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    Displaying results for 'transgender' - View all videos for 'transgender'
     Gallery Name 
     Images 
     Quality   Added 
      Crossdresser Boywife Sissygurl Captions   
     58 
    High Definition
     2024-05-19 
    Free porn pics of Crossdresser Boywife Sissygurl Captions  1 of  picsFree porn pics of Crossdresser Boywife Sissygurl Captions  2 of  picsFree porn pics of Crossdresser Boywife Sissygurl Captions  3 of  picsFree porn pics of Crossdresser Boywife Sissygurl Captions  4 of  pics
    Captioned images of Transgender gurls and feminine boywives.
    asymetrialharm
    asymetrialharmony's profile
    <268 fans>
      Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 28  
     995 
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     2024-04-28 
    Free porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 28 1 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 28 2 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 28 3 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 28 4 of  pics
    FapFiction
    FapFiction's profile
    <1,906 fans>
      Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 27  
     998 
    High Quality
     2024-03-28 
    Free porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 27 1 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 27 2 of  pics
    FapFiction
    FapFiction's profile
    <1,906 fans>
      Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 26  
     997 
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     2024-03-24 
    Free porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 26 1 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 26 2 of  pics
    FapFiction
    FapFiction's profile
    <1,906 fans>
      YourTransgenderFantasyIsn 't SickEnoughA  
     20 
    High Quality
     2024-03-16 
    Free porn pics of YourTransgenderFantasyIsn 't SickEnoughA 1 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnoughA 2 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnoughA 3 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnoughA 4 of  pics
    Every time I think I'm done, another image tells me a story. Often, I wish it didn't.
    BigBottom
    BigBottom's profile
    <61 fans>
      sissy diaper captions (part 7)  
     12 
    High Quality
     2024-03-14 
    Free porn pics of sissy diaper captions (part 7) 1 of  picsFree porn pics of sissy diaper captions (part 7) 2 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      YourTransgenderFantasyIsn 't SickEnoughX  
     17 
    High Quality
     2024-02-17 
    Free porn pics of 	YourTransgenderFantasyIsn 't SickEnoughX 1 of  picsFree porn pics of 	YourTransgenderFantasyIsn 't SickEnoughX 2 of  picsFree porn pics of 	YourTransgenderFantasyIsn 't SickEnoughX 3 of  picsFree porn pics of 	YourTransgenderFantasyIsn 't SickEnoughX 4 of  pics
    BigBottom
    BigBottom's profile
    <61 fans>
      sissy diaper captions (nude filter 1-6)  
     25 
    High Quality
     2024-01-28 
    Free porn pics of sissy diaper captions (nude filter 1-6) 1 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 2 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 3 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 4 of  pics
    No "new" content here: Just a collection of all my forced crossdresss and/or transgender, age regression captions(so far) that include female nudity. (both fully or half-naked, but mostly topless and diapered) Enjoy.
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      YourTransgenderFantasyIsn 't SickEnough9  
     16 
    High Quality
     2024-01-11 
    Free porn pics of YourTransgenderFantasyIsn 't SickEnough9 1 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough9 2 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough9 3 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough9 4 of  pics
    It's almost impossible to get the AI to make a shemale, so I can only alter other people's work. I've gone through about all my clothing fetishes the current generation of AI can understand. Slips, girdles, making bras separate from corsets are...
    BigBottom
    BigBottom's profile
    <61 fans>
      AI Transsexuals Transgender Cocks Captions   
     20 
    High Quality
     2024-01-07 
    Free porn pics of AI Transsexuals Transgender Cocks Captions  1 of  picsFree porn pics of AI Transsexuals Transgender Cocks Captions  2 of  picsFree porn pics of AI Transsexuals Transgender Cocks Captions  3 of  picsFree porn pics of AI Transsexuals Transgender Cocks Captions  4 of  pics
    hot4trans
    hot4trans's profile
    <591 fans>
      Black Men Make the Best Sissy Bitches  
     1 
    Low Quality
     2024-01-05 
    Free porn pics of Black Men Make the Best Sissy Bitches 1 of  pics
    Nobody can deny that black men make the best sissy bitches. We've always maintained the most beta position and will continue to do so with our tiny clit dicks and hungry sissy butt pussies. It's a fact that black boys make up the largest percentage of...
    hotwifecucks
    hotwifecucks's profile
    <157 fans>
      YourTransgenderFantasyIsn'tSickEnough7&8  
     30 
    High Quality
     2023-12-16 
    Free porn pics of YourTransgenderFantasyIsn'tSickEnough7&8 1 of  picsFree porn pics of YourTransgenderFantasyIsn'tSickEnough7&8 2 of  picsFree porn pics of YourTransgenderFantasyIsn'tSickEnough7&8 3 of  picsFree porn pics of YourTransgenderFantasyIsn'tSickEnough7&8 4 of  pics
    BigBottom
    BigBottom's profile
    <61 fans>
      sissy diaper captions (part 6)  
     12 
    High Quality
     2023-12-04 
    Free porn pics of sissy diaper captions (part 6) 1 of  picsFree porn pics of sissy diaper captions (part 6) 2 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 25  
     994 
    High Quality
     2023-11-12 
    Free porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 25 1 of  picsFree porn pics of Captions, Femdom, Strap on, Transgender, Sissy, Kink, Mix 25 2 of  pics
    FapFiction
    FapFiction's profile
    <1,906 fans>
      sissy diaper captions (part 5)  
     18 
    High Quality
     2023-10-19 
    Free porn pics of sissy diaper captions (part 5) 1 of  picsFree porn pics of sissy diaper captions (part 5) 2 of  picsFree porn pics of sissy diaper captions (part 5) 3 of  picsFree porn pics of sissy diaper captions (part 5) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      YourTransgenderFantasyIsn 't SickEnough6  
     15 
    High Quality
     2023-10-09 
    Free porn pics of YourTransgenderFantasyIsn 't SickEnough6 1 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 2 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 3 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough6 4 of  pics
    It's going to be a while, before I can make more stories. I need a new generation of AI's to give me different images, so I don't just rehash the same stories. I'll be a while, before my next gallery.
    BigBottom
    BigBottom's profile
    <61 fans>
      sissy Captions (part 2)  
     30 
    High Quality
     2023-10-06 
    Free porn pics of sissy Captions (part 2) 1 of  picsFree porn pics of sissy Captions (part 2) 2 of  picsFree porn pics of sissy Captions (part 2) 3 of  picsFree porn pics of sissy Captions (part 2) 4 of  pics
    (MORE Forced Crossdress and/or transgender, age regression captions) I'm more into sissy DIAPER captions (Check my other albums) but if diaper fetishes aren't your thing or you're just curious, this collection is for you. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper captions (part 4)  
     30 
    High Quality
     2023-10-06 
    Free porn pics of sissy diaper captions (part 4) 1 of  picsFree porn pics of sissy diaper captions (part 4) 2 of  picsFree porn pics of sissy diaper captions (part 4) 3 of  picsFree porn pics of sissy diaper captions (part 4) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper captions (part 3)  
     17 
    High Quality
     2023-09-26 
    Free porn pics of sissy diaper captions (part 3) 1 of  picsFree porn pics of sissy diaper captions (part 3) 2 of  picsFree porn pics of sissy diaper captions (part 3) 3 of  picsFree porn pics of sissy diaper captions (part 3) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Anime captions (part 2)  
     30 
    High Quality
     2023-09-26 
    Free porn pics of sissy diaper Anime captions (part 2) 1 of  picsFree porn pics of sissy diaper Anime captions (part 2) 2 of  picsFree porn pics of sissy diaper Anime captions (part 2) 3 of  picsFree porn pics of sissy diaper Anime captions (part 2) 4 of  pics
    (MORE) Forced Anime Crossdress and/or transgender, age regression captions, with diaper bondage
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy Captions  
     68 
    High Quality
     2023-09-25 
    Free porn pics of sissy Captions 1 of  picsFree porn pics of sissy Captions 2 of  picsFree porn pics of sissy Captions 3 of  picsFree porn pics of sissy Captions 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions. I'm more into sissy DIAPER captions (Check my other albums) but if diaper fetishes aren't your thing or you're just curious, this collection is for you. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Anime Captions Part 1  
     12 
    High Quality
     2023-09-23 
    Free porn pics of sissy diaper Anime Captions Part 1 1 of  picsFree porn pics of sissy diaper Anime Captions Part 1 2 of  picsFree porn pics of sissy diaper Anime Captions Part 1 3 of  picsFree porn pics of sissy diaper Anime Captions Part 1 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions, with diaper bondage
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Captions parts 1, 2  
     107 
    High Quality
     2023-09-23 
    Free porn pics of sissy diaper Captions parts 1, 2 1 of  picsFree porn pics of sissy diaper Captions parts 1, 2 2 of  picsFree porn pics of sissy diaper Captions parts 1, 2 3 of  picsFree porn pics of sissy diaper Captions parts 1, 2 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      YourTransgenderFantasyIsn 't SickEnough5  
     15 
    High Quality
     2023-09-16 
    Free porn pics of YourTransgenderFantasyIsn 't SickEnough5 1 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough5 2 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough5 3 of  picsFree porn pics of YourTransgenderFantasyIsn 't SickEnough5 4 of  pics
    BigBottom
    BigBottom's profile
    <61 fans>
      YourTransgenderFantasyIsn 't SickEnough4  
     15 
    High Quality
     2023-09-03 
    Free porn pics of  YourTransgenderFantasyIsn 't SickEnough4 1 of  picsFree porn pics of  YourTransgenderFantasyIsn 't SickEnough4 2 of  picsFree porn pics of  YourTransgenderFantasyIsn 't SickEnough4 3 of  picsFree porn pics of  YourTransgenderFantasyIsn 't SickEnough4 4 of  pics
    More of the wonderful future that awaits us!
    BigBottom
    BigBottom's profile
    <61 fans>


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