    Free porn pics of Sissy Explanations 1 of  picsFree porn pics of Sissy Explanations 2 of  picsFree porn pics of Sissy Explanations 3 of  picsFree porn pics of Sissy Explanations 4 of  pics
    I know some of these captions are horribly racist. You can send me a message complaining or you can send me a message asking me to get on my knees to apologize. Which would you prefer?
    voyeurforfun
    voyeurforfun's profile
    <1,055 fans>
      Sissy Captions  
     22 
    High Definition
     2015-09-25 
    Free porn pics of Sissy Captions 1 of  picsFree porn pics of Sissy Captions 2 of  picsFree porn pics of Sissy Captions 3 of  picsFree porn pics of Sissy Captions 4 of  pics
    A fan wanted to do some captions of my Sissy Slut Brian, and asked for Brian's personal information to make badges. Of course I gave it to him :) Please post these where ever you wish (and if you could, please let me know where so I can make sure he...
    Stinklover
    Stinklover's profile
    <1,007 fans>
      Sissy Captions (Me)  
     6 
    High Quality
     2015-04-12 
    Free porn pics of Sissy Captions (Me) 1 of  picsFree porn pics of Sissy Captions (Me) 2 of  picsFree porn pics of Sissy Captions (Me) 3 of  picsFree porn pics of Sissy Captions (Me) 4 of  pics
    I love captions made from my pictures. All pictures in this gallery are showing me. The captions have been made by myself. But if you want to make one from my pictures please feel free or even ask for the pictures without text to use them. I will (of...
    German_Sissy1
    German_Sissy1's profile
    <323 fans>
      Female Masking / Possession  
     29 
    Medium Quality
     2013-08-27 
    Free porn pics of Female Masking / Possession 1 of  picsFree porn pics of Female Masking / Possession 2 of  picsFree porn pics of Female Masking / Possession 3 of  picsFree porn pics of Female Masking / Possession 4 of  pics
    Erinotoole
    Erinotoole's profile
    <39 fans>
      Found Sissy Captions  
     137 
    High Quality
     2013-02-26 
    Free porn pics of Found Sissy Captions 1 of  picsFree porn pics of Found Sissy Captions 2 of  picsFree porn pics of Found Sissy Captions 3 of  picsFree porn pics of Found Sissy Captions 4 of  pics
    I found these sissy captions on the internet, and loved them all. I thought I should share them with all of you. I did not create any of these, I merely found them. If any of them belong to you, and you wish for them to be removed, please ask, and I...
    EricasLust
    EricasLust's profile
    <309 fans>
      Captions - Hypnotised Sissy Bimbos  
     11 
    High Quality
     2012-08-08 
    Free porn pics of Captions - Hypnotised Sissy Bimbos 1 of  picsFree porn pics of Captions - Hypnotised Sissy Bimbos 2 of  picsFree porn pics of Captions - Hypnotised Sissy Bimbos 3 of  picsFree porn pics of Captions - Hypnotised Sissy Bimbos 4 of  pics
    Someone asked me to do this set, so enjoy please ;)
    BootedSlutTV
    BootedSlutTV's profile
    <3,303 fans>
      Anti-sissy Captions 2  
     20 
    High Quality
     2012-06-01 
    Free porn pics of Anti-sissy Captions 2 1 of  picsFree porn pics of Anti-sissy Captions 2 2 of  picsFree porn pics of Anti-sissy Captions 2 3 of  picsFree porn pics of Anti-sissy Captions 2 4 of  pics
    Second installment of the series. Captions about crossdressers and shemales who like girls, and have relationships based on equality. THESE ARE ALL FAKES. DO NOT ASK ME WHO THEY ARE. Thank you to the people who made these fakes and to those who posted...
    belac1
    belac1's profile
    <2,003 fans>
      Sissy Slut Captions for cdslut4cock...  
     12 
    High Quality
     2012-01-03 
    Free porn pics of Sissy Slut Captions for cdslut4cock... 1 of  picsFree porn pics of Sissy Slut Captions for cdslut4cock... 2 of  picsFree porn pics of Sissy Slut Captions for cdslut4cock... 3 of  picsFree porn pics of Sissy Slut Captions for cdslut4cock... 4 of  pics
    A big thank you to cdslut4cock for asking me to caption some of her sexy pics for her...I had fun doing it...comments are welcome on either my page or hers...
    matthaisgarey
    matthaisgarey's profile
    <3,365 fans>







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