| Gallery Name |
Images |
Quality |
Added |
Sissy Caroline
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72 |
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2023-07-19 |
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Darling Miss Kerry - Mature UK CD
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51 |
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2023-07-19 |
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I was so very fortunate to "meet" Miss Kerry through our mutual affection for her sweet sissy sub Roze Slet. And I've come to love Miss Kerry quite a little bit, I must say. 💞
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Oiled Sissy toying
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45 |
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2023-07-19 |
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Caged Sissy with guitar
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22 |
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2023-07-19 |
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Pink Barbie Sissy
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35 |
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2023-07-19 |
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Cuckold Caps 50 - Sissy Cuckold
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12 |
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2023-07-19 |
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Cute feminized bimbo tranny
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242 |
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2023-07-19 |
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MayaTsarina webcam pics from live shows, pls download and share! I was told to post pics with my stupid sissy face showing my body and worthless clit. I love to obey and do what i'm told. I'm a mess on some pics coz I'm wasted from party just before.
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this sissy is a loser
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142 |
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2023-07-18 |
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MTL sissy Alexis
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22 |
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2023-07-18 |
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He Forced Me To Suck His Cock, Now He Calls Me His Faggot!
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24 |
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2023-07-18 |
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Thank you for following little ol’ me, it is much appreciated. I really hope you enjoy my captions as well as my full-length forced feminization and sissy humiliation e-books (you can find them at www.lulu.com/spotlight/candy_runt)!
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Sissy Veronica
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1 |
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2023-07-18 |
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femdom sissy chastity vol 119
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49 |
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2023-07-18 |
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23-03 Sissy boi and Mama
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14 |
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2023-07-18 |
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Mama and her sissy in various stages of dress and undress.
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Sissy Captions 32
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16 |
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2023-07-18 |
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Captioned Gifs
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12 |
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2023-07-18 |
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Sissy Captions
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Sissy Art
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45 |
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2023-07-18 |
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Sissyboy
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91 |
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2023-07-18 |
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punished and humiliated sissy slaves 17
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277 |
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2023-07-18 |
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Sissy Kendall
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6 |
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2023-07-18 |
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Download my pics: files.fm/u/7k567kv6sj
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Diana edging her sissy clitty
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14 |
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2023-07-18 |
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Don't you dare cum, bitch!
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sissy college slut for permanent exposure
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13 |
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2023-07-18 |
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SISSY - GIF'S CAPTIONS - 21
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24 |
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2023-07-17 |
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random sissy gif captions
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61 |
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2023-07-17 |
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This was Uploaded by specificcriticism
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Sissy In Panties
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50 |
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2023-07-17 |
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Sissy Short Series 033
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16 |
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2023-07-17 |
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susan_cd2000captioned She needs a good fucking.
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3 |
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2023-07-17 |
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susan_cd2000 always showing off her sissy ass and needs to be fucked.
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Sissy Citty 3
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7 |
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2023-07-17 |
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Sissy Citty 2
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9 |
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2023-07-17 |
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Sissy Citty 1
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14 |
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2023-07-17 |
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Sissy Citty 4
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6 |
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2023-07-17 |
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Miscellaneous Sissy
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5 |
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2023-07-17 |
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sissy lingerie exhibition 58
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3 |
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2023-07-17 |
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sissy lingerie exhibition 57
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9 |
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2023-07-17 |
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sissy lingerie exhibition 56
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4 |
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2023-07-17 |
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sissy lingerie exhibition 55
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9 |
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2023-07-17 |
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sissy lingerie exhibition 54
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9 |
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2023-07-17 |
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sissy lingerie exhibition 53
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3 |
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2023-07-17 |
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sissy lingerie exhibition 52
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3 |
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2023-07-17 |
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sissy lingerie exhibition 51
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4 |
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2023-07-17 |
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sissy lingerie exhibition 50
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4 |
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2023-07-17 |
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sissy lingerie exhibition 49
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6 |
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2023-07-17 |
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sissy lingerie exhibition 48
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4 |
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2023-07-17 |
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sissy lingerie exhibition 47
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3 |
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2023-07-17 |
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sissy lingerie exhibition 46
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3 |
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2023-07-17 |
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sissy lingerie exhibition 45
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3 |
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2023-07-17 |
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sissy lingerie exhibition 44
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4 |
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2023-07-17 |
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sissy lingerie exhibition 60
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5 |
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2023-07-17 |
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sissy lingerie exhibition 43
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3 |
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2023-07-17 |
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Summer School Sissy
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5 |
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2023-07-17 |
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sissy lingerie exhibition 42
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3 |
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2023-07-17 |
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GAY BABECOCK FOR SISSYS
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14 |
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2023-07-17 |
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GAY BABECOCK FOR SISSYS
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Sissy Adria - Adam David Dubbin
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8 |
|
2023-07-17 |
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Sissy Adria - Adam David Dubbin of Vancouver, BC, CA @adamdav96875469
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Big dick/Shemale/strapon/sissy/cuck/panty fetish/sex dolls 17
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222 |
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2023-07-16 |
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Ruined Sissy Richard Steadman
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8 |
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2023-07-16 |
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Ruined Sissies magazine , latest edition issue 5 featuring Richard Steadman
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FoxyLucy on Imagefap
|
36 |
|
2023-07-16 |
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A sissy slut pornstar is born!! All sissy sluts should take notes and look at this perfect little fuck toy! If you want me to be your Daddy follow this shining example of how you should feminize yourself.
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sissy playtime 8
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6 |
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2023-07-16 |
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sissy lingerie exhibition 4O
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7 |
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2023-07-16 |
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MichelleBlueCD captioned Such a cock loving sissy.
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5 |
|
2023-07-16 |
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MichelleBlueCD A sissy slut to spread around for men to find.
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sissy lingerie exhibition 59
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4 |
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2023-07-16 |
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Shemale tranny sissy girls 8
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43 |
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2023-07-16 |
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Black hair sissy
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9 |
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2023-07-16 |
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Simona on Imagefap
|
42 |
|
2023-07-16 |
|
Today is sissy slut Simona's lucky day, I moved her to the front of the sissy exposure line.
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Cute Locked Up Sissy Clits 16
|
979 |
|
2023-07-16 |
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More exposed SISSY SLUTS and FAGGOTS
|
48 |
|
2023-07-16 |
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More exposed sissy fags from all over the world
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Davina35 captioned as requested. Show what a slut sissy is .
|
5 |
|
2023-07-16 |
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Davina35 Showing what a slut she is and for you all to enjoy.
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Urinella Plugged in a Pink Bikini
|
16 |
|
2023-07-16 |
|
Urinella just sent me these slut pica yesterday. I ordered her to do some poses with her sissy pussy plugged in a bikini bottom . She complyed like a good sissy fuck slut and is being rewarded.n.
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Big dick/Shemale/strapon/sissy/cuck/panty fetish/sex dolls 16
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202 |
|
2023-07-16 |
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Sissy Cheerleader 7
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30 |
|
2023-07-16 |
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Sissy Cheerleader 6
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24 |
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2023-07-16 |
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Diana - Degrade and Abuse
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26 |
|
2023-07-15 |
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Sissy slave for sexual abuse.
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Sissy Thoughts
|
24 |
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2023-07-15 |
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Daddy's Lil Sissy Toilet Whore Darling!
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3 |
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2023-07-15 |
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What I Have In My Head??? (Sissy Captions) (vol 3)
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7 |
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2023-07-15 |
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sissy would like to be castrated and serve in a harem the master
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13 |
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2023-07-15 |
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Sissy and Feminization Captions 28: Pansies in Peril 4
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20 |
|
2023-07-15 |
|
Even more traps in torment? Crossdressers in crisis? Drag queens in dilemmas? He-she's held hostage? Terrorized transvestites? Captions of kidnappings?
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My sissy pusy
|
36 |
|
2023-07-15 |
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sissy
|
6 |
|
2023-07-15 |
|
told wife i had some work to do in the loft.what ihad in mind was working to get my ass full of cum
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lolatoys crossdresser captions sissy sissyfication feminization
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7 |
|
2023-07-15 |
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lolatoys crossdresser captions sissy sissyfication feminization - My own creation
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Pep Talk for Sissies (2)
|
24 |
|
2023-07-15 |
|
Continuing with my public service, here is another selection of advice for sissies I hope it helps you on your way to accepting yourself as the sissy whores that I know perfectly well that you girls can become! (you can see the original images in...
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Sissy crossdresser me in pink panties
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26 |
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2023-07-15 |
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Sissy Triggers - Pink Pink Pink
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28 |
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2023-07-15 |
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Sissy Triggers - Streetwear
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25 |
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2023-07-15 |
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Sissy Triggers - Middle Finger
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31 |
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2023-07-15 |
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SISSY CAPTIONS 78: ASIAN INDULGENCE
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10 |
|
2023-07-15 |
|
s-some asian sissies are very very bad at hiding their "secret" d-desire for alpha cock... th-they might play it bratty, o-or reluctant, or just give up on hiding it entirely a-and practically beg you for your enormous superior cock... u-umm... wh-what...
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Outdoor bondage
|
9 |
|
2023-07-15 |
|
This time i was hiking in our very beautiful Ardennen on a hot summer day. After a while i became very hot myself so i took out my cameragear and started shooting naked photos in public. Right next to this location there were many other hikers passing...
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Sissy Slut Margo
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9 |
|
2023-07-15 |
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sissy boytoy #9
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87 |
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2023-07-15 |
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sissy boytoy #8
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97 |
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2023-07-15 |
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sissy boytoy #7
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99 |
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2023-07-15 |
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Sissy muslimah
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21 |
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2023-07-15 |
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Stature Of A Sissy 2 - SISSY COMIC
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10 |
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2023-07-15 |
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Stature Of A Sissy - SISSY COMIC
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12 |
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2023-07-15 |
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sissySky
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3 |
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2023-07-15 |
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SISSIED Pic Captions 8 - Sissy Captions
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100 |
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2023-07-14 |
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Slutty sissy styles my wife should force me to wear in public
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20 |
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2023-07-14 |
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Sissy Summer Captions
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16 |
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2023-07-14 |
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Vintage Buestenhalter fuer eine Sissy
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26 |
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2023-07-14 |
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Gute Buestenhalter fur brave Sissys
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Klassische Miederbuestenhalter fuer Sissys
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4 |
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2023-07-14 |
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Eine brave Sissy traegt auch die "richtigen" Buestenhalter
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SMOKING GIRLS SISSY ADVICE
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21 |
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2023-07-14 |
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smoking women who love sissys.
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SOLO SISSY CAPTIONS
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33 |
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2023-07-14 |
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SISSY CONFESSIONS
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But Grandpappy, I Don't Want To Be Your Sissy Bitch!
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24 |
|
2023-07-14 |
|
Grandpa promised he wouldn’t tell anyone about how he made me dress up like a little girl and suck his… For more perverted fun like this check out my sissy humiliation e-books at www.lulu.com/spotlight/candy_runt
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Make Me Beg to Suck Your Cock Like Only a Sissy Bitch Can!
|
24 |
|
2023-07-14 |
|
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
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Ashley bieber slut expose got her bother Kik sissyboy586
|
45 |
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2023-07-14 |
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Ashley bieber slut kik her brother expose her kik sissyboy586
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48 |
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2023-07-14 |
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Sissy Wrapped
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4 |
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2023-07-14 |
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unwrap me
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A collection of Tasty Trashy Trannies sucking on my cock
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53 |
|
2023-07-14 |
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Different sissy sluts gobbling on my engorged cock.nEnjoy fapping to them
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alyssaavalon captioned by request want to be spread around
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7 |
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2023-07-14 |
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alyssaavalon a sissy to use for your pleasure
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Early Sissy Me
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14 |
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2023-07-14 |
|
My first go at dressing like a sissy. Hadn’t considered my clitty and body needed a good shaving yet! Still finding more old pics to post up, so let me know if you would like to see more!
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exposed_for_you slave exposure photoshoot shaved sissy fun
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30 |
|
2023-07-14 |
|
exposed_for_you shaved and exposed in hot poses, submissive, slave waiting for cocks or strapons. Camming can be difficult to time and time zones get in the way but most instructions can be followed and your wishes satisfied through pictures, just ask...
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Happy Fishnet Friday
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4 |
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2023-07-14 |
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Sissy, Chastity, Cock
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Wonderful Teen Sissy
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8 |
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2023-07-14 |
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femdom sissy chastity vol 118
|
49 |
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2023-07-14 |
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Sissy Cheerleader Mouth Spreader
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13 |
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2023-07-13 |
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Mrs. Crenshaw trains a laundry sissy
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1 |
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2023-07-13 |
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Mrs Crenshaw uses sissification to make her laundry boy more compliant. Credit to the brilliant fetish artist Hopkings, picture 281, for inspiring this caption.
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Slutty Sissy Cheerleader
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10 |
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2023-07-13 |
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Sissy Slut University: Fall Semester
|
26 |
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2023-07-13 |
|
Part 1 of a three part story telling a story about Sissy Slut University inspired by many other great captioners!! Check out waggerjob, marfisa, and feminyze_captions if you like this story ;)
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Don't Make Me Suck That, I'm A Man - Sissy Captions
|
24 |
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2023-07-13 |
|
Please visit my online bookstore for my full-length (over 100 pages each) forced feminization and sissy humiliation stories. Visit www.lulu.com/spotlight/candy_runt
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My Sissy Caption Gifs - 2
|
50 |
|
2023-07-13 |
|
I loved the feedback everyone gave. Here's another set of captions for sissies to goon to. Let me know any feedback or kinks to add, happy fapping sluts.
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SissyGirlBella
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16 |
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2023-07-13 |
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Femboy/Sissy Hentai Captions 1
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8 |
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2023-07-13 |
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Grindr Sissy Gif Captions 3
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17 |
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2023-07-13 |
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Sissyfication
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61 |
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2023-07-13 |
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Sissy Slut Mayhem 1
|
20 |
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2023-07-13 |
|
First of a series I'm making getting AI to create some sexy sissy sluts. Pink pink pink. ;-)
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SUBMISSIVE SISSY CUCKOLD 20
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50 |
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2023-07-13 |
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(#4) gay/sissy mind-control captions
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6 |
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2023-07-13 |
|
I do not own any of the images. I do not condone violence, acts depicted are purely fantasyn n(DM me for commissions.)
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My Sissy Caption Gifs - 1
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24 |
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2023-07-12 |
|
I've been thinking about making captions for awhile; here's my first attempt. They should be perfect for sissy sluts gooning to big fat cocks. Let me know what you think, love to get feedback.
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Twisted Sissy Captions - Vol 2
|
12 |
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2023-07-12 |
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My original Sissy caps. Tell me if you want more ;)
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Sissy Cuckold Stories 16
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312 |
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2023-07-12 |
|
The degradation, humiliation and teasing of the feminized sissy cuckold by wives and other significant women in it's life.
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Shiri--Pale, Cute, Naked, Vulnerable Redhead Sissy Gurl!
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12 |
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2023-07-12 |
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My favorite sissy captions
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22 |
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2023-07-12 |
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susan_cd on Imagefap
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24 |
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2023-07-12 |
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This is what happens to sissy sluts that tease me and beg NOT to be exposed. One too many face pics will get my attention quickly.
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Sissy Asian Captions ~🎔LeanneLust🎔~ 3
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10 |
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2023-07-12 |
|
Found some of my old captions, really glad to be able to share them again. Sissify all asians
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Sissie-cuck Affirmations 3
|
55 |
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2023-07-12 |
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Affirmations for facing the challenges of being a fully devoted sissy-cuckold.
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Yummy Bras 14
|
50 |
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2023-07-12 |
|
Yummy bra images, with gentle sissy-cuck messaging. Nothing persuades a submissive guy to embrace femininity and chastity like an alpha female wearing a delicious bra.
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Sissy cheerleader
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8 |
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2023-07-12 |
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Captions Vol 2.22 (Sissy, Cuckold, femdom, Bisexual)
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16 |
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2023-07-12 |
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feminization art, sissy, femboi,cd 7
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48 |
|
2023-07-11 |
|
I like to see artistic expression, and the representation of desires and fantasies. I continue my collection for those who appreciate C.D. sissy chastity. I wish you a nice day
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How I desperately need to be used...RIGHT NOW! (gifs) 5
|
19 |
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2023-07-11 |
|
Another wish series where I imagine myself being used like the sissy slut I really am.nPlease feel free to comment on how you would use my sissy holes for your own pleasure or bring some friends. ;-)
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sissy captions
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30 |
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2023-07-11 |
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Fuck Responsibly, ALWAYS Wear a Sissy!
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22 |
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2023-07-11 |
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Sissy Caption Gifs - 3 (Suck Cock Edition)
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103 |
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2023-07-11 |
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If you're here, you're no longer just "curious". You're falling down the sissy slut rabbit hole and you'll be a full-fledged slutty little sissy in no time. Get comfy sissy. Stare at your screen sissy. Listen to the porn, and picture yourself in it....
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Suson Fetish 21
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240 |
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2023-07-11 |
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suson sissy nappy diaper abdl fetish pee plastic plasticpanty panty submissive ageplay regression pvc leather latex rubber piss adultbaby ab smooth slippery satin maid
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Sissy Lana
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231 |
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2023-07-11 |
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SnowbunnyNative from Saskatoon, Saskatchewan with PumpkinButt / HoneyButt. Follow her on Twitter Sissycaged13
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Girly and sissy stuff I like
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970 |
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2023-07-11 |
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Sissy/Trans Brothers 'n Sisters Captions #1
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22 |
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2023-07-11 |
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Sîblinglove is one of the hottest things, right? And it gets turned up to 11 when there are sissies and feminization involved. Leave many yummy comments and let me know if I should do more!
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Red Sissy Locked
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4 |
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2023-07-11 |
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No Fun Zone
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Sissy Stuff 17
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101 |
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2023-07-10 |
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Epically ruined sissy comic
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3 |
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2023-07-10 |
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A brief but oh so sexy comic from @DeprivedArt on twitter. The beautiful realisation that her desire to break her clitty has come to fruition makes me leak!
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Sissy Stuff 16
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134 |
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2023-07-10 |
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Sissy Claire, my newest Exposure slut - kik: superbored0392 -
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26 |
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2023-07-10 |
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Claire is 27 year old Sissy slut from the USA. Her discord: sissygirlclaire
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