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      Assorted Sissy Chastity captions 12  
     10 
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     2024-05-02 
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    SissyAndRacepl
    SissyAndRaceplay's profile
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      Sissy Captions 4  
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    Assortment of sissy captions for you, left over from my old tumblr days. A real mixture.
    LexiRaine
    LexiRaine's profile
    <671 fans>
      Big Black Booty Sissy for Big White Cock  
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     2024-03-15 
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    Accept your place and be a good big booty black sissy. Show off that big fat ass and lure in as many big white cock as your hole can handle. You know you need it.
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    hotwifecucks's profile
    <156 fans>
      Expose All Sissies  
     19 
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     2024-02-07 
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    i am Sissy Bobbi, enslaved by Daddy Jack (jackajerkin) and post this gallery to assist in my being exposed as the cock-loving faggot i am. Daddy says "ALL sissy-faggots MUST be exposed" and Daddy is ALWAYS right......so this gallery contains requests...
    chastesubboi
    chastesubboi's profile
    <2,737 fans>
      Davina Assorted |Misc Pics  
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    Davinanw
    Davinanw's profile
    <620 fans>
      BNWO Template Captions 24: Home Invaders  
     20 
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     2024-01-29 
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    In the BNWO whiteboi learned, that housing has to be earned. It doesn't matter if they're single or have a spouse, 'cause any black person can come in and claim their house. And every black man that steps through the door, can treat their sissy ass...
    ViennaSheraton
    ViennaSheraton's profile
    <1,068 fans>
      Assorted Sissy Chastity captions 11  
     10 
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     2024-01-11 
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    SissyAndRacepl
    SissyAndRaceplay's profile
    <2,512 fans>
      virgin  
     1 
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     2024-01-07 
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    started ass a caption and ended as a short story
    dilligaf340
    dilligaf340's profile
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      AI Assorted Captions   
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     2024-01-07 
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    hot4trans
    hot4trans's profile
    <614 fans>
      The Swap Clinic - 24  
     18 
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     2023-11-09 
    Free porn pics of The Swap Clinic - 24 1 of  picsFree porn pics of The Swap Clinic - 24 2 of  picsFree porn pics of The Swap Clinic - 24 3 of  picsFree porn pics of The Swap Clinic - 24 4 of  pics
    Scientific advances now allow for the swapping of minds and body parts between two people. Swap Clinics have popped up all around the globe offering this service, for a fee, to the general public. Some swap for money - permanently offering their youth,...
    rickbennett
    rickbennett's profile
    <1,567 fans>
      Ritasolent  
     24 
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     2023-10-03 
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    This little granny fag begged nicely so she gets what she wants
    The_Sissy_Hunt
    The_Sissy_Hunter's profile
    <821 fans>
      SISSY CAPTIONS 83: YOUR WOMAN'S LITTLE HELPER  
     8 
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     2023-09-17 
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    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
    <4,332 fans>
      Sissy situations - pick your choices!  
     46 
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     2023-09-13 
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    Assign letters to numbers - each situation to a scenario. Choose your sissy destiny in these captioned pic compilations!
    Scolioz
    Scolioz's profile
    <26 fans>
      Brainwashing Myself - Becoming a mindless cumslut  
     103 
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     2023-07-27 
    Free porn pics of Brainwashing Myself - Becoming a mindless cumslut 1 of  picsFree porn pics of Brainwashing Myself - Becoming a mindless cumslut 2 of  picsFree porn pics of Brainwashing Myself - Becoming a mindless cumslut 3 of  picsFree porn pics of Brainwashing Myself - Becoming a mindless cumslut 4 of  pics
    To be continued... need lots more of motivation to get there letting old guys fuck my fat ass and cum inside me! Help me to find Daddies :-*
    wurster
    wurster's profile
    <1,576 fans>
      susan_cd2000captioned She needs a good fucking.  
     3 
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     2023-07-17 
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    susan_cd2000 always showing off her sissy ass and needs to be fucked.
    daddydave1
    daddydave1's profile
    <1,314 fans>
      Sissy Caption Gifs 1  
     5 
    Low Quality
     2023-07-07 
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    Some of my Sissy Caption Gifs that I have made. Includes Latex, Gloves, Pink, Chastity, Thigh High Boots, Corset, Stockings, Panties, Butt Plug, Ass Play, Condom Play, Hypnosis, Dildo, Cum Facial and Sissygasm.
    Jasminek2020
    Jasminek2020's profile
    <231 fans>
      Lananew on Imagefap  
     48 
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     2023-07-01 
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    Sissy granny whores really get my cock hard. I would completely destroy this hot little faggot if she lived near me.
    MrMan_JM
    MrMan_JM's profile
    <382 fans>
      Why my mistress forbids me to wear panties  
     24 
    High Quality
     2023-05-12 
    Free porn pics of Why my mistress forbids me to wear panties 1 of  picsFree porn pics of Why my mistress forbids me to wear panties 2 of  pics
    I once had a girlfriend. One day I asked her if we could play that she was my mistress. The rest is history: I ended up in just under a year totally feminized (including breasts), regularly sodomized (my ass is now my pussy) and mentally broken (my...
    sissystraight6
    sissystraight691982's profile
    <2,024 fans>
      She Dressed Him Like a Whore and Made Him Suck Dick  
     24 
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     2023-05-05 
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    I loved my aunty and often fantasized about her, but never like this! Not her bullying me to get made-up and dressed in her sexiest outfits, then her handcuffing me so her fat pig of a boyfriend could forcibly fuck my face! And now she’s lifting the...
    Candy_Runt
    Candy_Runt's profile
    <3,664 fans>
      cjjas Michelle favs 1  
     91 
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     2023-04-27 
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    I loove everithing to do with sissi brain melt hypno training sub use dom Masters Daddis pimps thick cock dumbification ownership sissification feminization blackmail...and I def love lookin at sexi fuckable girls gurls trans milfs cougars bimbos feet...
    cjjas77
    cjjas77's profile
    <398 fans>
      Sissy Ass/Anal Captions  
     92 
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     2023-03-15 
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    SIssyLivyLove
    SIssyLivyLove's profile
    <816 fans>
      Jojo sissy assortments 2 - Desires, exposure, caps, humiliation  
     80 
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     2023-02-26 
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    JoJoSissy
    JoJoSissy's profile
    <2,686 fans>
      Assorted Sissy Chastity captions 10  
     10 
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    SissyAndRacepl
    SissyAndRaceplay's profile
    <2,512 fans>
      Sissy Captions 3  
     20 
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     2023-01-13 
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    Assorted captions that I wrote...hmmm...some time ago now
    LexiRaine
    LexiRaine's profile
    <671 fans>
      Captions on some of my fav Sissy fapping images - Enjoy  
     24 
    High Quality
     2022-12-29 
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    Some of my fav images that remind me of my best Sissy moments... including cumming in my own ass.... Comments always welcome
    MeetMarilyn
    MeetMarilyn's profile
    <3,141 fans>


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