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      The Men of Callahan 2025  
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     2026-04-07 
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    When Mrs. Callahan heard how much money the Firemen in town made on their annual charity calendar, she immediately set about creating one at the Callahan Corporation. She hired a talented young female photographer from the local area, and she...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Your Guide To Sissy School (Part 1)  
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     2026-04-06 
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      A Little of Me  
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    And now for what’s likely to be the least popular gallery on my page, here are a few photos of me taken over the past few years. I’ve owned some really great panties, stockings and lingerie. The chastity cage is a cheap one from China. Great for...
    ALilBroken
    ALilBroken's profile
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      Sissy in underwear  
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     2026-04-05 
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    MariaDSiS sissy
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      Teacher's pet 1: Humiliation of feminized slaves  
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    insidepeach
    insidepeach's profile
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      Sissy Captions 08  
     12 
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     2026-04-04 
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    moki
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      ASIAN REHABILITATION: SISSY CAPTIONS 17  
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    guhhh... th-this week, we revisit th-the terrible dystopia of asian rehabilitation... a-a vicious hellscape wh-where every asian, female OR "m-male," i-is constantly at risk of getting totally sluttified a-and addicted to the filthy spooze o-of a...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <5,474 fans>
      Sissy Ideas 14  
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     2026-04-03 
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    One of my favorites here is the young man at the doctor’s office. Kevin made an appointment with his doctor because he has had a sore throat for a few days. As he was certain that the doctor was going to be focusing on his mouth and throat, he wore...
    ALilBroken
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      Good girl 8  
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     2026-04-02 
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    I like to pose with my little clitty and open pussy
    Olivia_Glatte
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      Sissy Ideas 13  
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     2026-04-02 
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    My favorite one of these pictures is Jasmine’s sissy cuckold husband. Jasmine wants very much to fuck Paulo. The husband wants desperately to watch. But Paulo doesn’t feel comfortable having sex with Jasmine if another man is in the room with them....
    ALilBroken
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      Sissy and Feminization Meta Humor Captions  
     18 
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     2026-04-01 
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    Attempts at humor for April's Fool Day. A gallery no one will click on or like. Well, I find them funny. Do you think I make crappy captions for you? Wait...don't leave...I need validation!!
    ViennaSheraton
    ViennaSheraton's profile
    <1,617 fans>
      Sissy 41 - a story  
     10 
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     2026-04-01 
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    How a nerdy boy became an obedient pet - Art by Dora TV
    viktrig
    viktrig's profile
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      Sissy Ideas 12  
     12 
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     2026-04-01 
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    I think my favorite of these is the large breasted young man. He is obviously an advanced result of the program at the Callahan Center. He has married into a family of wealth, where the women control the finances and the household. He has no purpose in...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Sissy Captions - Paula Captions  
     119 
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     2026-04-01 
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    sometimezzz
    sometimezzz's profile
    <28 fans>
      Sissy Ideas 11  
     12 
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     2026-03-31 
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    I think my favorite of these, is the young male maid worshiping the beautiful young woman’s stocking feet. When they first started dating, it was a pretty normal relationship and he use to fuck her regularly, in his less than spectacular way. But...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Sissy Ideas 10  
     12 
    High Quality
     2026-03-30 
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    One of my favorites here is poor Brady stuck home on a Sunday, serving his girlfriend and her friends drinks while his buddies are at the bar watching sports. She even got him a special little outfit to wear for the occasion. I actually have served as...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Ass and clitty 16  
     4 
    High Quality
     2026-03-30 
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    Olivia_Glatte
    Olivia_Glatte's profile
    <839 fans>
      Sissy small clitty  
     4 
    High Definition
     2026-03-30 
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    Olivia_Glatte
    Olivia_Glatte's profile
    <839 fans>
      Sissy Michele's Fake Book Cover Art Work  
     7 
    High Definition
     2026-03-29 
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    Sissy_Michele
    Sissy_Michele's profile
    <283 fans>
      Sissy Ideas 9  
     12 
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     2026-03-29 
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    While there are some strong contenders to choose from here, I keep coming back to the picture of the man getting the makeover at the MAC counter in the department store with his wife. Maybe it’s because he is close to my age, so I can relate to him...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Hentai Crossdresser 18  
     50 
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     2026-03-29 
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    jeff_hose
    jeff_hose's profile
    <1,359 fans>
      SISSY CAPTIONS 144: MOMMY'S LITTLE GIRL  
     8 
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     2026-03-28 
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    this week's set is the patreon's pick for march!! yay!! a-and we're getting naughty mode in this... w-with a bunch of poor sissy sluts g-getting sissified by their own mommies!! ahhhh!! h-how awful!!
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <5,474 fans>
      Feminization Captions: The Regime Change 3  
     20 
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     2026-03-28 
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    Elections have consequences as many transphobic toxic males get their deviant just desserts for supporting the wrong side, these divisive douche bags are forcibly feminized to be submissive shemales, each assigned a sadistic social worker who has...
    ViennaSheraton
    ViennaSheraton's profile
    <1,617 fans>
      Sissy Ideas 8  
     12 
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     2026-03-27 
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    My favorite of these pictures is the husband cleaning in the French maid’s uniform. His wife hired a cleaning service a few months ago to help free up some time for the busy power couple, and she pays a young woman $30 an hour to come over on Friday...
    ALilBroken
    ALilBroken's profile
    <387 fans>
      Dads With Tits 08  
     24 
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     2026-03-26 
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    There was a Sex War. Men LOST. To keep them subjugated the Victorious Women feminized all men by 95%, retaining only the male parts needed for breeding (and sex). Welcome to Mother Earth where Women Rule and men are brainless bimbos. There are no 'men'...
    Kaptivated
    Kaptivated's profile
    <806 fans>


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