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Femme Sissy Trance Trainer 05:37
Femme Sissy Trance Trainer
Control 06:52
Control
Cuckold Sissy Slave 13:24
Cuckold Sissy Slave
Sissy Love Games 04:02
Sissy Love Games
Cuckold Sissy Bitch 11:18
Cuckold Sissy Bitch
Sissy Slut Hypnosis 14:15
Sissy Slut Hypnosis
Sissies Wanna Go Get Some 05:30
Sissies Wanna Go Get Some
Sissy Slut One 09:08
Sissy Slut One
Sissy Affirmations 03:16
Sissy Affirmations
New World Order 09:47
New World Order
Your Sissy Goal 03:39
Your Sissy Goal
Daddys Little Sissy 09:04
Daddys Little Sissy
Sissy Scouts 01:19
Sissy Scouts
Bae Gurlz 05:29
Bae Gurlz
Trans Sissy Play-Day Guide 07:16
Trans Sissy Play-Day Guide
DeepSlutPuppy Episode 4 11:39
DeepSlutPuppy Episode 4
Sissy Panty Pervert 13:39
Sissy Panty Pervert
Converting Cucks 06:18
Converting Cucks
Broken Limp Clitty Sissy Hypno Trainer 03:54
Broken Limp Clitty Sissy Hypno Trainer
Stay Limp 03:37
Stay Limp
Beta Boy Into Feminized Sissy Slave 12:08
Beta Boy Into Feminized Sissy Slave
Welcome Home My Sissy Girl 05:44
Welcome Home My Sissy Girl
Repeat After Me Sissy - BBC Hypno 03:59
Repeat After Me Sissy - BBC Hypno
The Sissy Who Became A Real Girl: Sammi Smith 04:33
The Sissy Who Became A Real Girl: Sammi Smith
Submissive Sissy Popper Training By Iggy 10:42
Submissive Sissy Popper Training By Iggy
Black Master Duty 03:42
Black Master Duty
BlackNewWorldOrder 06:45
BlackNewWorldOrder
Pussy Free Sissy Fag Training 02:13
Pussy Free Sissy Fag Training
Surrender Yourself - A BBC PMV 13:01
Surrender Yourself - A BBC PMV
BBC Denial Therapy 08:30
BBC Denial Therapy
Becoming A Sissy 11:05
Becoming A Sissy
Daddys Little Sissy 13:50
Daddys Little Sissy
Daily BBC Conditioning 05:01
Daily BBC Conditioning
Guide To BBC Addiction 12:59
Guide To BBC Addiction
Sissy Slut Webcam Challenge 07:10
Sissy Slut Webcam Challenge
Sissy Secrets By Drogon 12:43
Sissy Secrets By Drogon
White Slaves 10:20
White Slaves
Soft And Limp Clitty Hypno 04:14
Soft And Limp Clitty Hypno
Bottom Of The Rabbit Hole - By Drogon 15:40
Bottom Of The Rabbit Hole - By Drogon
A Sissy Life Movie - You're A Horny Femboi 07:23
A Sissy Life Movie - You're A Horny Femboi
A Sissy Life Movie - Bimbo Academya 18:57
A Sissy Life Movie - Bimbo Academya
A Sissy Life Movie - The Pool Party Sluta 13:23
A Sissy Life Movie - The Pool Party Sluta
A Sissy Life Movie - Bimbo Home Cumming 07:11
A Sissy Life Movie - Bimbo Home Cumming
White Bois Only Fuck Toys Part 2 02:15
White Bois Only Fuck Toys Part 2
BBC Addiction PMV 02:59
BBC Addiction PMV
Deep Slut Puppy 4 - Britney XXX Rape Trainer Poppers Edition 11:49
Deep Slut Puppy 4 - Britney XXX Rape Trainer Poppers Edition
Sissy Caption - Daddy Will Make You Cum - Part 1 04:06
Sissy Caption - Daddy Will Make You Cum - Part 1
Censored Porn - Part 8 05:09
Censored Porn - Part 8
Daddy's Dirty Little Sissy Trainer 3 - By VonSchwartz 05:07
Daddy's Dirty Little Sissy Trainer 3 - By VonSchwartz
Next Level Sissy Challenge Part II - By Drogon 34:51
Next Level Sissy Challenge Part II - By Drogon
Strobo Hypnosis - Pissing Passion 17:52
Strobo Hypnosis - Pissing Passion
You Don't Deserve Pussy 05:18
You Don't Deserve Pussy
Shemale Anatomy 2021 Hommage Edition 03:21
Shemale Anatomy 2021 Hommage Edition
Vol 1 Of ChloeCaps 11:50
Vol 1 Of ChloeCaps
Sissy Caption Story - Estranged Uncle 10:15
Sissy Caption Story - Estranged Uncle
Tiny Sissy Clitty Affirmation 04:14
Tiny Sissy Clitty Affirmation
How I Became A Sissy - Part 2 33:22
How I Became A Sissy - Part 2
Your Wife Your Life 21:12
Your Wife Your Life
Beta Life 09:33
Beta Life
My Story I - Beginning 12:51
My Story I - Beginning
Girlfriend For The Weekend - Caption Story 16:03
Girlfriend For The Weekend - Caption Story
Gender Studies - Male To Female Transformation Caption Movie 1:07:30
Gender Studies - Male To Female Transformation Caption Movie
Sissy Captions 2 09:52
Sissy Captions 2
Fem Bitch Boy 26:38
Fem Bitch Boy
The Virus - Caption Story 17:17
The Virus - Caption Story
BBC Brain Melter - PMV 05:39
BBC Brain Melter - PMV
Becoming The Sissy I Always Wanted To Be 05:01
Becoming The Sissy I Always Wanted To Be
Good Girl By Miscon - Redux 04:53
Good Girl By Miscon - Redux
Submissive Bottom Bitch 08:39
Submissive Bottom Bitch
The Semester 23:53
The Semester
Become A Shemale Sex Slave In 5 Steps 17:40
Become A Shemale Sex Slave In 5 Steps
Goonette's Duty 09:29
Goonette's Duty
If Only Father Knew 1 03:29
If Only Father Knew 1
Censored Porn For White Boys 02:54
Censored Porn For White Boys
How To Create A Sissy 21:37
How To Create A Sissy
Only Accept Alphas 06:15
Only Accept Alphas
Anal Whore Captions 12:54
Anal Whore Captions
Anal Lover Cum Dump - Captions 16:22
Anal Lover Cum Dump - Captions
Acting Like A Slut - Caption Story 21:24
Acting Like A Slut - Caption Story
Breaking In A Sissy 43:26
Breaking In A Sissy
BNWO Hypno - Whiteboy Castration - No Captions 05:26
BNWO Hypno - Whiteboy Castration - No Captions
Combined Shorts 8 - By Kap Captions 33:33
Combined Shorts 8 - By Kap Captions
Combined Shorts 9 - By Kap Captions 28:53
Combined Shorts 9 - By Kap Captions
Combined Shorts 14 - By Kap Captions 45:18
Combined Shorts 14 - By Kap Captions
Forced Sissy Caption Story PMV 32:04
Forced Sissy Caption Story PMV
The Daddy Kink 45:29
The Daddy Kink
BBC XChange Stories - Sissy Caption Story Porn 12:11
BBC XChange Stories - Sissy Caption Story Porn
Turn Gay 2 08:29
Turn Gay 2
Your Sissy Transformation: Fall in love and get pregnant 24:56
Your Sissy Transformation: Fall in love and get pregnant
Deviens Une Vraie Sissy - French Vidéo 12:51
Deviens Une Vraie Sissy - French VidΓ©o
Sissy Is forced To Visit - Caption Story PMV 29:39
Sissy Is forced To Visit - Caption Story PMV
Limp Clitty 11:48
Limp Clitty
Alpha-Owned - By Drogon 17:46
Alpha-Owned - By Drogon
Becoming Sissy - Caption Story 16:36
Becoming Sissy - Caption Story
Crazy For Cock - Sissy Caption Story Porn 12:44
Crazy For Cock - Sissy Caption Story Porn
Becoming A Total Bimbo Cumdump 08:26
Becoming A Total Bimbo Cumdump
23 Intentions 06:35
23 Intentions
Be A Slut For Him 07:46
Be A Slut For Him
Be Better Sissy By Drogon 22:47
Be Better Sissy By Drogon
A Kind Word For Sissies - PMV 15:36
A Kind Word For Sissies - PMV
The Long Turn - Sissy Caption Story Porn 46:26
The Long Turn - Sissy Caption Story Porn
BNWO Training 30:53
BNWO Training
A Kind Word To Strong Boys 12:20
A Kind Word To Strong Boys
Beta Cuckold Transformation - Caption Story PMV 07:08
Beta Cuckold Transformation - Caption Story PMV
Kneel At The Altar Of Big Black Alpha Cock 19:20
Kneel At The Altar Of Big Black Alpha Cock
Sissies Love Men In Positions Of Power 1:07:57
Sissies Love Men In Positions Of Power
A Loving Cuckold Story Part 2 26:09
A Loving Cuckold Story Part 2
Asshole And Orgasm Worship-Training IV 08:55
Asshole And Orgasm Worship-Training IV
Bullied By BBC Forever 2 - A Sissy Caption Story 13:23
Bullied By BBC Forever 2 - A Sissy Caption Story
Let Him Feed You 09:29
Let Him Feed You
His BBC Is Mine 11:54
His BBC Is Mine
Your Friend's Story (Voiced Gender Swap Caption) 11:13
Your Friend's Story (Voiced Gender Swap Caption)
Undercover Sissy - Sissy Caption Story Porn 41:39
Undercover Sissy - Sissy Caption Story Porn
Your Sissy Awakening 23:34
Your Sissy Awakening
Censored Porn Training 08:19
Censored Porn Training
Just Another Day As My Roommates Cockslut 09:26
Just Another Day As My Roommates Cockslut
How To Escape Chastity 05:18
How To Escape Chastity
Sissy Caption Story - The Sissyfication 11:35
Sissy Caption Story - The Sissyfication
My Friend Is A Bully 05:59
My Friend Is A Bully
His Wife For The Night 09:57
His Wife For The Night
Bimbo World By Drogon 30:04
Bimbo World By Drogon
Whitebois Stay Pussy Free 02:06
Whitebois Stay Pussy Free
Blacked QoS Hentai Premature Ejaculation Training - Level 4 05:38
Blacked QoS Hentai Premature Ejaculation Training - Level 4
Corporate Surrender - Gender Swap Caption 16:11
Corporate Surrender - Gender Swap Caption
Boyfriend To E-Girl - Sissy Caption Story 26:28
Boyfriend To E-Girl - Sissy Caption Story
Daddy's Pet Poppers Trainer - By PrincessDix 39:44
Daddy's Pet Poppers Trainer - By PrincessDix
His DDLG Fantasy - Sublimehypno 10:21
His DDLG Fantasy - Sublimehypno
Summer Time Slut Time 14:08
Summer Time Slut Time
Sissy Motivation Instructions - French 07:24
Sissy Motivation Instructions - French
Instructions Pour Sissy En Français 1 Eva Banana 07:15
Instructions Pour Sissy En FranΓ§ais 1 Eva Banana
The Frat Slut - Sissy Caption Story 58:57
The Frat Slut - Sissy Caption Story
Whitefag BBC Tales - BBC Hostel 18:56
Whitefag BBC Tales - BBC Hostel
Let Him Enjoy You 09:05
Let Him Enjoy You
I'm A Whore 08:32
I'm A Whore
Wife's New Job - A Cuckold Caption Story 19:30
Wife's New Job - A Cuckold Caption Story
Attention Whore By Drogon 11:16
Attention Whore By Drogon
Prejac Sissy Training 06:21
Prejac Sissy Training
Sissy Forced To Gangbang - Caption Story PMV 25:01
Sissy Forced To Gangbang - Caption Story PMV
Locked Sissy Affirmation - Poppers Edition 08:59
Locked Sissy Affirmation - Poppers Edition
White Boy University - Lesson 1 - Pussy-Free Edit For Sissies 07:19
White Boy University - Lesson 1 - Pussy-Free Edit For Sissies
Live Your Life As A Slut 05:06
Live Your Life As A Slut
Beta Therapy 19:17
Beta Therapy
Mommy And Daddy 42:39
Mommy And Daddy
The Live Of A Sissy - 2 08:37
The Live Of A Sissy - 2
Carlos Now Carla Making Partner - Gender Swap Story 28:41
Carlos Now Carla Making Partner - Gender Swap Story
Are You Sure You're Straight 09:59
Are You Sure You're Straight
The Cuckold Story 04:46
The Cuckold Story
Sissy Affirmations 3 - By Sissy Chanelle 04:37
Sissy Affirmations 3 - By Sissy Chanelle
Pimped Out 2 - By Drogon 23:23
Pimped Out 2 - By Drogon
Breaking A Sissy 05:38
Breaking A Sissy
Ways For White Bois 2 12:12
Ways For White Bois 2
Just Keep Watching - BBC Loving Sissy Encouragement 08:55
Just Keep Watching - BBC Loving Sissy Encouragement
Submit 2 Lady Pimp 04:42
Submit 2 Lady Pimp
Grow Your Breasts 35:24
Grow Your Breasts
Brothers Friend - BBstories 08:49
Brothers Friend - BBstories
Faggot Feelings - Caption Story 11:50
Faggot Feelings - Caption Story
A Kind Word For Sissies 2 22:59
A Kind Word For Sissies 2
Brat - An X-Change Caption Story 11:59
Brat - An X-Change Caption Story
Christmas Gifts - Sissy Caption Story 16:21
Christmas Gifts - Sissy Caption Story
Brat - An X-Change Story - With Voice Over 11:59
Brat - An X-Change Story - With Voice Over
Stepbro Shows Sissy Their Purpose - Sissy Caption Story 10:23
Stepbro Shows Sissy Their Purpose - Sissy Caption Story
Porn Addicted Sissy - PMV Edit 06:30
Porn Addicted Sissy - PMV Edit
Hypnosister - The Prank - Trans Edition 11:43
Hypnosister - The Prank - Trans Edition
Teasing My Good Girl - PMV Sissyfication Edit 07:42
Teasing My Good Girl - PMV Sissyfication Edit
True Nature - BBC Sissy Caption Story 11:46
True Nature - BBC Sissy Caption Story
Sissy Maid - BBC Caption Story 23:09
Sissy Maid - BBC Caption Story
French Sissy Motivation - Eva Banana 07:52
French Sissy Motivation - Eva Banana
Sons Secret Desires 17:22
Sons Secret Desires
Piss Whore 1 12:35
Piss Whore 1
The Bully Kink 50:48
The Bully Kink
Hypnosister - The Bet 15:39
Hypnosister - The Bet
Hypnosister - The Rabbit Hole 13:24
Hypnosister - The Rabbit Hole
Sissy Safe Beta Training 13:05
Sissy Safe Beta Training
Sissy Caption Story - The Cuckold Tunnel 06:23
Sissy Caption Story - The Cuckold Tunnel
The Big Black Cock - Sissy Caption Story 07:58
The Big Black Cock - Sissy Caption Story
Mommy Issues Part 1 - By SissysubFL 27:18
Mommy Issues Part 1 - By SissysubFL
Femme Slut Programming - Episode 2 Of 8 03:27
Femme Slut Programming - Episode 2 Of 8
Jia - Chapter 2 12:40
Jia - Chapter 2
Hypnosister - Locked Up 12:28
Hypnosister - Locked Up
Hypnosister - Camslut 15:56
Hypnosister - Camslut
My Sissy Thoughts 08:17
My Sissy Thoughts
Grindr Date Night - A Sissy Caption Movie By Sublimehypno 15:34
Grindr Date Night - A Sissy Caption Movie By Sublimehypno
Permanent Chastity For Sissies 04:45
Permanent Chastity For Sissies
Daddy Issues 3 - The Broken Toy 17:29
Daddy Issues 3 - The Broken Toy
Sissy Whiteboi Slave For BBC 24:01
Sissy Whiteboi Slave For BBC
Breeding Program - Sissy Caption Story 08:40
Breeding Program - Sissy Caption Story
Stay Limp For BBC 07:40
Stay Limp For BBC
Whiteboy Education - BNWO Reducation Therapy For Losers 08:53
Whiteboy Education - BNWO Reducation Therapy For Losers
Femboy Fun - WBU 45:17
Femboy Fun - WBU
I Woke Up In A Womans Body 07:30
I Woke Up In A Womans Body
Sissy Demise 2 - First Part 15:38
Sissy Demise 2 - First Part
Sissy  Cumslut Demise 3 14:01
Sissy Cumslut Demise 3
Attract Men By Drogon 21:48
Attract Men By Drogon
Relapse Poppers Hypno 17:26
Relapse Poppers Hypno
Sissy Pregnancy 16:51
Sissy Pregnancy
Piss Whore 2 1:16:31
Piss Whore 2
Gender Swap For BBC - Sissy Caption Story 09:35
Gender Swap For BBC - Sissy Caption Story
The Black Race Has Won 16:06
The Black Race Has Won
Hypnosister - The Anniversary 19:37
Hypnosister - The Anniversary
WBU Castration 06:57
WBU Castration
Piss Whore 3 1:14:06
Piss Whore 3
Virgin Whiteboy Manifesto 40:59
Virgin Whiteboy Manifesto
Swallow Everything PMV 05:41
Swallow Everything PMV
No Dont Think About Cock 10:38
No Dont Think About Cock
Sissy Slave Captions 10:30
Sissy Slave Captions
Your True Self 21:27
Your True Self
Sissy Dreams - Hitchhiker Part 2 24:41
Sissy Dreams - Hitchhiker Part 2
The Perfect Cock 25:52
The Perfect Cock
Dear Diary By SissyPsychology 04:20
Dear Diary By SissyPsychology
Sissy Caption Compilation 18:41
Sissy Caption Compilation
Sissy Story Quarantined With Black Friend 17:04
Sissy Story Quarantined With Black Friend
Small Is Not A Curse 08:30
Small Is Not A Curse
Your Wifes Secret 12:38
Your Wifes Secret
Daddy Loves Me - By SissyPsychology 04:17
Daddy Loves Me - By SissyPsychology
Big Black Cocks And Clitties Locked - Censored PMV For Sissies 03:30
Big Black Cocks And Clitties Locked - Censored PMV For Sissies
Femboy College - Lesson 1 31:16
Femboy College - Lesson 1
Found Footage - Sissy Story 07:42
Found Footage - Sissy Story
Confronting Your Bully - Sissy Caption Movie 16:51
Confronting Your Bully - Sissy Caption Movie
Captured And Trained - Sissy Caption Story - Part 2 38:55
Captured And Trained - Sissy Caption Story - Part 2
Censored JOI For Foot Lovers 07:15
Censored JOI For Foot Lovers
Hottest Sissy Caption Compilation 10:57
Hottest Sissy Caption Compilation
Sissy Clitty And Hole Training 06:12
Sissy Clitty And Hole Training
Your Hero - Sissy Caption Story 15:02
Your Hero - Sissy Caption Story
Goon Limp Cult BNWO Propaganda 2 05:21
Goon Limp Cult BNWO Propaganda 2
Hello Whiteboy - Russian - English Subtitles 05:47
Hello Whiteboy - Russian - English Subtitles

Sissy Captions 2

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  • (209)
  • 09:52
  • 90823
  • 2022-03-26 00:56:48
So many people loved the first one, so here’s another! Sit back, relax and goon out sissy.

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