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Overview [Show All] [Hide All]    Bailey J collections  TS and Sissy collections  Captions Collections   SISSY - GIF'S CAPTIONS - 71 - TranniesCrossdressers    Sissy Son learns to Suck Cock #1   Reluctant Sissy Cupcakes - With incest sprinkles!   Captions-03-16-2024 Unsure   Captions-12-23-2024 Unsure   Sissy Captions 02   Very Straight Captions for Very Straight Guys - Trans seduction   Transsexual Captions 1a   Outdoor sissies micro photo stories   Captions-02-11-2012 -- All Sissy   Naughty sissies   New Captions 4-29   Sissy Captions 5 2014   Sissy Asian Persuasion    Sissy caption gifs that speak to me 42   Trap'd in Training    Sissy Tips III - THIS WILL HELP YOU BECOME AN ALPHA'S DREAM GI   Sissy Tips II - Take notes if you want to become a woman   Sissy Tips - tips to improve your feminization journey   Asian Sissy's   Sissy Family Fun Captions   Theater 8   Sissy Captions 25   Cumslut Sissy Caption 22   Girls Collections  Cartoon collections  Gianna Michaels  Hitomi Tanaka  Yulia Nova  Sue Lightning  Kitty Jung  Medieval  Daisy Taylor  Roberta Pedon  Fantasy World  Slut Ronja  Redheads  Found Captions  Sarina Valentina  Asian whores and Trannies  Unusual Fetish type collections  Asian Alison Captions Collections Captions Collections  Gallery Name   Images   Size   Added   Rating    SISSY - GIF'S CAPTIONS - 71 - TranniesCrossdressers    16  Medium  2025-03-04    Sissy Son learns to Suck Cock #1    23  Small  2025-02-26    Reluctant Sissy Cupcakes - With incest sprinkles!    20  Small  2025-01-01    Captions-03-16-2024 Unsure    248  Huge  2024-12-25    Captions-12-23-2024 Unsure    200  Huge  2024-12-25    Sissy Captions 02    110  Medium  2024-11-05    Very Straight Captions for Very Straight Guys - Trans seduction    16  Small  2024-10-28    Transsexual Captions 1a    10  Large  2024-10-21    Outdoor sissies micro photo stories    8  Large  2024-09-24    Captions-02-11-2012 -- All Sissy    75  Large  2024-09-24    Naughty sissies    48  Large  2024-09-24    New Captions 4-29    29  Huge  2024-08-22    Sissy Captions 5 2014    26  Large  2024-08-22    Sissy Asian Persuasion    28  Large  2024-08-22    Sissy caption gifs that speak to me 42    19  Small  2024-08-13    Trap'd in Training    24  Large  2024-08-09    Sissy Tips III - THIS WILL HELP YOU BECOME AN ALPHA'S DREAM GI    15  Small  2024-08-09    Sissy Tips II - Take notes if you want to become a woman    12  Small  2024-08-09    Sissy Tips - tips to improve your feminization journey    8  Small  2024-08-09    Asian Sissy's    16  Huge  2024-08-06    Sissy Family Fun Captions    36  Large  2024-08-05    Theater 8    51  Large  2024-07-29    Sissy Captions 25    40  Large  2024-07-29    Cumslut Sissy Caption 22    40  Large  2024-07-29   :: prev ::   | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 |  :: next ::