Gallery Name |
Images |
Quality |
Added |
Shiny Green Shirt
|
285 |
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2025-08-09 |
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Sissy Julie Allison Dress: Silver Tube Dress
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34 |
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2025-08-09 |
Sissy Julie Allison Dress: Silver Tube Dress
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Sissy Sarah Simone ~ Slut for Life
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1 |
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2025-08-09 |
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Sissy Slut Sarah Simone - Exposure GIFS
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9 |
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2025-08-09 |
GIFs exposing Sissy Sarah Simone as a nasty slut. Download and repost.
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Chubby BUBBLE BUTT Sissy Strips Naked In PUBLIC BATHROOM
|
77 |
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2025-08-09 |
If I get enough captions, tributes and especially cum tributes from these pics I Will go back to this bathroom again with the door open and a blindfold!
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Top 40 CUM Dripping SPUNK Spewing SPERM Doning Cocks
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45 |
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2025-08-09 |
Top 40 sperm doners
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Flat chastity sissy slut showing off and plapping (Tillie Rose)
|
17 |
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2025-08-09 |
Finally got a flat cage! It’s also an inverted! Hope you horny babes enjoy! Please share, caption, tribute, and let me know what you think! Dm me for requests
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Sissy Crossdresser
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22 |
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2025-08-08 |
Sissy slag posing
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Subby BF get Sodomized by Sadistic Bull - sissy captions
|
24 |
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2025-08-08 |
If you enjoy the idea of entitled and effeminate white boi's forced to serve their new black masters in the most humiliating manner, then check my full length e-books at the online publishers at www.lulu.com/spotlight/candy_runt
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mistersquishybottom
|
28 |
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2025-08-08 |
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Sissy Captions 74
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40 |
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2025-08-08 |
Sissy Captions
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Pretty Yellow Nightie
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21 |
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2025-08-08 |
Loving masturbation in this vintage ebay find - both with big bra and falsies and without. PLEASE REPOST
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Mommy and my Bully 7
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15 |
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2025-08-08 |
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Gallery_215_My_body_and_cock_foreskin
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3 |
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2025-08-08 |
Pictures of me, please comment
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Leotard, tights and asspussy
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17 |
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2025-08-08 |
posing in my sexy leotard and tights, spreading my asspussy a little too! I love wearing leotards and bodystockings.
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Aline Travestie (807)
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20 |
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2025-08-08 |
Aline travestie en lingerie et en cage
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Fresh diapers
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15 |
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2025-08-08 |
Hairless and I prayed for the first time
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Challange from Ani_love "fisting"
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12 |
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2025-08-07 |
IT was hard but worth it
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Re-upload :)
|
5 |
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2025-08-07 |
Starting to think about cock again ????
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Paris CD closeup soft cock in red lace body and summer dress
|
7 |
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2025-08-07 |
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Sissy Piggy
|
8 |
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2025-08-07 |
Me in my new sissy piggy outfit... craving to worship at the feet of superior femme peoplennnPlease leave dirty comments
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My Feminist Boss 20
|
24 |
|
2025-08-07 |
I've had a few alpha female bosses in my career, beginning with my first job. In every case, the woman, no matter how qualified, found it necessary to prove themselves, sometimes at my expense. I can put up an act about being alpha, but after a while,...
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Challange from jimy80
|
13 |
|
2025-08-07 |
"I want you to paint a target around your boy cunt like I did here and spread your asshole open wide... Then fuck your ass with a banana or a cucumber as I do in my pics ;)"nSo i did...more please
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Show off
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6 |
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2025-08-07 |
I was preparing for a challange and i love to show my body Challange me
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Seren new caps 343
|
12 |
|
2025-08-07 |
APRIL 2023. I have started to post a new set of captions, created almost entirely on smartphone, using face, photography and text apps. All the 'base' pics are from legal sites/sources (18 plus). The face swaps are either celebs/pornstars from readily...
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Challange from Lucydd "handsfree cumming"
|
32 |
|
2025-08-07 |
I got a challange from Lucydd like that, quote:"I would love to see a you in lingerie cumming "hands free" only from a toy of your choice" I did it and enjoyed sooooo much! I want more
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Exposing Sissy Slut Sarah Simone (PT 6)
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2 |
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2025-08-07 |
Download and share everywhere!
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Sissy GIFs 3
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15 |
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2025-08-07 |
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Mistress Sissy Caption 25
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43 |
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2025-08-06 |
Mistress Sissy Caption
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Ass and clitty 11
|
5 |
|
2025-08-06 |
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BEST Of Chubby BUBBLE BUTT Femboy 1
|
29 |
|
2025-08-06 |
These are my favourite pics of just my BIG PHAT BOOTY (no crossdressing)nnPlease SHARE, TRIBUTE, CAPTION, FAVOURITE
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EXPOSING SISSY SLUT SARAH SIMONE (PT 5)
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3 |
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2025-08-06 |
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EXPOSING SISSY SLUT SARAH SIMONE (PT 4)
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5 |
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2025-08-06 |
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Challange from MastWat
|
20 |
|
2025-08-06 |
I got a challange from MastWat to use some vegetables for insertion, i chose a big potato and an apple.I enjoyed this so much i love inserting things in my bum, Iwait for the next challange
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Femdom Captions 76
|
4 |
|
2025-08-06 |
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Diaper Captions 180
|
4 |
|
2025-08-06 |
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|
|
sissy cuck exposure
|
9 |
|
2025-08-06 |
I’m exposing myself in this pathetic album, dressed in my wife’s skimpy lingerie, crawling on all fours with my ass up and face down in shame. My tiny cock and spread asshole are on full display, humiliating myself for all to see.
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Sara Dream Sissy 16
|
17 |
|
2025-08-06 |
Hello !!!
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A few from my galleries
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17 |
|
2025-08-06 |
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Sissy new toys
|
9 |
|
2025-08-05 |
how many days should i spend in chastity?
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|
|
Advanced Cuck Ideas
|
24 |
|
2025-08-05 |
Here are som more
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Cheerleader Caption of Sissy slut Roberta
|
1 |
|
2025-08-05 |
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|
|
Here's some; finally uploaded, of me
|
10 |
|
2025-08-05 |
I want to explain at least, why I've uploaded essentially a bunch of dick-pics.. I don't show "more" of this body because admittedly, I AM nervous about exposure etc. Possibly a day will come when there'll be "no fucks given", but for now.... I like to...
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My cock, part 2
|
6 |
|
2025-08-05 |
Like my cock?nCheck my profile and challange me
|
|
|
collection of sissy, femboys, trans. Part 30
|
12 |
|
2025-08-05 |
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More Sissy Slut Marty
|
2 |
|
2025-08-05 |
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Cuckold Life Twenty Two
|
23 |
|
2025-08-05 |
Enjoy another day in cuckoldery
|
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Sissy Charlotte 3
|
14 |
|
2025-08-05 |
Sissyycharlotte
|
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EXPOSING SISSY SLUT SARAH SIMONE
|
5 |
|
2025-08-05 |
EXPOSURE GIFS OF SISSY SLUT SARAH SIMONE. UP CLOSE AND PERSONAL FOR MAXIMUM EXPOSURE ONLINE.
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JoannaB4 - Genuine Member
|
22 |
|
2025-08-05 |
JoannaB4 - Genuine Member, Please Leave Some Nice Comments - For more Pictures Visit - JoannaB4
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|
Its Okay: Bully Edition
|
17 |
|
2025-08-05 |
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Daughters and Mothers In Control 54
|
24 |
|
2025-08-05 |
All pictures are intended to comply with Image Fap rules and regulations. All images are believed to be of legal age participants. All images used were gathered from other existing Image Fap galleries. These are the empowered women we know, Mothers who...
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|
|
Caption Faggot
|
7 |
|
2025-08-05 |
Gif Fagg
|
|
|
collection of sissy, femboys, trans. Part 29
|
13 |
|
2025-08-05 |
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|
Challange from Sissy_Scarlett
|
9 |
|
2025-08-05 |
I got a challange from Sissy_Scarlett to try to blow my cock and cum on my face.I did it but wasn't able to cum.I will try again soonnMessage me for more challanges
|
|
|
Sissy with his tail
|
11 |
|
2025-08-05 |
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|
|
Sissy Cindi's Cum Dump Diary
|
36 |
|
2025-08-04 |
Sissy Cindi isn't gay and has no interest in sucking cocks. Her Mistress mother orders an Ultimate Virtual Reality Sissy Brainwashing kit to turn her son into a perfect fuck toy.
|
|
|
Sissy Captions Roommate 2
|
40 |
|
2025-08-04 |
Sissy Captions
|
|
|
Daniela.Viterbo the italian faggot - full exposed
|
34 |
|
2025-08-04 |
Daniela.Viterbo the italian faggot - Instagram danieladaviterbo - erome.com/a/Lg6NxnlE - chatta.it/community/daniela.viterbo/default.aspx
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|
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My Big Cock in Panties to Caption and Fake
|
37 |
|
2025-08-04 |
My Big Cock in Panties to Caption and Fake
|
|
|
The Sissy ID CARD
|
68 |
|
2025-08-04 |
Sissy ID CARD with personal info - Sissy full exposed
|
|
|
Captions Sissy, Cuckold, Ballbusting, Domination 65
|
21 |
|
2025-08-04 |
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, like fix a typo. I hope you enjoy them; they are in this file it is because I did!
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|
|
Gallery_214_My_back_butt_and_balls
|
4 |
|
2025-08-04 |
Pictures of me, please comment
|
|
|
Wie eine Prostituierte im Rotlichtviertel
|
17 |
|
2025-08-04 |
Me as Sissywhore Monique in the redlight discrict of nuremberg, germany
|
|
|
Office Hours
|
20 |
|
2025-08-04 |
|
|
|
Costume Party 2
|
43 |
|
2025-08-04 |
|
|
|
Mommy and my Bully Text
|
9 |
|
2025-08-04 |
|
|
|
CD - Trans - Shemale - Mixture - 12
|
30 |
|
2025-08-04 |
Mixed Gallery - Please Leave Some Nice Comments
|
|
|
sissy pantied toenails in skirt and heels
|
20 |
|
2025-08-04 |
Love painting my sissy girly toes. Always makes my skirted panty clitty hard when I gently lift my skirt
|
|
|
Tribute fĂ¼r Jacqueline - DANKE THANKS - I love it
|
40 |
|
2025-08-04 |
Ich liebe es besamt zu werden, am liebsten natĂ¼rlich real und live. Aber da einige von euch weiter weg wohnen oder gar aus anderen Ländern stammen gibt es die Möglichkeit mir so eure Geilheit zu beweisen. Ich liebe es euer Wichsobjekt zu sein, gern...
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|
|
Assorted Sluts 43
|
48 |
|
2025-08-04 |
Photo dump of assorted sluts. Tasty teens, big titty fuck meat, and limp clit sissy sluts. Rate and comment your favorites.
|
|
|
My Boyfriend is My Pet
|
43 |
|
2025-08-04 |
Who wants to become the pet to a feminizing dominant girlfriend!! (the missing pic 4 was a dupe, the whole series is intact)
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|
|
Black tights for my new Daddy
|
7 |
|
2025-08-03 |
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|
|
Sissies in Bondage GIFs 5
|
15 |
|
2025-08-03 |
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|
|
Sissymaid Shaunte
|
19 |
|
2025-08-03 |
Sissymaid Shaunte all dressed up and ready to serve
|
|
|
Babydoll Frolic
|
20 |
|
2025-08-03 |
Delighting in a recent acquisition. PLEASE REPOST
|
|
|
Sissy Captions 73
|
48 |
|
2025-08-03 |
Sissy Captions
|
|
|
BONUS SET: EMI'S MYSTIC SUBCLASSES (emphasis on sub...)
|
12 |
|
2025-08-03 |
hey all!! emi here with a (very nerdy) lil bonus set to celebrate the anniversary of bg3...! i'm a big dnd fan, so i thought it'd be fun to come up with subclasses for all the main classes packed full of all the subby little fetishes i can think of!...
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|
|
collection of sissy, femboys, trans. Part 28
|
7 |
|
2025-08-03 |
|
|
|
My feminization (1): My sister and her boyfriend
|
24 |
|
2025-08-03 |
My feminization was a long and arduous process. Looking back, it wasn't always easy, but I think it was almost always fun. This is the first in a series of galleries telling my story. Today, I'm going to talk about my sister's (and her boyfriend's)...
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|
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Top 40 Sissy Cocks
|
40 |
|
2025-08-03 |
Sexy Sissy cocks in panties and nylon
|
|
|
Aline Travestie (806)
|
20 |
|
2025-08-03 |
Aline travestie en lingerie
|
|
|
Lavender Sissy Dress
|
9 |
|
2025-08-02 |
Posing in my Lavender Sissy Dress
|
|
|
Sissysick is daddyGs cum slut
|
19 |
|
2025-08-02 |
DaddyG sent Sissysick another sissy outfit. So sexy Sissysick loves the white. And DaddyG wanted to be served so cumslut Sissysick obedient to the end served up strawberry cupcakes and my cock
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|
|
Sissysick is daddyGs cum slut
|
23 |
|
2025-08-02 |
DaddyG is so demanding it wasn't good enough that Sissysick dressing for him and being a service maid . Sissysick had to put it all on a platter for DaddyG only to be shamed. Sissysick trys so hard to please daddyg
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|
|
Do You like my new tattoos?
|
40 |
|
2025-08-02 |
feeling hot
|
|
|
Advanced Cuck Ideas
|
24 |
|
2025-08-02 |
Hope you like
|
|
|
Sissy having fun with tail buttplug
|
7 |
|
2025-08-02 |
Sissy having fun outdoors with her tail buttplug. Tributes wanted
|
|
|
Clothing ill destroy my femboy in!
|
19 |
|
2025-08-02 |
He'll definitely look cute
|
|
|
Black High Heels
|
120 |
|
2025-08-02 |
|
|
|
Feet Mix #1
|
20 |
|
2025-08-02 |
First gallery of a mix of feet that get me pumping. I'm obsessed with soles so the series will primarily be sole focused.
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|
|
Tiny Chastity Clitties
|
18 |
|
2025-08-02 |
Tiny caged clitties for humiliation
|
|
|
Emma-Michelle your cum loving sissy
|
15 |
|
2025-08-02 |
Emma-Michelle would love to hear your thoughts about her.
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|
|
My edit - 29.07.25
|
15 |
|
2025-08-02 |
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Sissy bound
|
5 |
|
2025-08-02 |
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|
BBC Mommy Captions - 9
|
20 |
|
2025-08-02 |
more bully/cuckold interracial mom - son captions, featuring a fewer longer than usual story-like scenario caps, some open-ended
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|
|
Cumming out for fun
|
49 |
|
2025-08-02 |
Despite having coming out years ago, I've waited quite a while to post this gallery. Do you think I'm pretty? Comments welcome.
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|
|
Pantyhose and Tights Caption Truths
|
24 |
|
2025-08-02 |
Just some quick hitters that are personally true for me regarding pantyhose and tights in today’s modern society. Is this the post pantyhose era or is this the pantyhose renaissance? I choose to believe it is the later.
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Dominant Woman Humiliate Submissive Sissy Bitches
|
24 |
|
2025-08-01 |
If, like me, you’re fascinated by the themes of forced feminization and sissy humiliation, you could do a lot worse than check out my seven full-length stories on these very subjects! They cost the same as a fancy coffee and are available,...
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|
|
Costume Party 1
|
172 |
|
2025-08-01 |
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Brittany Seedy
|
20 |
|
2025-08-01 |
Brittany Seedy
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|
Babysitters and Cuckoldsitters in Control 25
|
24 |
|
2025-08-01 |
nBabysitter; 1. A person engaged to care for one or more children in the temporary absence of parents or guardians. 2. A person who cares for or watches over someone or something that needs attention or guidance. You won't be getting guidance here; you...
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More Vintage Lingerie Frolic
|
29 |
|
2025-08-01 |
Some recent delights. PLEASE REPOST
|
|
|
Sissy Julie Allison Swimwear: Silver Slingshot Monokini
|
32 |
|
2025-08-01 |
Sissy Julie Allison Swimwear: Silver Slingshot Monokini Bikini
|
|
|
sissy school had a fun time
|
56 |
|
2025-07-31 |
my sissy school girl pussy before and after being used by a man i met in the pubic loo and stayed all nigth
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|
Sissy Sparkle Party Dress with built-in petticoat
|
14 |
|
2025-07-31 |
Posing in my Sissy Sparkle Party Dress
|
|
|
sissy accepting requets
|
5 |
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2025-07-31 |
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I like to do a footjob and crush in nylons)
|
39 |
|
2025-07-31 |
Hi, slave) Hope you enjoying my sexy body in pantyhose
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|
Dina showing her sexy body in pantyhose
|
26 |
|
2025-07-31 |
I put off my pantyhose and show my humps)
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|
GoonerAudioLabs August 2025 Gooner/Sissy/Cuckold Captions
|
26 |
|
2025-07-31 |
Join the Patreon for access to exclusive gooning audio files!
|
|
|
Sissy secretary 3
|
14 |
|
2025-07-31 |
Me as a sissy secretary
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Beta Bitch Boi's Dressed for a most Humiliating Date
|
24 |
|
2025-07-31 |
FORCED FEMINIZATION AND SISSY HUMILIATION STORIES. - - Cum celebrate the world of forced feminization and public sissy humiliation with me and my full-length e-books! Available exclusively from the Lulu online publishing house at...
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Sissy Captions 72
|
45 |
|
2025-07-31 |
Sissy Captions
|
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|
How I have to be treated
|
123 |
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2025-07-31 |
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TeasAndDenial Femdom Captions 60 (Sissy/Cuckold/Chastity)
|
12 |
|
2025-07-31 |
Yet another gallery of my original captions. Follow for more! x
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HOT GIF 1138
|
21 |
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2025-07-30 |
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Diaper Captions 179
|
7 |
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2025-07-30 |
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A dumb sissy slut outfit for working from home
|
24 |
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2025-07-30 |
The boss took pity on the dumb sissy slut and allowed me to work remotely for a week
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BlackPink Sissy
|
8 |
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2025-07-30 |
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Hot Cock 46 - cuties 2
|
52 |
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2025-07-30 |
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Sissy shyboi77 verification and new butt plug
|
2 |
|
2025-07-30 |
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SISSY GIF's - CAPTIONS - 95
|
9 |
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2025-07-30 |
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My Twisted Sissy Fantasies 85
|
18 |
|
2025-07-30 |
Enjoy my 85th caption set! Some of my captions contain dark sexual themes that scratch my fantasies and I in no way advocate or support real world violence or aim to offend anyone.
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|
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Cute Catboy Edit
|
1 |
|
2025-07-30 |
Cute femboy cat with breasts. Shaped myself with AI edit craving for cock.
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Sissy 33
|
40 |
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2025-07-29 |
Yet more feminine boys, locked, bound, collared.
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HOT GIF 1137
|
37 |
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2025-07-29 |
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Aline Travestie (805)
|
20 |
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2025-07-29 |
Aline travestie en lingerie et en cage
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|
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Sissy Girdelle with Friend
|
6 |
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2025-07-29 |
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Vicky random fat ass and little clit
|
31 |
|
2025-07-28 |
Just a few random pics of my fat sissy ass littles sissy clit and a naked, will be doing some more sets soon. please comment if you like as it really turns me on and gives me the desire to do more
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SISSY GIF's - CAPTIONS - 94
|
16 |
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2025-07-28 |
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Sissy Captions 71
|
40 |
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2025-07-28 |
Sissy Captions
|
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|
Finding my Destiny in Las Vegas
|
29 |
|
2025-07-28 |
Tired of a confusing, purposeless life, I went to Las Vegas in search of my destiny. I've always felt like a woman, but I'd never been with a man before... Could this be the right time for my first time?
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Sissy Captions 82
|
16 |
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2025-07-28 |
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Mistress Madeline's 30 days of feminization challenge Sissy mai
|
4 |
|
2025-07-28 |
A Sissy task thirty day feminization challenge that will be updated every day
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SissyAlexisMack - White School Girl
|
14 |
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2025-07-28 |
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Encouraging Bullying
|
14 |
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2025-07-28 |
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Bullied and Blackmailed betas Bitches Forced to Fuck
|
24 |
|
2025-07-28 |
ENJOY FORCED FEMINIZATION AND SISSY HUMILIATION THEMES? THEN PLEASE CHECK OUT MY FULL-LENGTH STORIES AT www.lulu.com/spotlight/candy_runt
|
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Twisted captions of Yami vol. 128
|
75 |
|
2025-07-28 |
And a ton of captions again, enjoy ya perverts!
|
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Sissy Captions 70
|
39 |
|
2025-07-27 |
Sissy Captions
|
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|
Crossdressing Fun
|
31 |
|
2025-07-27 |
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Paula-Savannah - Genuine Member
|
27 |
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2025-07-27 |
Paula-Savannah - Genuine Member - Please Leave Some Nice Comments - Visit - Paula-Savannah for more pictures
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AoA - Vile Villagers: Part 12 [Sissy, Captions, AI]
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8 |
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2025-07-27 |
Adventures of Alexa - Sissy Caption Stories. AI-Images by Lorena4u.
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ShinyMelissa in black shiny mini
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2 |
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2025-07-27 |
Sissy slut ShinyMelissa in black pvc mini
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AoA - Vile Villagers: Part 11 [Sissy, Captions, AI]
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8 |
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2025-07-27 |
Adventures of Alexa - Sissy Caption Stories. AI-Images by Lorena4u.
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Open for DMs
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2 |
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2025-07-27 |
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Sissy slut 22 Lilyrose
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27 |
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2025-07-27 |
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Animated Sissy GIF Captions 23 (Sissy Brides)
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14 |
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2025-07-27 |
Short story captions of weddings, brides, or brides-to-be in wickedly sinful situations. Thanks for reading. I hope you enjoy. Your comments and thoughts are very welcome.
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Sissy duct taped
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3 |
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2025-07-26 |
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Sissy Julie Allison Lingerie: Leopard Teddy
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25 |
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2025-07-26 |
Sissy Julie Allison Lingerie: Leopard Print Teddy
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Sissy Captions 69
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42 |
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2025-07-26 |
Sissy Captions
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