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Thick Loads Only 11:29
Thick Loads Only
DeepSlutPuppy Episode 1 10:00
DeepSlutPuppy Episode 1
Hot Thoughts 03:59
Hot Thoughts
Cock Hypno 09:55
Cock Hypno
Sissy Serving 05:35
Sissy Serving
Destiny 04:46
Destiny
Cum Compilation 23:07
Cum Compilation
Sissy Whore 2 15:24
Sissy Whore 2
The Last Stage 03:10
The Last Stage
I Want To Make You Suck Cock 06:44
I Want To Make You Suck Cock
Sissy Ego 03:44
Sissy Ego
Sissy Gloryhole 07:16
Sissy Gloryhole
Im Still Hot 03:54
Im Still Hot
Fap2MyEx Vol 2 05:51
Fap2MyEx Vol 2
Fap2MyEx Vol 3 09:00
Fap2MyEx Vol 3
Sissy Lovermaker 15:04
Sissy Lovermaker
Feeding Time 20:00
Feeding Time
Cum Eating Instructions 20:03
Cum Eating Instructions
Jealous Of Girls 09:14
Jealous Of Girls
Sissy Life 5 03:47
Sissy Life 5
The Finisher 10:02
The Finisher
Beg For Cock 16:02
Beg For Cock
Sissy Want To Suck 10:56
Sissy Want To Suck
The First One 03:09
The First One
Cumslut Training 14:32
Cumslut Training
A Day In The Life 10:12
A Day In The Life
I Exist For Cock 04:39
I Exist For Cock
Sissy Whore 09:34
Sissy Whore
Cock Suck Encouragement 1 08:39
Cock Suck Encouragement 1
Remember These Rules Sissy 04:08
Remember These Rules Sissy
Sleep Hypnosis 11:17
Sleep Hypnosis
Sissy Deepthroat 03:13
Sissy Deepthroat
Failed As A Male 07:39
Failed As A Male
Sissy Scouts 01:19
Sissy Scouts
Blowjob Rules For Sissies 18:58
Blowjob Rules For Sissies
Sissy Dreams 3 26:14
Sissy Dreams 3
Fap2MyEx Vol 1 05:20
Fap2MyEx Vol 1
Sissy Heartbreaker 03:54
Sissy Heartbreaker
You Want To Suck His Cock 05:59
You Want To Suck His Cock
A Cock Song For Sissies 02:42
A Cock Song For Sissies
Rebooting Your Mind 04:12
Rebooting Your Mind
YOU Are The Girl Sissy Boi 05:38
YOU Are The Girl Sissy Boi
Sissy Glory Hole Adventures 05:34
Sissy Glory Hole Adventures
Femboy Fucktoy 05:17
Femboy Fucktoy
Cocklover 1 04:26
Cocklover 1
The Feminizer - Part 1 11:52
The Feminizer - Part 1
My Cute Anal Whore 10:31
My Cute Anal Whore
Hypno Lip Service by Numberonefan 24:39
Hypno Lip Service by Numberonefan
Cock Worship 04:53
Cock Worship
Do Your Job 05:11
Do Your Job
Sissy Jasmine - Cock Slave [psychedelic hypno] 06:54
Sissy Jasmine - Cock Slave [psychedelic hypno]
I Am A Woman 09:09
I Am A Woman
Sissy Cock Trainer 08:12
Sissy Cock Trainer
Harper - Cock Worship 05:12
Harper - Cock Worship
Sissy Whore Ep1 04:48
Sissy Whore Ep1
SISSY COCK SLUT - SISSY JASMINE PMV 06:38
SISSY COCK SLUT - SISSY JASMINE PMV
Sissy Cock Sucker Trainer 03:52
Sissy Cock Sucker Trainer
Oral Pleasure - Annamalice 02:01
Oral Pleasure - Annamalice
That's My Girl 04:50
That's My Girl
Cock Worship - Mouth Stuffed 04:16
Cock Worship - Mouth Stuffed
Beta Boy Into Feminized Sissy Slave 12:08
Beta Boy Into Feminized Sissy Slave
 Deep Throat Sissy PMV 03:32
Deep Throat Sissy PMV
Naked Girls Don't Turn You On Anymore (Lesson 30) 04:52
Naked Girls Don't Turn You On Anymore (Lesson 30)
Sissy Challenge - Pimped Out 06:32
Sissy Challenge - Pimped Out
Fijación Oral Music 03:59
Fijación Oral Music
I Want To Suck Cocks 10:24
I Want To Suck Cocks
Gloryhole Cum Slut 08:11
Gloryhole Cum Slut
Sissy Slut Brainwash Hypno from Mistress HIBIKI 10:33
Sissy Slut Brainwash Hypno from Mistress HIBIKI
Perverted Meditations - Anonymous 09:06
Perverted Meditations - Anonymous
Perverted Meditations - Throat Training 1 12:46
Perverted Meditations - Throat Training 1
Sissy World 8 - An Oath To Cock 20:06
Sissy World 8 - An Oath To Cock
Sissy World 7 20:38
Sissy World 7
Sissy World 2 - Sissy Progression 18:06
Sissy World 2 - Sissy Progression
Throat Slave Love by Drogon 05:26
Throat Slave Love by Drogon
BBC Lust Curse 10:25
BBC Lust Curse
Sissy World 6 - ATM Sissy by Drogon 15:37
Sissy World 6 - ATM Sissy by Drogon
Brain Melt Hypno 07:10
Brain Melt Hypno
Sissy MENtors - By Drogon 31:46
Sissy MENtors - By Drogon
Perverted Meditations - Anonymous 2 10:00
Perverted Meditations - Anonymous 2
Stupid Dumb Airhead 27:36
Stupid Dumb Airhead
Sissy Cocksucking Hobby - By Drogon 18:32
Sissy Cocksucking Hobby - By Drogon
Perverted Meditations - Anonymous 3 11:40
Perverted Meditations - Anonymous 3
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
Sissy World 4 - Grateful Throat Whore 17:44
Sissy World 4 - Grateful Throat Whore
Let Go and Party - By Drogon 19:43
Let Go and Party - By Drogon
Your Best Friend's Bitch - AbjectBetaSchool 04:41
Your Best Friend's Bitch - AbjectBetaSchool
Next Level Sissy Challenge - By Drogon 32:13
Next Level Sissy Challenge - By Drogon
Perverted Meditations - Anonymous 4 12:29
Perverted Meditations - Anonymous 4
BBC Broken - By Drogon 27:36
BBC Broken - By Drogon
Black Owned S1E2 - Kidnapped 05:25
Black Owned S1E2 - Kidnapped
Perverted Meditations - Anonymous 5 12:25
Perverted Meditations - Anonymous 5
Perverted Meditations - Glory Hole Slut 10:52
Perverted Meditations - Glory Hole Slut
Ultimate Sissy Test 08:36
Ultimate Sissy Test
Ultimate Sissy Test 2 12:21
Ultimate Sissy Test 2
Perverted Meditations - Glory Hole Slut 2 10:52
Perverted Meditations - Glory Hole Slut 2
Submission 02:42
Submission
Sloppy BBC Sluts - SluttySissyShay 07:54
Sloppy BBC Sluts - SluttySissyShay
A BBC PMV 02:53
A BBC PMV
Hey Baby - Hypnosis Poppers Training Series 5 07:17
Hey Baby - Hypnosis Poppers Training Series 5
BBC Brainwash 07:04
BBC Brainwash
Sissy Whore Motivation 06:08
Sissy Whore Motivation
Turn Into A Cock Sucker 18:35
Turn Into A Cock Sucker
Super Cum Party I - Preparation 04:37
Super Cum Party I - Preparation
Random Turn Ons - Cock Craving Whore Sissy Hypno 08:45
Random Turn Ons - Cock Craving Whore Sissy Hypno
Perverted Meditations - Glory Hole Slut 3 10:15
Perverted Meditations - Glory Hole Slut 3
Detailed Guide To Cock Sucking - Stage 1 V1 09:44
Detailed Guide To Cock Sucking - Stage 1 V1
Sissy World 10 by Drogon 22:14
Sissy World 10 by Drogon
Baby It's Cold Outside - Gender Swap Caption 02:36
Baby It's Cold Outside - Gender Swap Caption
Swan Song - Gender Swap Caption Story 21:21
Swan Song - Gender Swap Caption Story
Sissy Dildo Training - Facefucking 05:57
Sissy Dildo Training - Facefucking
Persuaded Into A Shemale Relationship Pt.1 - By BTroy00000 09:10
Persuaded Into A Shemale Relationship Pt.1 - By BTroy00000
Persuaded Into A Shemale Relationship Pt.2 - By BTroy00000 09:56
Persuaded Into A Shemale Relationship Pt.2 - By BTroy00000
The Turn On 03:30
The Turn On
A Storm Of Dicks 09:09
A Storm Of Dicks
Reverse the Curse - Gender Swap Story - Episode 1 18:11
Reverse the Curse - Gender Swap Story - Episode 1
Gender Studies - Male To Female Transformation Caption Movie 1:07:30
Gender Studies - Male To Female Transformation Caption Movie
Your Inner Sissy 04:51
Your Inner Sissy
Sissy Captions 07:42
Sissy Captions
Sissy Caption Story - 1 Month 2 Of 2 16:20
Sissy Caption Story - 1 Month 2 Of 2
Sissy Captions 2 09:52
Sissy Captions 2
My Friend Is Clueless - Male to Female Transformation Caption 09:26
My Friend Is Clueless - Male to Female Transformation Caption
Jerk For Cock 05:09
Jerk For Cock
Sissy Captions - Extended 25:47
Sissy Captions - Extended
Sissy Maker 1 06:31
Sissy Maker 1
Season 1 - Story 3 - Hypnotized To Be My Cute Little Doggy 13:55
Season 1 - Story 3 - Hypnotized To Be My Cute Little Doggy
Sissy Alphabet 11:16
Sissy Alphabet
Sissy Caption Story - Prisoners pt 1 12:26
Sissy Caption Story - Prisoners pt 1
The Incentive - Caption Story 17:36
The Incentive - Caption Story
A Friend in Need - Sissy Caption Story 09:26
A Friend in Need - Sissy Caption Story
Sissy Caption Compilation 1 08:06
Sissy Caption Compilation 1
The Tale Of The Missing Sissies 06:41
The Tale Of The Missing Sissies
Happy Go Sexy Broken - A Tribute to Sexually Broken 04:12
Happy Go Sexy Broken - A Tribute to Sexually Broken
Extra Cash - Caption Story 11:24
Extra Cash - Caption Story
Sissy Caption Compilation 2 10:23
Sissy Caption Compilation 2
Sissy Hypno - Cock Enslavement 32:11
Sissy Hypno - Cock Enslavement
The Art Of Sucking Dick 05:41
The Art Of Sucking Dick
Sissy Caption Story - Convince Him Baby 17:26
Sissy Caption Story - Convince Him Baby
Acting Like A Slut - Caption Story 21:24
Acting Like A Slut - Caption Story
Back From School - BBC Captions Story 14:49
Back From School - BBC Captions Story
Breaking In A Sissy 43:26
Breaking In A Sissy
Help Wanted - Academy Sissy Maid 17:30
Help Wanted - Academy Sissy Maid
Forced Sissy Caption Story PMV 32:04
Forced Sissy Caption Story PMV
Stupid Drunk Dares - Sissy Caption Story Porn 09:40
Stupid Drunk Dares - Sissy Caption Story Porn
The Promotion - Sissy Caption Story Porn 25:08
The Promotion - Sissy Caption Story Porn
XChange Star - Sissy Caption Story Porn 32:57
XChange Star - Sissy Caption Story Porn
Cock Sucking JOI Hypno 05:09
Cock Sucking JOI Hypno
Sissy Captions Compilation 3 09:22
Sissy Captions Compilation 3
Divorced - Sissy Caption Story Porn 28:52
Divorced - Sissy Caption Story Porn
Becoming Sissy - Caption Story 16:36
Becoming Sissy - Caption Story
Slurp Up That Cum - You Filthy Bitch - CEI PMV 35:28
Slurp Up That Cum - You Filthy Bitch - CEI PMV
Hotel With A Friend 04:55
Hotel With A Friend
Be Better Sissy By Drogon 22:47
Be Better Sissy By Drogon
Cock Worship - Massive Dicks - Best Of 19:18
Cock Worship - Massive Dicks - Best Of
Cock Worship - Gloryhole - Best Of 11:13
Cock Worship - Gloryhole - Best Of
The Long Turn - Sissy Caption Story Porn 46:26
The Long Turn - Sissy Caption Story Porn
How I Became A Slut - YVN90 21:12
How I Became A Slut - YVN90
Cock Therapy 13:48
Cock Therapy
Sissy Caption Story - Prisoners Pt 2 10:07
Sissy Caption Story - Prisoners Pt 2
Sissy Caption Compilation 4 08:56
Sissy Caption Compilation 4
Sissy Seductions - Chapter 1 - Prologue 08:00
Sissy Seductions - Chapter 1 - Prologue
Sissy Caption - My Friend's Dare 03:51
Sissy Caption - My Friend's Dare
Sissy Seductions - Chapter 2 - How It Begins 11:37
Sissy Seductions - Chapter 2 - How It Begins
The Adventures Of A Cum Sucking Sissy Succubus 09:58
The Adventures Of A Cum Sucking Sissy Succubus
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
Sexual Indoctrinator 2 21:14
Sexual Indoctrinator 2
Sissy Seductions Chapter 3 Whats a Sissy 10:00
Sissy Seductions Chapter 3 Whats a Sissy
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 1 - X-Change Story 21:40
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 1 - X-Change Story
Sissy Seductions Chapter 4 - Dreams Of Desire 09:59
Sissy Seductions Chapter 4 - Dreams Of Desire
Bimbo World By Drogon 30:04
Bimbo World By Drogon
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 2 - X-Change Story 17:17
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 2 - X-Change Story
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 3 - X-Change Story 16:15
My Ex Tricked Me Into Becoming A Girl - And I Liked It - Pt 3 - X-Change Story
Training Positive Masculine Power - Alpha Hypno 04:45
Training Positive Masculine Power - Alpha Hypno
First Day At Job - Sissy Caption Story 02:57
First Day At Job - Sissy Caption Story
College Party - Sissy Caption Story 12:56
College Party - Sissy Caption Story
The Frat Slut - Sissy Caption Story 58:57
The Frat Slut - Sissy Caption Story
The Sound Of Suck 05:11
The Sound Of Suck
What It Feels Like For A Girl 04:21
What It Feels Like For A Girl
High On X-change - A Caption Hypnosis - Sublimehypno 06:44
High On X-change - A Caption Hypnosis - Sublimehypno
Your Broken Bimbo Brain 05:12
Your Broken Bimbo Brain
Pimped Out 2 - By Drogon 23:23
Pimped Out 2 - By Drogon
I Call Bullshit - BBstories 02:32
I Call Bullshit - BBstories
Evermore - An X Change Caption Story 06:03
Evermore - An X Change Caption Story
Brothers Friend - BBstories 08:49
Brothers Friend - BBstories
More Than Roommates - Sissy Caption Story 07:00
More Than Roommates - Sissy Caption Story
So You Want To Suck Some Dick 12:53
So You Want To Suck Some Dick
Hypnosister - The Prank - Trans Edition 11:43
Hypnosister - The Prank - Trans Edition
Hypnosister - The Prank - Standard Edition 16:39
Hypnosister - The Prank - Standard Edition
Hypnosister - The Fancy Dress Party 12:42
Hypnosister - The Fancy Dress Party
Give Men Your Throat - By Drogon 16:25
Give Men Your Throat - By Drogon
Trained By The Company - A Caption Story 31:49
Trained By The Company - A Caption Story
Loser Has To 02:22
Loser Has To
Hypnosister - The Bet 15:39
Hypnosister - The Bet
Hypnosister - The Rabbit Hole 13:24
Hypnosister - The Rabbit Hole
Throat Goat - TS PMV 02:27
Throat Goat - TS PMV
Hypnosister - Camslut 15:56
Hypnosister - Camslut
Grindr Date Night - A Sissy Caption Movie By Sublimehypno 15:34
Grindr Date Night - A Sissy Caption Movie By Sublimehypno
Throat Daddy 11:13
Throat Daddy
Hypnosister - Roommate Wanted 21:56
Hypnosister - Roommate Wanted
Attract Men By Drogon 21:48
Attract Men By Drogon
Sissy Dreams - Hitchhiker 07:44
Sissy Dreams - Hitchhiker
Bad Uncle By Drogon 21:28
Bad Uncle By Drogon
Hypnosister - The Bet 2 17:22
Hypnosister - The Bet 2
I Need To Be Fucked 04:19
I Need To Be Fucked
Cock Acceptance 08:13
Cock Acceptance
Making The Sale - Sissy Story 12:29
Making The Sale - Sissy Story
You Are Not A Sissy - Anti Sissy Treatment PMV 06:04
You Are Not A Sissy - Anti Sissy Treatment PMV
Bimbo Girl 02:47
Bimbo Girl
Deep Feminization - Sissylover 01:03
Deep Feminization - Sissylover
Rent And A Handy Friend - Gender Swap Caption Story 08:17
Rent And A Handy Friend - Gender Swap Caption Story
Close Blowjob PMV 14:05
Close Blowjob PMV
Your Cock Shaped Hole 05:37
Your Cock Shaped Hole

Sissy Captions - Extended

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  • (265)
  • 25:47
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  • 2022-04-16 21:19:30
All of our sissy caption videos so far rolled into one, for that extra long gooning session!

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