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    Displaying results for 'blackmail' - View all videos for 'blackmail'
     Gallery Name 
     Images 
     Quality   Added 
      Blackmail and Debt Captions 08162025  
     4 
    High Definition
     2025-08-16 
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    Guam69
    Guam69's profile
    <772 fans>
      Sissy / blackmail / humiliation / diaper / other captions  
     17 
    High Definition
     2025-08-15 
    Free porn pics of Sissy / blackmail / humiliation / diaper / other captions 1 of  picsFree porn pics of Sissy / blackmail / humiliation / diaper / other captions 2 of  picsFree porn pics of Sissy / blackmail / humiliation / diaper / other captions 3 of  picsFree porn pics of Sissy / blackmail / humiliation / diaper / other captions 4 of  pics
    sissyerica
    sissyerica's profile
    <590 fans>
      Troublesome ex? Forcibly Feminize him to Sell to his Friends  
     24 
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     2025-08-12 
    Free porn pics of Troublesome ex? Forcibly Feminize him to Sell to his Friends 1 of  picsFree porn pics of Troublesome ex? Forcibly Feminize him to Sell to his Friends 2 of  pics
    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
    <4,930 fans>
      Blackmailing the Sister   
     13 
    High Definition
     2025-08-12 
    Free porn pics of Blackmailing the Sister  1 of  picsFree porn pics of Blackmailing the Sister  2 of  pics
    Remember the hot honey that got fucked on the bus? Well her brother found out.
    povman73
    povman73's profile
    <1,329 fans>
      Sissy blackmail  
     54 
    Medium Quality
     2025-08-10 
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    DizzyDean
    DizzyDean's profile
    <705 fans>
      A little blackmail and mom was mine  
     49 
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     2025-08-09 
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    DoctorKotters
    DoctorKotters's profile
    <294 fans>
      Cruel Unrelenting Blackmail 26  
     11 
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     2025-08-06 
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    femdom, dominatrix, findom, blackmail, paypig, piggie, payslut, human ATM, extortion, financial domination
    Womanservant
    Womanservant's profile
    <1,001 fans>
      Gay Captions 4  
     10 
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     2025-08-04 
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    AdamTX86
    AdamTX86's profile
    <2,409 fans>
      Young Wives Blackmailed Into Posing For Their Husband's Boss 40  
     97 
    High Quality
     2025-08-03 
    Free porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 40 1 of  picsFree porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 40 2 of  pics
    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
    <4,078 fans>
      Caps of my girls forcing feminization and chastity  
     196 
    High Definition
     2025-07-30 
    Free porn pics of Caps of my girls forcing feminization and chastity 1 of  picsFree porn pics of Caps of my girls forcing feminization and chastity 2 of  picsFree porn pics of Caps of my girls forcing feminization and chastity 3 of  picsFree porn pics of Caps of my girls forcing feminization and chastity 4 of  pics
    Chastity, feminisation, blackmail, humiliation, femdom, crossdressing, forced feminization, sissy caps i have made from women I adore
    steelia
    steelia's profile
    <180 fans>
      Bullied and Blackmailed betas Bitches Forced to Fuck  
     24 
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     2025-07-28 
    Free porn pics of Bullied and Blackmailed betas Bitches Forced to Fuck 1 of  picsFree porn pics of Bullied and Blackmailed betas Bitches Forced to Fuck 2 of  picsFree porn pics of Bullied and Blackmailed betas Bitches Forced to Fuck 3 of  picsFree porn pics of Bullied and Blackmailed betas Bitches Forced to Fuck 4 of  pics
    ENJOY FORCED FEMINIZATION AND SISSY HUMILIATION THEMES? THEN PLEASE CHECK OUT MY FULL-LENGTH STORIES AT www.lulu.com/spotlight/candy_runt
    Candy_Runt
    Candy_Runt's profile
    <4,930 fans>
      Young Wives Blackmailed Into Posing For Their Husband's Boss 39  
     60 
    High Definition
     2025-07-24 
    Free porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 39 1 of  picsFree porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 39 2 of  pics
    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 really enjoy it!
    bear70123
    bear70123's profile
    <4,078 fans>
      Grandma blackmail  
     10 
    Medium Quality
     2025-07-21 
    Free porn pics of Grandma blackmail 1 of  picsFree porn pics of Grandma blackmail 2 of  picsFree porn pics of Grandma blackmail 3 of  picsFree porn pics of Grandma blackmail 4 of  pics
    therealcolt45
    therealcolt45's profile
    <10 fans>
      Tana at the gloryhole  
     20 
    High Definition
     2025-07-14 
    Free porn pics of Tana at the gloryhole 1 of  picsFree porn pics of Tana at the gloryhole 2 of  picsFree porn pics of Tana at the gloryhole 3 of  picsFree porn pics of Tana at the gloryhole 4 of  pics
    That all started after my friend, professional porno movies maker, whom I had found here on the IF, invited me to come to Amsterdam for a week to play in one of his movies. My hubby left on a business trip in a good company of his secretary (and...
    Tanathewhore
    Tanathewhore's profile
    <649 fans>
      Chubby Indian blackmail slave   
     17 
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     2025-07-03 
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    Ihatemakinguse
    Ihatemakingusername's profile
    <34 fans>
      Bondage gifs of me  
     8 
    Low Quality
     2025-06-30 
    Free porn pics of Bondage gifs of me 1 of  picsFree porn pics of Bondage gifs of me 2 of  picsFree porn pics of Bondage gifs of me 3 of  picsFree porn pics of Bondage gifs of me 4 of  pics
    Currently in a consensual blackmail arrangement with SweetChloe, who made me perform on cam in bondage and has now ordered me to post these gifs from the session
    Gazbo999
    Gazbo999's profile
    <188 fans>
      Sissy cindy leggs blackmailed into exposing herself  
     18 
    High Definition
     2025-06-21 
    Free porn pics of Sissy cindy leggs blackmailed into exposing herself 1 of  picsFree porn pics of Sissy cindy leggs blackmailed into exposing herself 2 of  picsFree porn pics of Sissy cindy leggs blackmailed into exposing herself 3 of  picsFree porn pics of Sissy cindy leggs blackmailed into exposing herself 4 of  pics
    Cindy13Leggs13
    Cindy13Leggs13's profile
    <37 fans>
      BBC Daughter Captions - 1  
     40 
    High Definition
     2025-06-18 
    Free porn pics of BBC Daughter Captions - 1 1 of  picsFree porn pics of BBC Daughter Captions - 1 2 of  picsFree porn pics of BBC Daughter Captions - 1 3 of  picsFree porn pics of BBC Daughter Captions - 1 4 of  pics
    some of these are more intense than others but they're all mostly the same sort of caps I write for Mommies, just different in all the "right" ways. there's a variety here with perspective. sometimes it's the Dad thinking, talking to her, or to others....
    mommymeat
    mommymeat's profile
    <1,102 fans>
      Blackmail 4  
     53 
    High Quality
     2025-06-15 
    Free porn pics of Blackmail 4 1 of  picsFree porn pics of Blackmail 4 2 of  pics
    Desmoinescpl2
    Desmoinescpl2's profile
    <8,464 fans>
      Hubby Humil Story 32 - Exchange Student Tease  
     5 
    High Quality
     2025-06-14 
    Free porn pics of Hubby Humil Story 32 - Exchange Student Tease 1 of  picsFree porn pics of Hubby Humil Story 32 - Exchange Student Tease 2 of  pics
    Teenage exchange student teases and blackmails dad in to spending his daughters college fund to jerk off
    Boldpuppetmast
    Boldpuppetmaster's profile
    <4,659 fans>
      Blackmailed By My Sister In Law! 5  
     64 
    High Definition
     2025-06-13 
    Free porn pics of Blackmailed By My Sister In Law! 5 1 of  picsFree porn pics of Blackmailed By My Sister In Law! 5 2 of  pics
    Caught red handed! I was house sitting for her. Unbeknownst to me she came home early and caught me masturbating in her lingerie with her silky panties. She took pictures. Now I'm her slave toy. She loves to put me in humiliating situations for her...
    bear70123
    bear70123's profile
    <4,078 fans>
      Blackmailer Said to Dress Like a Sissy Whore, So I Did  
     24 
    High Definition
     2025-06-13 
    Free porn pics of Blackmailer Said to Dress Like a Sissy Whore, So I Did 1 of  picsFree porn pics of Blackmailer Said to Dress Like a Sissy Whore, So I Did 2 of  pics
    FORCED FEMINIZATION AND SISSY HUMILIATION STORIES. Cum celebrate the world of forced feminization and public sissy humiliation with me and my full-length e-books! Available exclusively online at www.lulu.com/spotlight/candy_runt
    Candy_Runt
    Candy_Runt's profile
    <4,930 fans>
      Slowly he strips my wife  
     5 
    High Quality
     2025-06-12 
    Free porn pics of Slowly he strips my wife 1 of  picsFree porn pics of Slowly he strips my wife 2 of  picsFree porn pics of Slowly he strips my wife 3 of  picsFree porn pics of Slowly he strips my wife 4 of  pics
    I got blackmailed by a co worker and had to drug my wife so he could strip and violate her while I had to watch! drunk sleeping druggedntaken advantage rape raped forced unaware
    Fuckitigiveup
    Fuckitigiveup's profile
    <905 fans>
      Wigless, Outed, Exposed, Humiliated Feminized Sissy FAGGOT  
     6 
    High Definition
     2025-06-12 
    Free porn pics of Wigless, Outed, Exposed, Humiliated Feminized Sissy FAGGOT 1 of  picsFree porn pics of Wigless, Outed, Exposed, Humiliated Feminized Sissy FAGGOT 2 of  picsFree porn pics of Wigless, Outed, Exposed, Humiliated Feminized Sissy FAGGOT 3 of  picsFree porn pics of Wigless, Outed, Exposed, Humiliated Feminized Sissy FAGGOT 4 of  pics
    It's high time that photos were posted of an obviously feminized sissy faggot. Yet another sissy faggot that was meant to be trained into a completely obedient sissy bitch trained and owned by ALL REAL MEN. Blackmail material? Exposed, displayed....
    tamis_demise
    tamis_demise's profile
    <157 fans>
      Young Wives Blackmailed Into Posing For Their Husband's Boss 38  
     64 
    High Definition
     2025-06-11 
    Free porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 38 1 of  picsFree porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 38 2 of  picsFree porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 38 3 of  picsFree porn pics of Young Wives Blackmailed Into Posing For Their Husband's Boss 38 4 of  pics
    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 really enjoy it!
    bear70123
    bear70123's profile
    <4,078 fans>


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