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    Displaying results for 'train' - View all videos for 'train'
     Gallery Name 
     Images 
     Quality   Added 
      Sissy training gifs and pics  
     57 
    Low Quality
     2024-04-03 
    Free porn pics of Sissy training gifs and pics 1 of  picsFree porn pics of Sissy training gifs and pics 2 of  picsFree porn pics of Sissy training gifs and pics 3 of  picsFree porn pics of Sissy training gifs and pics 4 of  pics
    Solo sissy anal destruction gifs and captions
    MYblogforfaggo
    MYblogforfaggots's profile
    <469 fans>
      Easter Sissy ~🎔LeanneLust🎔~ 1  
     14 
    Medium Quality
     2024-03-26 
    Free porn pics of Easter Sissy ~🎔LeanneLust🎔~ 1 1 of  picsFree porn pics of Easter Sissy ~🎔LeanneLust🎔~ 1 2 of  picsFree porn pics of Easter Sissy ~🎔LeanneLust🎔~ 1 3 of  picsFree porn pics of Easter Sissy ~🎔LeanneLust🎔~ 1 4 of  pics
    Happy Easter daddies and sissies! I hope that you enjoy this little chink sissy story of a lonely sissy looking to celebrate easter when his Daddy is out on a business trip fucking real women and training new sissies. happy fapping!
    leannelustof
    leannelustof's profile
    <350 fans>
      Sissy Correctional - Pantyhose Bondage Unit  
     24 
    High Definition
     2024-03-10 
    Free porn pics of Sissy Correctional - Pantyhose Bondage Unit 1 of  picsFree porn pics of Sissy Correctional - Pantyhose Bondage Unit 2 of  picsFree porn pics of Sissy Correctional - Pantyhose Bondage Unit 3 of  picsFree porn pics of Sissy Correctional - Pantyhose Bondage Unit 4 of  pics
    The Sissy Correctional Institution is an off the grid privately funded medium and maximum security prison and reformatory where mothers, wives, girlfriends and sisters can send sissies simply by filing a sissy restraining order. Nearly 100% of which...
    SissyPHTights
    SissyPHTights's profile
    <465 fans>
      Sissy bound standing 1  
     100 
    High Quality
     2024-01-24 
    Free porn pics of Sissy bound standing 1 1 of  picsFree porn pics of Sissy bound standing 1 2 of  picsFree porn pics of Sissy bound standing 1 3 of  picsFree porn pics of Sissy bound standing 1 4 of  pics
    Sissies bound for display, punishment, training, entertainment, humiliation, the reason is not their decision it is Daddy’s
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Sissy blowjob bound or not 3  
     100 
    High Quality
     2024-01-22 
    Free porn pics of Sissy blowjob bound or not 3 1 of  picsFree porn pics of Sissy blowjob bound or not 3 2 of  picsFree porn pics of Sissy blowjob bound or not 3 3 of  picsFree porn pics of Sissy blowjob bound or not 3 4 of  pics
    Blow jobs are an expected service, restraints are entertainment, for the less than willing, untrained and those who still believe they have a choice in the matter
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Sissy blowjob bound or not 2  
     100 
    Low Quality
     2024-01-22 
    Free porn pics of Sissy blowjob bound or not 2 1 of  picsFree porn pics of Sissy blowjob bound or not 2 2 of  picsFree porn pics of Sissy blowjob bound or not 2 3 of  picsFree porn pics of Sissy blowjob bound or not 2 4 of  pics
    Blow jobs are an expected service, restraints are entertainment, for the less than willing, untrained and those who still believe they have a choice in the matter
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Sissy blowjob bound or not 1  
     100 
    Medium Quality
     2024-01-22 
    Free porn pics of Sissy blowjob bound or not 1 1 of  picsFree porn pics of Sissy blowjob bound or not 1 2 of  picsFree porn pics of Sissy blowjob bound or not 1 3 of  picsFree porn pics of Sissy blowjob bound or not 1 4 of  pics
    Blow jobs are an expected service, restraints are entertainment, for the less than willing, untrained and those who still believe they have a choice in the matter
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      SISSY CAPTIONS 92: TALES FROM THE BNWO  
     9 
    High Definition
     2024-01-13 
    Free porn pics of SISSY CAPTIONS 92: TALES FROM THE BNWO 1 of  picsFree porn pics of SISSY CAPTIONS 92: TALES FROM THE BNWO 2 of  pics
    the bnwo i-is in full swing for th-these poor sissies, and whether they're defiantly straining a-against their new bonds, r-reluctantly going along with the whole thing, or eager and enthusiastic participants in their own humiliation and defeat......
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,358 fans>
      Bed Bound CD-Sissy 5  
     100 
    Low Quality
     2024-01-13 
    Free porn pics of Bed Bound CD-Sissy 5 1 of  picsFree porn pics of Bed Bound CD-Sissy 5 2 of  picsFree porn pics of Bed Bound CD-Sissy 5 3 of  picsFree porn pics of Bed Bound CD-Sissy 5 4 of  pics
    Sissies can be bound to the bed for many reasons, such as storage, ease of access, punishment, training, entertainment to name a few
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Bed Bound CD-Sissy 4  
     100 
    High Quality
     2024-01-13 
    Free porn pics of Bed Bound CD-Sissy 4 1 of  picsFree porn pics of Bed Bound CD-Sissy 4 2 of  picsFree porn pics of Bed Bound CD-Sissy 4 3 of  picsFree porn pics of Bed Bound CD-Sissy 4 4 of  pics
    Sissies can be bound to the bed for many reasons, such as storage, ease of access, punishment, training, entertainment to name a few
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Bed Bound CD-Sissy 3  
     100 
    High Quality
     2024-01-13 
    Free porn pics of Bed Bound CD-Sissy 3 1 of  picsFree porn pics of Bed Bound CD-Sissy 3 2 of  picsFree porn pics of Bed Bound CD-Sissy 3 3 of  picsFree porn pics of Bed Bound CD-Sissy 3 4 of  pics
    Sissies can be bound to the bed for many reasons, such as storage, ease of access, punishment, training, entertainment to name a few
    tgurlbinder
    tgurlbinder's profile
    <436 fans>
      Sissy Cuckold Supervision 01  
     50 
    High Definition
     2023-11-14 
    Free porn pics of Sissy Cuckold Supervision 01 1 of  picsFree porn pics of Sissy Cuckold Supervision 01 2 of  picsFree porn pics of Sissy Cuckold Supervision 01 3 of  picsFree porn pics of Sissy Cuckold Supervision 01 4 of  pics
    For women to be truly liberated to do whatever they want, when they want they need to be freed from the tiresome chore of keeping their cuckolded sissy husband under control when they are not around. Such women employ a sissy supervisor, or sissy...
    LongstockingsM
    LongstockingsMe's profile
    <378 fans>
      I love to be a Sissy Whore  
     24 
    High Quality
     2023-11-13 
    Free porn pics of I love to be a Sissy Whore 1 of  picsFree porn pics of I love to be a Sissy Whore 2 of  picsFree porn pics of I love to be a Sissy Whore 3 of  picsFree porn pics of I love to be a Sissy Whore 4 of  pics
    After being feminized and trained, my mistress gave me permission to return home. Once there I felt like something was missing. At first I thought that masturbating was going to calm my anxiety but then I realized that I needed something else... (you...
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      My husband, my Sissy  
     24 
    High Quality
     2023-10-25 
    Free porn pics of My husband, my Sissy 1 of  picsFree porn pics of My husband, my Sissy 2 of  pics
    I'm Miss Stacey. My husband Gabriel was trained by me and turned into Gabrielle. These are some moments of that process...
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      How my Mistress trained me to be a Sissy Whore  
     24 
    High Quality
     2023-10-18 
    Free porn pics of How my Mistress trained me to be a Sissy Whore 1 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 2 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 3 of  picsFree porn pics of How my Mistress trained me to be a Sissy Whore 4 of  pics
    I was married to Stacey for several years. I always imposed my will on her and made her do what I wanted in all aspects of life. But this was going to change dramatically when I asked her to play a femdom for me... (you can see the original images in...
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      My Mistress, my Pimp  
     24 
    High Quality
     2023-10-06 
    Free porn pics of My Mistress, my Pimp 1 of  picsFree porn pics of My Mistress, my Pimp 2 of  pics
    Miss Stacey trained me a lot. I thought it was for her own pleasure but it seems she was planning something else... (you can see the original pictures in JoeBacon's gallery "Young Pretty Horny Trannies_Gurls's_Sissies_Traps")
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      SISSY READING MATERIAL 2  
     73 
    Medium Quality
     2023-10-06 
    Free porn pics of SISSY READING MATERIAL 2 1 of  picsFree porn pics of SISSY READING MATERIAL 2 2 of  picsFree porn pics of SISSY READING MATERIAL 2 3 of  picsFree porn pics of SISSY READING MATERIAL 2 4 of  pics
    For the Sissys who are serious about their training, these are real books you can and SHOULD buy.
    ghipstervisual
    ghipstervisualerotica's profile
    <742 fans>
      Yes, I am a Cum Slut... so what?  
     24 
    Low Quality
     2023-09-30 
    Free porn pics of Yes, I am a Cum Slut... so what? 1 of  picsFree porn pics of Yes, I am a Cum Slut... so what? 2 of  picsFree porn pics of Yes, I am a Cum Slut... so what? 3 of  picsFree porn pics of Yes, I am a Cum Slut... so what? 4 of  pics
    After a lot of hard training with dildos, my Mistress told me that I was ready for the real thing, so today is the day... (you can see the original pictures in DLopettie's gallery "Tiny penis faggots and hot clit girls")
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      Mrs. Crenshaw trains a laundry sissy  
     1 
    High Quality
     2023-07-13 
    Free porn pics of Mrs. Crenshaw trains a laundry sissy 1 of  pics
    Mrs Crenshaw uses sissification to make her laundry boy more compliant. Credit to the brilliant fetish artist Hopkings, picture 281, for inspiring this caption.
    Aikira
    Aikira's profile
    <1,136 fans>
      If I were a cum slave... (4)  
     24 
    High Definition
     2023-06-05 
    Free porn pics of If I were a cum slave... (4) 1 of  picsFree porn pics of If I were a cum slave... (4) 2 of  picsFree porn pics of If I were a cum slave... (4) 3 of  picsFree porn pics of If I were a cum slave... (4) 4 of  pics
    My Mistress trained me well, But now i must show the world my skills. Who wants to test me? (you can see the original pictures in cduli's "red hair TV 2")
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      Michelle Keating on Imagefap  
     34 
    High Definition
     2023-06-03 
    Free porn pics of Michelle Keating on Imagefap 1 of  picsFree porn pics of Michelle Keating on Imagefap 2 of  picsFree porn pics of Michelle Keating on Imagefap 3 of  picsFree porn pics of Michelle Keating on Imagefap 4 of  pics
    Pantyhose clad and tampon trained, Michelle Keating is permanently exposed. Check out the old school magazine pics of the sissy slut!
    MrMan_JM
    MrMan_JM's profile
    <381 fans>
      How to train your Sissy Slave  
     24 
    High Quality
     2023-05-24 
    Free porn pics of How to train your Sissy Slave 1 of  picsFree porn pics of How to train your Sissy Slave 2 of  picsFree porn pics of How to train your Sissy Slave 3 of  picsFree porn pics of How to train your Sissy Slave 4 of  pics
    This is Rhiannon, my new acquisition. She needs to be trained, so I think I'll share my experience with you to do a public service: Some people don't know how to train a sissy slave, so I hope you can use this gallery as a tutorial. (you can see the...
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      How my Mistress shaped my Clit  
     24 
    High Quality
     2023-05-04 
    Free porn pics of How my Mistress shaped my Clit 1 of  picsFree porn pics of How my Mistress shaped my Clit 2 of  pics
    My Mistress wanted me to have a clitty, so she trained me during one year till she shaped it the way she like it.(you can see the original pictures in several LaraLocke's galleries)
    sissystraight6
    sissystraight691982's profile
    <2,040 fans>
      cjjas Michelle favs 1  
     91 
    High Quality
     2023-04-27 
    Free porn pics of cjjas Michelle favs 1 1 of  picsFree porn pics of cjjas Michelle favs 1 2 of  picsFree porn pics of cjjas Michelle favs 1 3 of  picsFree porn pics of cjjas Michelle favs 1 4 of  pics
    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>
      Candy's captions  
     4 
    High Quality
     2023-02-24 
    Free porn pics of Candy's captions 1 of  picsFree porn pics of Candy's captions 2 of  picsFree porn pics of Candy's captions 3 of  pics
    Captions, which are all based, to a greater or lesser extent, on my emasculation, chastity and sissy training, and all feature original photographs of my filthy, demaled and perverted self. Please do comment and suggest xxx
    candc1975UK
    candc1975UK's profile
    <543 fans>


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