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    Displaying results for 'sis' - View all videos for 'sis'
     Gallery Name 
     Images 
     Quality   Added 
      Random Original Sissy and Pantyhose Caps  
     24 
    High Definition
     2024-05-15 
    Free porn pics of Random Original Sissy and Pantyhose Caps 1 of  picsFree porn pics of Random Original Sissy and Pantyhose Caps 2 of  picsFree porn pics of Random Original Sissy and Pantyhose Caps 3 of  picsFree porn pics of Random Original Sissy and Pantyhose Caps 4 of  pics
    Some new original captions dealing with sissy stuff, pantyhose stuff and bondage stuff. And a few that deal with all of those. Please like and comment!
    SissyPHTights
    SissyPHTights's profile
    <439 fans>
      "Swapped at Birth" - Irreparable Harm  
     17 
    High Definition
     2024-05-09 
    Free porn pics of "Swapped at Birth" - Irreparable Harm 1 of  picsFree porn pics of "Swapped at Birth" - Irreparable Harm 2 of  picsFree porn pics of "Swapped at Birth" - Irreparable Harm 3 of  picsFree porn pics of "Swapped at Birth" - Irreparable Harm 4 of  pics
    Swapped at Birth - Irreparable Harm - transform, body swap, body switch, mind swap, male to female, mtf, sissy, bra, cleavage, glasses, girlfriend, sex change, forced, aunt, emo, goth, hooker, roommate, pregnant, sports bra, panties, thong, discharge,...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Found sissy captions 02  
     35 
    Medium Quality
     2024-05-05 
    Free porn pics of Found sissy captions 02 1 of  picsFree porn pics of Found sissy captions 02 2 of  picsFree porn pics of Found sissy captions 02 3 of  picsFree porn pics of Found sissy captions 02 4 of  pics
    WonderingInSil
    WonderingInSilence's profile
    <636 fans>
      Ring of Turan - 04  
     9 
    High Definition
     2024-04-29 
    Free porn pics of Ring of Turan - 04 1 of  picsFree porn pics of Ring of Turan - 04 2 of  picsFree porn pics of Ring of Turan - 04 3 of  picsFree porn pics of Ring of Turan - 04 4 of  pics
    The legendary Ring of Turan is a magical artifact which allows its wearer to become a gender-flipped version of themselves for as long as they wear it. However, should the wearer become pregnant, the ring will disappear to find a new master. Other side...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Other Gender Transformations - 14  
     18 
    High Definition
     2024-04-24 
    Free porn pics of Other Gender Transformations - 14 1 of  picsFree porn pics of Other Gender Transformations - 14 2 of  pics
    Various gender transformation captions which don't fit into my other categories. Includes: male to female, body swap, sex change, mtf, bra, sports bra, multiple heads, head swap, twin, conjoined, glasses, birthday, cleavage, milf, teen, grandmother,...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      SISSY CAPTIONS 98: CONDITIONED TO ACCEPT IT  
     9 
    High Quality
     2024-04-20 
    Free porn pics of SISSY CAPTIONS 98: CONDITIONED TO ACCEPT IT 1 of  picsFree porn pics of SISSY CAPTIONS 98: CONDITIONED TO ACCEPT IT 2 of  pics
    hnghh~! wh-what's every red-blooded a-alpha male's deeeeepest, darkest fear?? th-that's right!! getting sissified into a total slut, a-almost without even realizing it!! now, sissification can be a deceptively slow and subtle process, b-but that's why...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,310 fans>
      The Great Shift Experiences - 16  
     19 
    High Quality
     2024-04-16 
    Free porn pics of The Great Shift Experiences - 16 1 of  picsFree porn pics of The Great Shift Experiences - 16 2 of  picsFree porn pics of The Great Shift Experiences - 16 3 of  picsFree porn pics of The Great Shift Experiences - 16 4 of  pics
    The Great Shift - On a typical day like any other, 95% of the world's population suddenly found themselves shifted into the bodies of others. Men who became women seemed to have it particularly rough...long hair, bras, panties, periods, pregnancy...all...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Understanding Women in a Sissy�s Life  
     16 
    High Definition
     2024-04-10 
    Free porn pics of Understanding Women in a Sissy�s Life 1 of  picsFree porn pics of Understanding Women in a Sissy�s Life 2 of  picsFree porn pics of Understanding Women in a Sissy�s Life 3 of  picsFree porn pics of Understanding Women in a Sissy�s Life 4 of  pics
    It would be nice to have a woman like these. Many of the captions are based on my real experiences except that women as awesome as these were never a part of it!
    SissyPHTights
    SissyPHTights's profile
    <439 fans>
      The Swap Clinic - 25  
     18 
    High Definition
     2024-04-10 
    Free porn pics of The Swap Clinic - 25 1 of  picsFree porn pics of The Swap Clinic - 25 2 of  picsFree porn pics of The Swap Clinic - 25 3 of  picsFree porn pics of The Swap Clinic - 25 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
    <1,554 fans>
      Random Original Sissy Caps and Reblogs 6  
     24 
    High Definition
     2024-04-07 
    Free porn pics of Random Original Sissy Caps and Reblogs 6 1 of  picsFree porn pics of Random Original Sissy Caps and Reblogs 6 2 of  picsFree porn pics of Random Original Sissy Caps and Reblogs 6 3 of  picsFree porn pics of Random Original Sissy Caps and Reblogs 6 4 of  pics
    Some more specific sissy reblogs and captions. Please like and comment if you can reblog them honestly or if you want to request more of a particular variety!
    SissyPHTights
    SissyPHTights's profile
    <439 fans>
      The Great Shift - Long Term 16  
     20 
    High Definition
     2024-04-05 
    Free porn pics of The Great Shift - Long Term 16 1 of  picsFree porn pics of The Great Shift - Long Term 16 2 of  picsFree porn pics of The Great Shift - Long Term 16 3 of  picsFree porn pics of The Great Shift - Long Term 16 4 of  pics
    The Great Shift - On a typical day like any other, 95% of the world's population suddenly found themselves shifted into the bodies of others. Men who became women seemed to have it particularly rough...long hair, bras, panties, periods, pregnancy...all...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      My Sissy Reblogs  
     68 
    High Quality
     2024-04-01 
    Free porn pics of My Sissy Reblogs 1 of  picsFree porn pics of My Sissy Reblogs 2 of  picsFree porn pics of My Sissy Reblogs 3 of  picsFree porn pics of My Sissy Reblogs 4 of  pics
    A collection of my reblog dreams and wishes, a few things I’ve done and want to do again and again! Anyone interested in helping this Sissy Chub find her dreams, hmu!😈😍😛💧🤤
    SissySSBBWLove
    SissySSBBWLover's profile
    <1,065 fans>
      Diaper Sissy Humiliation Captions 17  
     7 
    High Quality
     2024-03-13 
    Free porn pics of Diaper Sissy Humiliation Captions 17 1 of  picsFree porn pics of Diaper Sissy Humiliation Captions 17 2 of  picsFree porn pics of Diaper Sissy Humiliation Captions 17 3 of  picsFree porn pics of Diaper Sissy Humiliation Captions 17 4 of  pics
    Time for more humiliation for our poor sissies!
    yoboyobo
    yoboyobo's profile
    <235 fans>
      Sissy and Feminization Captions 34: Feminized by Family 8   
     20 
    High Quality
     2024-03-11 
    Free porn pics of  Sissy and Feminization Captions 34: Feminized by Family 8  1 of  picsFree porn pics of  Sissy and Feminization Captions 34: Feminized by Family 8  2 of  picsFree porn pics of  Sissy and Feminization Captions 34: Feminized by Family 8  3 of  picsFree porn pics of  Sissy and Feminization Captions 34: Feminized by Family 8  4 of  pics
    Meek males turn tranny after their family's fierce females forcibly feminize them into submissive shemales.
    ViennaSheraton
    ViennaSheraton's profile
    <1,056 fans>
      GGR - Job Interview  
     8 
    High Definition
     2024-03-07 
    Free porn pics of GGR - Job Interview 1 of  picsFree porn pics of GGR - Job Interview 2 of  picsFree porn pics of GGR - Job Interview 3 of  picsFree porn pics of GGR - Job Interview 4 of  pics
    Good Gurls Rehab - Using Swap Clinic technology, GG Rehab swaps troubled, disruptive boys into productive young women. Some are taken to the clinic by their parents. Others are forced to attend after getting in trouble with the law. A few even...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Writing Prompt Stories - 01  
     9 
    High Definition
     2024-03-04 
    Free porn pics of Writing Prompt Stories - 01 1 of  picsFree porn pics of Writing Prompt Stories - 01 2 of  picsFree porn pics of Writing Prompt Stories - 01 3 of  picsFree porn pics of Writing Prompt Stories - 01 4 of  pics
    Gender transformations stories I wrote using writing prompts. Includes: male to female, body swap, sex change, mtf, curse, bra, cleavage, sister, siblings, babysitter, date, milf, teen, ghost, haunting, sissy
    rickbennett
    rickbennett's profile
    <1,554 fans>
      The Great Shift - Swappr App Dating 03  
     13 
    High Quality
     2024-02-19 
    Free porn pics of The Great Shift - Swappr App Dating 03 1 of  picsFree porn pics of The Great Shift - Swappr App Dating 03 2 of  picsFree porn pics of The Great Shift - Swappr App Dating 03 3 of  picsFree porn pics of The Great Shift - Swappr App Dating 03 4 of  pics
    The Great Shift - On a typical day like any other, 95% of the world's population suddenly found themselves shifted into the bodies of others. Men who became women seemed to have it particularly rough...long hair, bras, panties, periods, pregnancy...all...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      The Role Exchanger - 07  
     22 
    High Definition
     2024-02-19 
    Free porn pics of The Role Exchanger - 07 1 of  picsFree porn pics of The Role Exchanger - 07 2 of  picsFree porn pics of The Role Exchanger - 07 3 of  picsFree porn pics of The Role Exchanger - 07 4 of  pics
    Role Exchanger - A mysterious orb of blue light flits around the Earth, swapping traits between people it gets near. Traits range from the physical - age, appearance, sex - to the mental - intelligence, knowledge, sexual preferences. There is no known...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Medallion of Zulu - 06  
     12 
    High Definition
     2024-02-19 
    Free porn pics of Medallion of Zulu - 06 1 of  picsFree porn pics of Medallion of Zulu - 06 2 of  picsFree porn pics of Medallion of Zulu - 06 3 of  picsFree porn pics of Medallion of Zulu - 06 4 of  pics
    The Legendary Medallion of Zulu allows its wearer to turn into a perfect copy of another person by wearing an article of their clothing along with with the medallion. However, it has a habit of leaving its wearers at the worst times, stuck in their new...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      The Great Shift - Happy with the Shift 02  
     10 
    High Quality
     2024-02-19 
    Free porn pics of The Great Shift - Happy with the Shift 02 1 of  picsFree porn pics of The Great Shift - Happy with the Shift 02 2 of  picsFree porn pics of The Great Shift - Happy with the Shift 02 3 of  picsFree porn pics of The Great Shift - Happy with the Shift 02 4 of  pics
    The Great Shift - On a typical day like any other, 95% of the world's population suddenly found themselves shifted into the bodies of others. Men who became women seemed to have it particularly rough...long hair, bras, panties, periods, pregnancy...all...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Captions: Sissy, Cuckold, Ballbusting, Domination 18  
     25 
    High Quality
     2024-02-15 
    Free porn pics of Captions: Sissy, Cuckold, Ballbusting, Domination 18 1 of  picsFree porn pics of Captions: Sissy, Cuckold, Ballbusting, Domination 18 2 of  pics
    Some of these I made, some of them I got from you guys, some of them I saw on-line and wanted to change something. I hope you enjoy them; they are in this file it is because I did!
    redbird2991
    redbird2991's profile
    <1,268 fans>
      Body Hoppers - 01  
     12 
    High Definition
     2024-02-13 
    Free porn pics of Body Hoppers - 01 1 of  picsFree porn pics of Body Hoppers - 01 2 of  picsFree porn pics of Body Hoppers - 01 3 of  picsFree porn pics of Body Hoppers - 01 4 of  pics
    Body Hoppers are a class of paranormal being who can swap into the bodies of others. While there are different levels, all are considered dangerous and can leave their victims stuck in different bodies. These are their stories. emo, bra, bound, tape,...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      The Great Shift - Day One 12  
     13 
    High Definition
     2024-02-13 
    Free porn pics of The Great Shift - Day One 12 1 of  picsFree porn pics of The Great Shift - Day One 12 2 of  picsFree porn pics of The Great Shift - Day One 12 3 of  picsFree porn pics of The Great Shift - Day One 12 4 of  pics
    The Great Shift - On a typical day like any other, 95% of the world's population suddenly found themselves shifted into the bodies of others. Men who became women seemed to have it particularly rough...long hair, bras, panties, periods, pregnancy...all...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      Good Gurls Rehab - 13  
     26 
    High Definition
     2024-02-13 
    Free porn pics of Good Gurls Rehab - 13 1 of  picsFree porn pics of Good Gurls Rehab - 13 2 of  picsFree porn pics of Good Gurls Rehab - 13 3 of  picsFree porn pics of Good Gurls Rehab - 13 4 of  pics
    Good Gurls Rehab - Using Swap Clinic technology, GG Rehab swaps troubled, disruptive boys into productive young women. Some are taken to the clinic by their parents. Others are forced to attend after getting in trouble with the law. A few even...
    rickbennett
    rickbennett's profile
    <1,554 fans>
      MLG / Sissy captions 70 - Sissy Brides Abused II  
     15 
    High Definition
     2024-01-20 
    Free porn pics of MLG / Sissy captions 70 - Sissy Brides Abused II 1 of  picsFree porn pics of MLG / Sissy captions 70 - Sissy Brides Abused II 2 of  pics
    There's always a subset of wedding sissy pics, so I spun these off into their own gallery even if some of them are more fitting to my usual categories. Cap 30 is what I'm looking forward to in 2024 the most RN.
    Orokana_Shojo
    Orokana_Shojo's profile
    <838 fans>


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