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SISSY TRAINING - CAPTIONS AND HUMILIATION
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Shemale Anatomy 03:06
Shemale Anatomy
Sissy Love Games 04:02
Sissy Love Games
Sissy Destiny 1 04:15
Sissy Destiny 1
High Gurlz 04:57
High Gurlz
Sissies Wanna Go Get Some 05:30
Sissies Wanna Go Get Some
Filthy slutty dick sucking whore! [Sissy Mantra] 03:04
Filthy slutty dick sucking whore! [Sissy Mantra]
2017 Sissy Trainer 12:59
2017 Sissy Trainer
Sissy Fuck Doll Trainer 15:14
Sissy Fuck Doll Trainer
Your True Sissy Girl Destiny 12:05
Your True Sissy Girl Destiny
Warping Your Sissy Brain 01:10
Warping Your Sissy Brain
Inception 01:32
Inception
Darkest Desires 06:06
Darkest Desires
Sissy Pink Motel 2 20:20
Sissy Pink Motel 2
Sissy Lifestyle 07:10
Sissy Lifestyle
Sissification: How To Make An Anal Slave 11:18
Sissification: How To Make An Anal Slave
Female VS Sissy 00:50
Female VS Sissy
Sissy Training 2012 12:38
Sissy Training 2012
Sissy Jasmine - Sissy Maker II 03:33
Sissy Jasmine - Sissy Maker II
Sissy Hypno Tripping Vol. 2 22:44
Sissy Hypno Tripping Vol. 2
Sissy Boi Gif Training 5 04:08
Sissy Boi Gif Training 5
DMUTP HypnoGifMashup 03:47
DMUTP HypnoGifMashup
Sissy Drop 02:25
Sissy Drop
Favorite Gifs 04:39
Favorite Gifs
Gimmi More Hypnolord Tribute 09:13
Gimmi More Hypnolord Tribute
Sex Doll 07:52
Sex Doll
You're A Sex Slave 05:57
You're A Sex Slave
Broken Limp Clitty Sissy Hypno Trainer 03:54
Broken Limp Clitty Sissy Hypno Trainer
Night Shift 12:34
Night Shift
Beta Boy Into Feminized Sissy Slave 12:08
Beta Boy Into Feminized Sissy Slave
Repeat After Me Sissy - BBC Hypno 03:59
Repeat After Me Sissy - BBC Hypno
Sissy Challenge - Pimped Out 06:32
Sissy Challenge - Pimped Out
Sissy Hookup Hypno 20:28
Sissy Hookup Hypno
Sissy Whore For Old Men (Dirty Amateur PMV) SBS VR Hypno 03:50
Sissy Whore For Old Men (Dirty Amateur PMV) SBS VR Hypno
BBC Bimbo Injection Deep Cock Hypnosis - SBS VR Hypno 06:31
BBC Bimbo Injection Deep Cock Hypnosis - SBS VR Hypno
SissyHypnoTrippin Vol6 08:16
SissyHypnoTrippin Vol6
Submit 11:44
Submit
Fuckmachine 06:37
Fuckmachine
Train Your Sissy Ass Hypno - Leyendecker Remix 04:04
Train Your Sissy Ass Hypno - Leyendecker Remix
Sissy Slut Webcam Challenge 07:10
Sissy Slut Webcam Challenge
The Sissy Cum Slut Mantra 06:18
The Sissy Cum Slut Mantra
Cute Mode Vs Slut Mode - Sissy Trainer 05:34
Cute Mode Vs Slut Mode - Sissy Trainer
Sissy Gooner Trainer - Seizure Warning 07:02
Sissy Gooner Trainer - Seizure Warning
Ultimate Sissy Test 08:36
Ultimate Sissy Test
Ultimate Sissy Test 2 12:21
Ultimate Sissy Test 2
Degrading Sissy Caption Training 03:31
Degrading Sissy Caption Training
Sissy Hypno - Fag Mind Melt 04:58
Sissy Hypno - Fag Mind Melt
Good Girls Don't Cum 03:59
Good Girls Don't Cum
Sissy Faggot Maker 04:47
Sissy Faggot Maker
Black Kings For Sissies 05:50
Black Kings For Sissies
Clitty Chastity Training - SissyBoi4Daddy 10:14
Clitty Chastity Training - SissyBoi4Daddy
Sissy Trainer 2 - By VonSchwartz 05:08
Sissy Trainer 2 - By VonSchwartz
Sissy's Love Toys Sissy Trainer 5 - VonSchwartz 04:13
Sissy's Love Toys Sissy Trainer 5 - VonSchwartz
Bareback Sissy Popper Sluts Sissy Trainer 7 - VonSchwartz 05:22
Bareback Sissy Popper Sluts Sissy Trainer 7 - VonSchwartz
From Sissy To Slut 05:55
From Sissy To Slut
Fuck Up My Mind - Sissy Chastity 02:47
Fuck Up My Mind - Sissy Chastity
Part 6 - Dick Vs Clitty 05:00
Part 6 - Dick Vs Clitty
Enslaved Sissy Poppers 15:54
Enslaved Sissy Poppers
Part 9 - Sissy Snacks 05:00
Part 9 - Sissy Snacks
Part 11 - BBC Vs Sissy Pussy 10:00
Part 11 - BBC Vs Sissy Pussy
Do You Really Wanna Be A Sissy? 05:00
Do You Really Wanna Be A Sissy?
Your First Sissy Hookup Didn't Go To Plan 03:23
Your First Sissy Hookup Didn't Go To Plan
The Sissy Journey Sissy Trainer 07:50
The Sissy Journey Sissy Trainer
Boys Boys Boys 03:21
Boys Boys Boys
Pimped Out Whiteboi 02:19
Pimped Out Whiteboi
Sissy Education - Chastity 07:28
Sissy Education - Chastity
Smack My Sissy Up - PMV 05:47
Smack My Sissy Up - PMV
Hydrogen Sissy 04:50
Hydrogen Sissy
Ultimate Sissy Hypno Deep Brainwash - HypnoBunny69 13:20
Ultimate Sissy Hypno Deep Brainwash - HypnoBunny69
Sissy Captions 07:42
Sissy Captions
Sissy Captions 2 09:52
Sissy Captions 2
Sissy Captions 3 08:37
Sissy Captions 3
Sissy Captions - Extended 25:47
Sissy Captions - Extended
Becoming The Sissy I Always Wanted To Be 05:01
Becoming The Sissy I Always Wanted To Be
Chastity Slut Poppers Trainer 15:51
Chastity Slut Poppers Trainer
Alpha To Sissy Slut - Sissy Trainer 12:33
Alpha To Sissy Slut - Sissy Trainer
Sissy challenge - Dogging 05:59
Sissy challenge - Dogging
Freak Like Me 02:52
Freak Like Me
Big Cocks And Rude Boys 07:05
Big Cocks And Rude Boys
Whiteboi To Pornstar 02:52
Whiteboi To Pornstar
Sissy Slut Training 06:22
Sissy Slut Training
Sissy Purpose 04:00
Sissy Purpose
Your Own Sweet Sissy Sex Slave 19:26
Your Own Sweet Sissy Sex Slave
Daddy Trainer - Wharlond Productions 04:56
Daddy Trainer - Wharlond Productions
Breaking In A Sissy 43:26
Breaking In A Sissy
Limp Clitty 11:48
Limp Clitty
Sissification 25:05
Sissification
23 Intentions 06:35
23 Intentions
Bimbo Sissy Hooker 05:47
Bimbo Sissy Hooker
Sissygasm Hypno 03:31
Sissygasm Hypno
Let Old Men Fuck Your Body 03:26
Let Old Men Fuck Your Body
Wicked Ones 03:00
Wicked Ones
You Know It’s Over 02:04
You Know It’s Over
MKU - Generation Sissy 06:10
MKU - Generation Sissy
Purpose Of Our Generation 02:25
Purpose Of Our Generation
Jerk Off Sissy 03:48
Jerk Off Sissy
Limp Clit Conditioning 07:26
Limp Clit Conditioning
TS Lover - By Baileyjay69 07:10
TS Lover - By Baileyjay69
Submit 2 Lady Pimp 04:42
Submit 2 Lady Pimp
Without Ego 03:17
Without Ego
Big Black Countdown 07:26
Big Black Countdown
Porn Addicted Sissy - PMV Edit 06:30
Porn Addicted Sissy - PMV Edit
Hypnosister - The Prank - Trans Edition 11:43
Hypnosister - The Prank - Trans Edition
How You Became Obsessed With BBC - Part 1 - Captions 03:12
How You Became Obsessed With BBC - Part 1 - Captions
How You Became Obsessed With BBC - Part 2 - Captions 03:11
How You Became Obsessed With BBC - Part 2 - Captions
Your Bully Came To Beat Your Ass 01:15
Your Bully Came To Beat Your Ass
My Sissy Thoughts 08:17
My Sissy Thoughts
My Trip To Sissyland 08:01
My Trip To Sissyland
Bimbo Girl 02:47
Bimbo Girl
Humiliation And Truth - Take 2 15:07
Humiliation And Truth - Take 2
Sissy Hoen - White Boi Slavery 03:13
Sissy Hoen - White Boi Slavery
Whiteboi Porn Addict - BNWO Propaganda Addiction 01:11
Whiteboi Porn Addict - BNWO Propaganda Addiction
Goon On Repeat - Good Boy 01:53
Goon On Repeat - Good Boy
Give In - Volume 1 02:32
Give In - Volume 1
Give In - Volume 2 03:30
Give In - Volume 2
Lady Pimpin 04:37
Lady Pimpin
Give In Vol 3 03:19
Give In Vol 3
Goonlimp BNWO Propaganda 03:09
Goonlimp BNWO Propaganda
WOS - No Return 09:11
WOS - No Return
Goonlimp BNWO Whiteboi Anthem 03:06
Goonlimp BNWO Whiteboi Anthem
Goonlimp - BNWO Reality For Goonlimp Whitebois 03:10
Goonlimp - BNWO Reality For Goonlimp Whitebois
Not Male 01:55
Not Male
BNWO Goonlimp Whiteboi Relapse 03:10
BNWO Goonlimp Whiteboi Relapse
Goonlimp Whitebois Transition 03:43
Goonlimp Whitebois Transition
I Love Bad Boys 05:08
I Love Bad Boys
Goonlimp For BNWO Propaganda 03:17
Goonlimp For BNWO Propaganda
Goonlimp Whiteboi Plapping 03:22
Goonlimp Whiteboi Plapping
Goonlimp Sissy BB 01:42
Goonlimp Sissy BB
Goonlimp Plapping To Propaganda 03:13
Goonlimp Plapping To Propaganda
Your New Sex Life 05:22
Your New Sex Life
Sissy Trip 15:22
Sissy Trip

Sissy Captions

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TheSissyCompany Submitted by TheSissyCompany
  • 07:42
  • 117012
  • 2022-03-23 11:13:11
What’s your favourite caption sissy? The affirming captions? The degrading ones? Well here’s a compilation of some of our captions, let us know what you think!
Tags: Captions, Compilation, Feminization, Humiliation, Cum, Pmv, Sissy Training, Trainer, Music
Categories: Captions, Cum, Feminization, Humiliation, Movies, Music/PMV
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