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    Displaying results for 'blackmail' - View all videos for 'blackmail'
     Gallery Name 
     Images 
     Quality   Added 
      Sissy captions that speak to me 161 blackmail  
     20 
    High Quality
     2025-11-21 
    Free porn pics of Sissy captions that speak to me 161 blackmail 1 of  picsFree porn pics of Sissy captions that speak to me 161 blackmail 2 of  picsFree porn pics of Sissy captions that speak to me 161 blackmail 3 of  picsFree porn pics of Sissy captions that speak to me 161 blackmail 4 of  pics
    Slinky_Gurl
    Slinky_Gurl's profile
    <3,272 fans>
      SW Sissy Stories - Blackmail Panties  
     16 
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     2025-11-19 
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    You enjoy the thrill of wearing panties under your normal clothes. What could go wrong?
    serenewolf
    serenewolf's profile
    <32 fans>
      Tricked Convinced Blackmailed and Bets Bondage 4  
     12 
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     2025-11-16 
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    Drofub22
    Drofub22's profile
    <135 fans>
      Secretary Blackmails Boss into Becoming Her Bitch Boi  
     24 
    High Definition
     2025-11-15 
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    Being bullied is bad, but being bullied by a woman, and made to suck another mans cock while dressed as a sissy whore is WAY worse!nIf you enjoy forced feminization and female domination themes, then be sure to check out my full-length sissy...
    Candy_Runt
    Candy_Runt's profile
    <4,911 fans>
      Young Wives Blackmailed Into Posing For Their Husband's Boss 42  
     104 
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    He picks the outfit, she does the modeling. At first he would just goon, then he started taking pictures of the sessions, soon he will invite friends and film. She is starting to enjoy it!
    bear70123
    bear70123's profile
    <4,019 fans>
      Office Politics  
     712 
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     2025-11-02 
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    SoulK
    SoulK's profile
    <1,298 fans>
      Locked in a Cock Cage, Sissy Has No Choice But To Obey Her  
     24 
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     2025-11-01 
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    Three new stories involving a submissive, though straight, white guy who lets others bully or blackmail him onto serving as their sissy sex slave, leading to all manner of deeply depraved and humiliating escapades! You can find them, alongside my other...
    Candy_Runt
    Candy_Runt's profile
    <4,911 fans>
      Not into it  
     42 
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     2025-10-31 
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    By the look on their faces you can tell they didn't want to do it, I always wonder what the story behind the pic is! wife wives girlfriend girlfriends housewife housewives caught exposed reluctant reluctantly humiliated humiliation forced blackmail...
    Fuckitigiveup
    Fuckitigiveup's profile
    <865 fans>
      Blackmailed Bitch Boi Gets Buggered by BBC - sissy captions  
     24 
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     2025-10-30 
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    The terrible moment you realize he expects a lot more from you than merely parading around dressed and made up as woman… a LOT more! If you enjoy the themes of forced feminization and humiliation, then I beg you to check out my seven (actually...
    Candy_Runt
    Candy_Runt's profile
    <4,911 fans>
      Cruel Best Practices 21  
     24 
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     2025-10-27 
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    femdom, dominatrix, mistress, sissy, caged, chastity, humiliation, blackmail, feminization
    Womanservant
    Womanservant's profile
    <992 fans>
      Blackmailed Sissy and Feminization Captions  
     44 
    High Quality
     2025-10-22 
    Free porn pics of Blackmailed Sissy and Feminization Captions 1 of  picsFree porn pics of Blackmailed Sissy and Feminization Captions 2 of  picsFree porn pics of Blackmailed Sissy and Feminization Captions 3 of  picsFree porn pics of Blackmailed Sissy and Feminization Captions 4 of  pics
    Captions involving blackmail, extortion, and other synonyms. A mix of new and previously posted captions. What a rip-off!
    ViennaSheraton
    ViennaSheraton's profile
    <1,483 fans>
      Husbands boss  
     75 
    High Quality
     2025-10-21 
    Free porn pics of Husbands boss 1 of  picsFree porn pics of Husbands boss 2 of  picsFree porn pics of Husbands boss 3 of  picsFree porn pics of Husbands boss 4 of  pics
    He promised to give her husband a raise if she gave into his perverted demands but after the bastard had is way with her he fired her looser husband! Now she’s scared of what she’s going to have to do to get his job back! wife wives husband...
    Fuckitigiveup
    Fuckitigiveup's profile
    <865 fans>
      Sissy captions that speak to me 148- blackmail  
     20 
    High Quality
     2025-10-19 
    Free porn pics of Sissy captions that speak to me 148- blackmail 1 of  picsFree porn pics of Sissy captions that speak to me 148- blackmail 2 of  pics
    Slinky_Gurl
    Slinky_Gurl's profile
    <3,272 fans>
      Wife learns hubby secret  
     10 
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     2025-10-16 
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    She knew he was up to something when she was out shopping so quietly came and caught him in her "things" and threatened to expose and divorce him and took the pics to blackmail him to family and friends and now doing all the wifeys chores of cleaning,...
    Pigboy55_
    Pigboy55_'s profile
    <700 fans>
      Women in Fury  
     26 
    High Quality
     2025-10-14 
    Free porn pics of Women in Fury 1 of  picsFree porn pics of Women in Fury 2 of  picsFree porn pics of Women in Fury 3 of  picsFree porn pics of Women in Fury 4 of  pics
    Women in Fury an old sexploitation women’s prison movie! I love these types of movies and wish movie studios could make some modern version but we live in an age where everyone can’t wait to have something to be offended by! Stripped jail force...
    Fuckitigiveup
    Fuckitigiveup's profile
    <865 fans>
      Sinclair - Blackmailed captive  
     75 
    High Quality
     2025-10-14 
    Free porn pics of Sinclair - Blackmailed captive 1 of  picsFree porn pics of Sinclair - Blackmailed captive 2 of  picsFree porn pics of Sinclair - Blackmailed captive 3 of  picsFree porn pics of Sinclair - Blackmailed captive 4 of  pics
    PhantomLiberty
    PhantomLiberty's profile
    <1,099 fans>
      Blackmailing Mom 3  
     132 
    Medium Quality
     2025-10-06 
    Free porn pics of Blackmailing Mom 3 1 of  picsFree porn pics of Blackmailing Mom 3 2 of  picsFree porn pics of Blackmailing Mom 3 3 of  picsFree porn pics of Blackmailing Mom 3 4 of  pics
    DoctorKotters
    DoctorKotters's profile
    <280 fans>
      Anything for an A  
     55 
    Low Quality
     2025-10-04 
    Free porn pics of Anything for an A 1 of  picsFree porn pics of Anything for an A 2 of  picsFree porn pics of Anything for an A 3 of  picsFree porn pics of Anything for an A 4 of  pics
    Schoolroom fantasies are such fun....dirty teachers blackmailing; naughty schoolgirls willing to do anything...nbtw, I still have my uniform from my private Christian high school and it still fits...if you like that guys (and girls)!
    megan20f
    megan20f's profile
    <922 fans>
      Scan QR code for blackmail material!  
     1 
    High Definition
     2025-10-03 
    Free porn pics of Scan QR code for blackmail material! 1 of  pics
    Yanquister
    Yanquister's profile
    <63 fans>
      Blackmailing Mom 2  
     221 
    Medium Quality
     2025-09-30 
    Free porn pics of Blackmailing Mom 2 1 of  picsFree porn pics of Blackmailing Mom 2 2 of  picsFree porn pics of Blackmailing Mom 2 3 of  picsFree porn pics of Blackmailing Mom 2 4 of  pics
    DoctorKotters
    DoctorKotters's profile
    <280 fans>
      Blackmailing Mom  
     113 
    Medium Quality
     2025-09-28 
    Free porn pics of Blackmailing Mom 1 of  picsFree porn pics of Blackmailing Mom 2 of  picsFree porn pics of Blackmailing Mom 3 of  picsFree porn pics of Blackmailing Mom 4 of  pics
    DoctorKotters
    DoctorKotters's profile
    <280 fans>
      Beautiful Beta Blackmailed, Bound and Buggered - sissy captions  
     24 
    High Definition
     2025-09-27 
    Free porn pics of Beautiful Beta Blackmailed, Bound and Buggered - sissy captions 1 of  picsFree porn pics of Beautiful Beta Blackmailed, Bound and Buggered - sissy captions 2 of  picsFree porn pics of Beautiful Beta Blackmailed, Bound and Buggered - sissy captions 3 of  picsFree porn pics of Beautiful Beta Blackmailed, Bound and Buggered - sissy captions 4 of  pics
    I love the themes of effeminate young men being forcibly feminized by their wives or girlfriends, or older boss or landlord, or even interracial scenarios. That’s why I’ve created thousands of GIF and JPEG caption on these themes, But if you want...
    Candy_Runt
    Candy_Runt's profile
    <4,911 fans>
      Sissy Blackmail Captions  
     19 
    High Quality
     2025-09-26 
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    Darthsissy
    Darthsissy's profile
    <28 fans>
      Sissy blackmailed into ballet  
     12 
    High Definition
     2025-09-25 
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    Pictures I took to appease my blackmailer in a humiliating ballerina outfit. Hopefully this will satisfy their cravings! ;)
    elusivekitten8
    elusivekitten807's profile
    <105 fans>
      Beta Bitches Blackmailed and Buggered - Sissy Captions  
     24 
    High Definition
     2025-09-22 
    Free porn pics of Beta Bitches Blackmailed and Buggered - Sissy Captions 1 of  picsFree porn pics of Beta Bitches Blackmailed and Buggered - Sissy Captions 2 of  picsFree porn pics of Beta Bitches Blackmailed and Buggered - Sissy Captions 3 of  picsFree porn pics of Beta Bitches Blackmailed and Buggered - Sissy Captions 4 of  pics
    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 SEVEN beta bitch domination e-books, available exclusively from...
    Candy_Runt
    Candy_Runt's profile
    <4,911 fans>


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