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You No Longer Like Girls 07:30
You No Longer Like Girls
Xixxy Boy Sissy Trainer 2 05:31
Xixxy Boy Sissy Trainer 2
Humiliated 05:21
Humiliated
Find A Man Now Sissy 09:55
Find A Man Now Sissy
Sissy Slut Trainer 16:57
Sissy Slut Trainer
Cuckold Sissy Slave 13:24
Cuckold Sissy Slave
Good Girls Wear Panties 02:58
Good Girls Wear Panties
Sissy Love Games 04:02
Sissy Love Games
Anti Sissy Hypno 3 04:02
Anti Sissy Hypno 3
CEI Hypno Swallow Compilation 03:16
CEI Hypno Swallow Compilation
Cuckold Sissy Bitch 11:18
Cuckold Sissy Bitch
Femdom Enticed Sissy Cocklust 09:38
Femdom Enticed Sissy Cocklust
Lock You Up In Chastity 14:14
Lock You Up In Chastity
Love Dick 02:51
Love Dick
Pimped Sissy 05:17
Pimped Sissy
Sissies Love Cock 03:31
Sissies Love Cock
Sissy Cum Swallow Training 2 03:52
Sissy Cum Swallow Training 2
Sissy Destiny 1 04:15
Sissy Destiny 1
Take The Next Step 13:57
Take The Next Step
Forced Feminization 08:19
Forced Feminization
Sissy Ego 03:44
Sissy Ego
Sissy Style 03:51
Sissy Style
Female POV Feminization 05:26
Female POV Feminization
Sissy Cuckold Transformation 10:17
Sissy Cuckold Transformation
New Sissy Cum Trainer 06:39
New Sissy Cum Trainer
Straight Male Trainer 05:24
Straight Male Trainer
The Female Penis 06:10
The Female Penis
Are You Sure You Like Girls 09:50
Are You Sure You Like Girls
Cumslut Training 14:32
Cumslut Training
Sissy Memory Reprogramming 07:32
Sissy Memory Reprogramming
Training My Pussy 00:11
Training My Pussy
Straight Reverse Hypnosis 2 08:08
Straight Reverse Hypnosis 2
Sissygasm 05:07
Sissygasm
Boys Boys Boys 03:55
Boys Boys Boys
Sissy Trainer v1.0 - Feminized & Blacked 03:21
Sissy Trainer v1.0 - Feminized & Blacked
Hypno Sissy Slut 06:27
Hypno Sissy Slut
Cuckold Maid 06:54
Cuckold Maid
I Am A Woman 09:09
I Am A Woman
Price To Pay 05:57
Price To Pay
Sissy Bitch 11:01
Sissy Bitch
Become a Straight Alpha - Reverse Sissy Hypno 03:58
Become a Straight Alpha - Reverse Sissy Hypno
Straight Alpha - Boob Drop Compilation 04:35
Straight Alpha - Boob Drop Compilation
Fuck A Friend - Gay Hypno 03:07
Fuck A Friend - Gay Hypno
Sissy Recovery - Alpha Male Reprogramming 04:33
Sissy Recovery - Alpha Male Reprogramming
You're Straight Right? - Sissy Hypno Training 03:07
You're Straight Right? - Sissy Hypno Training
My Slutty Sissygasm 02:42
My Slutty Sissygasm
Anal Bitch Sissy Hypno 01:37
Anal Bitch Sissy Hypno
Mommy's Limp Girl Series 1 02:01
Mommy's Limp Girl Series 1
Anal Training Verbal Instructions Penetration Inspiration 10:32
Anal Training Verbal Instructions Penetration Inspiration
Good Girls Don't Cum 03:59
Good Girls Don't Cum
Beta Boy Stroke Challenge 07:25
Beta Boy Stroke Challenge
Sissy Caption - Feel Like Helping Your Straight Friend Cum? 01:00
Sissy Caption - Feel Like Helping Your Straight Friend Cum?
Sissy Caption - Sissy Caught By Roommate 01:00
Sissy Caption - Sissy Caught By Roommate
Sissy Caption - Could You Keep Your Eyes Off His Cock? 01:00
Sissy Caption - Could You Keep Your Eyes Off His Cock?
You'd Do Anything To Become Her, Sissy 03:43
You'd Do Anything To Become Her, Sissy
Sissy Caption Story - Estranged Uncle 10:15
Sissy Caption Story - Estranged Uncle
Self Censoring Chastity Game 12:12
Self Censoring Chastity Game
Censored Boobdrops For Beta Whiteboys 04:38
Censored Boobdrops For Beta Whiteboys
The BETA Chip 11:33
The BETA Chip
Making The Team - Gender Swap Caption 12:22
Making The Team - Gender Swap Caption
My Friend Is Clueless - Male to Female Transformation Caption 09:26
My Friend Is Clueless - Male to Female Transformation Caption
A Friend in Need - Sissy Caption Story 09:26
A Friend in Need - Sissy Caption Story
Mechanic Dare - Sissy Caption Story Porn 06:16
Mechanic Dare - Sissy Caption Story Porn
Hotel With A Friend 04:55
Hotel With A Friend
Beta Cuckold Transformation - Caption Story PMV 07:08
Beta Cuckold Transformation - Caption Story PMV
Sissy Caption - My Friend's Dare 03:51
Sissy Caption - My Friend's Dare
Maid Prank Gone Right - Sissy Caption Story - Sublimehypno 15:41
Maid Prank Gone Right - Sissy Caption Story - Sublimehypno
Small Penis Humiliation Hypnosis - EDM Song 03:38
Small Penis Humiliation Hypnosis - EDM Song
Sissy Caption Story - College Room Mate 01:29
Sissy Caption Story - College Room Mate
Evermore - An X Change Caption Story 06:03
Evermore - An X Change Caption Story
If Only - An X-Change Caption Story 16:36
If Only - An X-Change Caption Story
White Boys Jerk For Dressed Women 01:14
White Boys Jerk For Dressed Women
Prejac Loser Training - Beta Safe JOI 03:27
Prejac Loser Training - Beta Safe JOI
Sissy Friend Story Part 3 12:49
Sissy Friend Story Part 3
20 Second Loser Part 2 01:55
20 Second Loser Part 2
Premature Mommys Prejac And Sensitivity Training Program - Lesson 1 02:45
Premature Mommys Prejac And Sensitivity Training Program - Lesson 1
BBC Beta Boi Quick Orgasm Trainer 01:00
BBC Beta Boi Quick Orgasm Trainer
Gooner Cult For Loser 52:12
Gooner Cult For Loser
Celebrating The New Pussyfree Laws 01:09
Celebrating The New Pussyfree Laws
Hey White Boy - Red Light Green Light JOI 05:30
Hey White Boy - Red Light Green Light JOI
Confronting Your Bully - Sissy Caption Movie 16:51
Confronting Your Bully - Sissy Caption Movie
1 Min 30 Seconds To Cum - Nudity 01:36
1 Min 30 Seconds To Cum - Nudity
Eye Contact Goon 05:10
Eye Contact Goon
How I Changed My Boyfriend Into My Lingerie And Dress 05:32
How I Changed My Boyfriend Into My Lingerie And Dress
Cosplay Cumdump 15:06
Cosplay Cumdump
Bully And Your Girlfriend 00:33
Bully And Your Girlfriend
Module 1 - Embracing Chastity 02:44
Module 1 - Embracing Chastity
Self Censorship For Betas 2 04:51
Self Censorship For Betas 2
Beta Safe Training 1 04:56
Beta Safe Training 1
How My Trainer Turned Me Into His Sissy - Part 1 08:43
How My Trainer Turned Me Into His Sissy - Part 1
QoS Clothing 03:21
QoS Clothing
Goonlimp Cult Invitation - Goonlimp Relapse 04:55
Goonlimp Cult Invitation - Goonlimp Relapse
How I Got Tricked Into Sissy Training Part 1 07:30
How I Got Tricked Into Sissy Training Part 1
Wrong School Of Thought - A Sissy Caption Story 08:57
Wrong School Of Thought - A Sissy Caption Story
Sissy Bimbo Hypno - HRT Encouragement 04:21
Sissy Bimbo Hypno - HRT Encouragement
A Sissys First Steps 03:01
A Sissys First Steps
Cuck Story - Emma Ch1 02:46
Cuck Story - Emma Ch1
Cuck story - Emma Ch 2 02:30
Cuck story - Emma Ch 2
No Way Back N3 - Sissy Caption Story 06:47
No Way Back N3 - Sissy Caption Story
Sissy Caption - Huge Dick Friend - Part 1 01:00
Sissy Caption - Huge Dick Friend - Part 1
Sissy Anal Instructions 03:49
Sissy Anal Instructions
BBC Cuck Caption - Cheating BBC Slut 00:57
BBC Cuck Caption - Cheating BBC Slut
Premature Quiz 04:46
Premature Quiz
Steps For Being A Sissy 01:47
Steps For Being A Sissy
Cosplay Girls 05:44
Cosplay Girls
A Good Roomate 00:57
A Good Roomate
Red Light Green Light – Chastity Key 00:57
Red Light Green Light – Chastity Key
 Red Light Green Light – Try On Haul 01:07
Red Light Green Light – Try On Haul
Red Light Green Light - Cheating Girlfriend 02:29
Red Light Green Light - Cheating Girlfriend
Pretty Pink Shrink - Quakkiibabii 20:39
Pretty Pink Shrink - Quakkiibabii
Waste Their Cum 02:30
Waste Their Cum
Sissy Caption - Your Big Dick Friend Bet You To Dress As A Girl 01:00
Sissy Caption - Your Big Dick Friend Bet You To Dress As A Girl
Natural Selection - BNWO Organization 05:17
Natural Selection - BNWO Organization
How I Got Turned Into A Femboy - Part 1 05:05
How I Got Turned Into A Femboy - Part 1
IR Halloween Spell 04:00
IR Halloween Spell
Chastity Law 04:11
Chastity Law
Cosplay For An Old Friend 15:08
Cosplay For An Old Friend
Sissy Takes Gender Swap Pill 00:52
Sissy Takes Gender Swap Pill
Nasty Piss Slut 10:47
Nasty Piss Slut
Sissy Small Dick PMV 00:25
Sissy Small Dick PMV
Loss Of A Friend - Trans Caption Story 08:11
Loss Of A Friend - Trans Caption Story
Taken AI Transition Pill 02:24
Taken AI Transition Pill
Helping The Virgin Friend - Sissy Caption Story 10:19
Helping The Virgin Friend - Sissy Caption Story
Prejac Beta Cuck 03:36
Prejac Beta Cuck
Lock It Up 05:10
Lock It Up
This Was Your Best Prank You Pulled On Your Roommate 01:00
This Was Your Best Prank You Pulled On Your Roommate
Girly Bikini For Sissy 06:54
Girly Bikini For Sissy
Femininity Is Beautiful 02:21
Femininity Is Beautiful
Twice As Fast - Sissy Caption Story 06:56
Twice As Fast - Sissy Caption Story
Temporary Girlfriend - Caption Story - Preview 02:28
Temporary Girlfriend - Caption Story - Preview
Cucked By Your Snowbunny GF - Willow 05:39
Cucked By Your Snowbunny GF - Willow
BBC Sissy Caption - Teasing Big Black Cock 01:00
BBC Sissy Caption - Teasing Big Black Cock
Censored Cuck Call 00:33
Censored Cuck Call
School Infiltration No1 - Sharing Is Caring - Sissy Caption Story 05:41
School Infiltration No1 - Sharing Is Caring - Sissy Caption Story
You Lost Your Sissy Virginity To Your Therapist 00:39
You Lost Your Sissy Virginity To Your Therapist
You Are These Captions Sissy 02:48
You Are These Captions Sissy
Girlcock Conversion Hypno - Frank2woos 02:37
Girlcock Conversion Hypno - Frank2woos
Lost Bet Friends Night - Sissy Caption Story 02:25
Lost Bet Friends Night - Sissy Caption Story
Girlfriends Debt 09:09
Girlfriends Debt
Goth Tits Only - Boobs Splitscreen Compilation - Beta Safe Edit 02:29
Goth Tits Only - Boobs Splitscreen Compilation - Beta Safe Edit
Introduction To BNWO - Caption Story 03:05
Introduction To BNWO - Caption Story
Training For Sissy Faggot 02:37
Training For Sissy Faggot
The Ultimate Sissy Chastity Hypnosis - Vertical 14:54
The Ultimate Sissy Chastity Hypnosis - Vertical
Sissy Caption - Sissy Maid 02:25
Sissy Caption - Sissy Maid
Sissy Transformation Hypno - Vertical 09:20
Sissy Transformation Hypno - Vertical
Training For Faggot 06:02
Training For Faggot
OMG Im Locked In A Cage 03:03
OMG Im Locked In A Cage
Passing For A Friend - A Sissy Caption Story 05:34
Passing For A Friend - A Sissy Caption Story
Sissy Sexuality Conversion 19:25
Sissy Sexuality Conversion
Chastity Cuckold Hypnosis 12:32
Chastity Cuckold Hypnosis
Not A Brainwashing Video 20:30
Not A Brainwashing Video
You Want To Be A Woman 06:02
You Want To Be A Woman
Does Size Matter 2 PMV 02:45
Does Size Matter 2 PMV
A Sissys Gooner Story - Goths - BBC - Goon - Part 2 08:56
A Sissys Gooner Story - Goths - BBC - Goon - Part 2
Sissy Caption - Big Dick Friend Locks You In Chastity 00:55
Sissy Caption - Big Dick Friend Locks You In Chastity
Scoring With The Other Team - Sissy Caption Story 06:00
Scoring With The Other Team - Sissy Caption Story
Turning Into His Personal Cosplay Sissy 05:25
Turning Into His Personal Cosplay Sissy
How To Turn Your BF Into Your Little Cucked Whiteboy 00:53
How To Turn Your BF Into Your Little Cucked Whiteboy
Bullys Secret - Sissy Caption Story 06:07
Bullys Secret - Sissy Caption Story
Please Men Wherever They Want 08:38
Please Men Wherever They Want
Your Were A Bit Drunk 00:46
Your Were A Bit Drunk
Accept Your Femininity 04:40
Accept Your Femininity
Training For Sissy Faggot 04:52
Training For Sissy Faggot
Sissyfication Guide 1 - What Is A Sissy 14:53
Sissyfication Guide 1 - What Is A Sissy
 My Friend Fucked My Wife At The Party - Cuckold Caption Story 07:13
My Friend Fucked My Wife At The Party - Cuckold Caption Story
LME - Limp Clit Sissy Trainer 03:10
LME - Limp Clit Sissy Trainer
Sissy Goon Roulette Vol 2 06:45
Sissy Goon Roulette Vol 2
Boyfriend To Sissy Transformation 08:47
Boyfriend To Sissy Transformation
Training For Sissy Faggot 06:41
Training For Sissy Faggot
Catfished On Grindr 01:00
Catfished On Grindr
Werde Schwul Du Schwanzlutscher - Verbal - Caption Story - German 03:36
Werde Schwul Du Schwanzlutscher - Verbal - Caption Story - German
Take Estrogen PMV 02:05
Take Estrogen PMV
BambiOS 2 13:47
BambiOS 2
Your Neighbour - Sissy Caption Story 02:52
Your Neighbour - Sissy Caption Story
Breeding Slut Brainwashing 25:22
Breeding Slut Brainwashing
Your Roomate Dared You To Take A Gender Swap Pill For 100 00:51
Your Roomate Dared You To Take A Gender Swap Pill For 100
Two Sissy Threesome With BBC - Russian 01:01
Two Sissy Threesome With BBC - Russian
Best Friends 01:00
Best Friends
The Contract 02:20
The Contract
Mommys Good Boy Clench Training 14:33
Mommys Good Boy Clench Training
Reverse Sissy Hypno 06:50
Reverse Sissy Hypno
Oh Shit My BF Calling 02:18
Oh Shit My BF Calling
The Feminization Of Sissy Faggot 05:13
The Feminization Of Sissy Faggot
Mommy Helps You Lose Your Anal Virginity 12:16
Mommy Helps You Lose Your Anal Virginity
Sissy SpiderVerse 08:36
Sissy SpiderVerse
Sissy AI Controls Your Mind 03:33
Sissy AI Controls Your Mind
Your First Rich Sub On OnlyFans - Caption Story 03:57
Your First Rich Sub On OnlyFans - Caption Story
Sissies Bitches Cucks And Whores PMV 02:30
Sissies Bitches Cucks And Whores PMV
Size Doesnt Matter 03:10
Size Doesnt Matter
The Day I Turned Into A Cumslut 02:31
The Day I Turned Into A Cumslut
Clench Music Video 08:14
Clench Music Video
Reverse Sissy Hypno 2 - Sissygaljasmine 03:53
Reverse Sissy Hypno 2 - Sissygaljasmine
BBC Cuckold Finale - You Lost 05:47
BBC Cuckold Finale - You Lost
You Only Get To Watch Cuck 03:30
You Only Get To Watch Cuck
BBC Cuckold In Chastity - Russian 01:18
BBC Cuckold In Chastity - Russian
Ruined Sexlife - Premature Ejaculation Trainer 5 5 05:22
Ruined Sexlife - Premature Ejaculation Trainer 5 5
Welcome To Your First Stage - Caption Story 05:09
Welcome To Your First Stage - Caption Story
Late Stage Beta 07:32
Late Stage Beta
Blacked Bubble - Sissy Safe 03:07
Blacked Bubble - Sissy Safe
The Cuckold Retreat - The Holiday Resort For Married Couples 02:48
The Cuckold Retreat - The Holiday Resort For Married Couples
Jerkbud - Sissy Caption Story 17:31
Jerkbud - Sissy Caption Story
Gangbang Sissy Maid - Sissy Caption Story 06:28
Gangbang Sissy Maid - Sissy Caption Story
Anything For My Friend 02:20
Anything For My Friend
Release Your Femininity - Hypno 02:20
Release Your Femininity - Hypno
Thank Your Rich Daddy 06:52
Thank Your Rich Daddy
Pant And Sweat - Gooning Babecock PMV 02:09
Pant And Sweat - Gooning Babecock PMV
Paying For College - A Sissy Caption Story 04:20
Paying For College - A Sissy Caption Story
Mens Plaything 07:35
Mens Plaything
You Helped Your Friend Lose His Virginity 03:44
You Helped Your Friend Lose His Virginity
There For You - Trans Babecock PMV 02:45
There For You - Trans Babecock PMV
You Are Gay 12:51
You Are Gay
Black Is Better - PMV 01:35
Black Is Better - PMV
Sissy Academy - The Voice Is Your Tool - By SissyLabs 10:02
Sissy Academy - The Voice Is Your Tool - By SissyLabs
Guided By Femininity 03:16
Guided By Femininity
Batboi Squirting 00:14
Batboi Squirting
Sissy Hangs Out - A Caption Story 10:08
Sissy Hangs Out - A Caption Story

Ruined Sexlife - Premature Ejaculation Trainer 5 5

  • 87%
  • (120)
  • 05:22
  • 60190
  • 2026-07-25 16:31:08
Twist your mind around with a classic "Beat the clock" scenario. In the final edition to this JOI series, you will have a few minutes of mental and visual stimulation and then a short window to Masturbate and Cum. You must finish the challenge successfully FIVE TIMES before moving to the next level. With each progression, the window to orgasm gets smaller and smaller and the visual stimulation gets less and less intense. By the end your stamina will be WRECKED!! Have fun and Good Luck!

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