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A Girls POV 12:55
A Girls POV
Next Level 14:16
Next Level
Submissive Sissyboy 05:55
Submissive Sissyboy
Sissy Motivation 03:47
Sissy Motivation
Sissy Slut One 09:08
Sissy Slut One
Sissys First Date 03:49
Sissys First Date
Sissy Gloryhole 07:16
Sissy Gloryhole
The Way A Sissy Sees The World 07:38
The Way A Sissy Sees The World
Female POV Feminization 05:26
Female POV Feminization
Captured Sissy Fuckslut 07:34
Captured Sissy Fuckslut
The Sissy Clinic 13:59
The Sissy Clinic
Sissy Desires 07:22
Sissy Desires
Beautiful 07:00
Beautiful
From Boy To Sissy Doll 06:27
From Boy To Sissy Doll
Slut 09:26
Slut
Your True Sissy Girl Destiny 12:05
Your True Sissy Girl Destiny
Becoming A Woman 17:54
Becoming A Woman
Boyfriend To Girlfriend 10:54
Boyfriend To Girlfriend
Shemale Therapy 31:14
Shemale Therapy
Fuck Doll 09:36
Fuck Doll
Converting Cucks 06:18
Converting Cucks
Submit And Swallow 1:23:19
Submit And Swallow
Good Girl 05:03
Good Girl
Do Your Job 05:11
Do Your Job
Chicagokink Confessional 09:31
Chicagokink Confessional
How I Accidentally Went Gay 1 05:20
How I Accidentally Went Gay 1
Sissy School The Ultimate Test 31:13
Sissy School The Ultimate Test
Stay Limp 03:37
Stay Limp
Down the Rabbit Hole 14:52
Down the Rabbit Hole
Sissy Slut State 05:07
Sissy Slut State
Sissy Cream 02:41
Sissy Cream
Night Shift 12:34
Night Shift
Boys Just Wanna Have Fun 05:06
Boys Just Wanna Have Fun
 Spells - A Feature Length Romantic Hypno - Unrated 1:45:54
Spells - A Feature Length Romantic Hypno - Unrated
My Journey To A Porn Star 43:20
My Journey To A Porn Star
 You Wanna Be My Faggot 05:07
You Wanna Be My Faggot
Sissy Self Discovery featuring Amelia Divine 09:46
Sissy Self Discovery featuring Amelia Divine
Spells v1.62 - A Feature Length Romantic Hypno by MDT 1:45:54
Spells v1.62 - A Feature Length Romantic Hypno by MDT
Gloryhole Cum Slut 08:11
Gloryhole Cum Slut
Sissy Faggot Masterpiece 10:39
Sissy Faggot Masterpiece
Gangbang Fantasy - Sissy Hypno Slut 03:08
Gangbang Fantasy - Sissy Hypno Slut
Train Your Sissy Ass Hypno - Leyendecker Remix 04:04
Train Your Sissy Ass Hypno - Leyendecker Remix
Bad Habit 06:59
Bad Habit
Female Body Experiment 06:51
Female Body Experiment
Pretty Prison 09:00
Pretty Prison
The BBC Spa 08:05
The BBC Spa
Cum Eaters Anonymous - By Drogon 07:29
Cum Eaters Anonymous - By Drogon
Gender Clinic - Project Leah Vol 1 03:54
Gender Clinic - Project Leah Vol 1
CockBlock Censored Porn - Therapy Session 08:53
CockBlock Censored Porn - Therapy Session
Captured Sissy Fuckslut 3 - Natalie Mars 12:54
Captured Sissy Fuckslut 3 - Natalie Mars
Gender Studies - 101 08:35
Gender Studies - 101
Sissy Safe App 2 - Sissy In Chastity 07:08
Sissy Safe App 2 - Sissy In Chastity
A Sissy Life Movie - Bimbo Academya 18:57
A Sissy Life Movie - Bimbo Academya
The Cure For Sissy Cock Addiction 32:43
The Cure For Sissy Cock Addiction
CrossDresser Blowjob 20:01
CrossDresser Blowjob
Mortus Girls - Sissy Mind Upgrade 06:35
Mortus Girls - Sissy Mind Upgrade
Banned - Warning - This Video Will Make You Gay 1:24:04
Banned - Warning - This Video Will Make You Gay
Girls Dont Talk To Sissies - Nicci Cockadore 05:01
Girls Dont Talk To Sissies - Nicci Cockadore
Positive Femboy Therapy For Confused WhiteBoys 03:05
Positive Femboy Therapy For Confused WhiteBoys
Sissy Caption - Feel Like Helping Your Straight Friend Cum? 01:00
Sissy Caption - Feel Like Helping Your Straight Friend Cum?
Sissy Caption - This Is Who You Are Now Sissy 01:00
Sissy Caption - This Is Who You Are Now Sissy
Gloryhole Gender Swap 01:06
Gloryhole Gender Swap
Closing Deals - Sissy Caption Story 09:21
Closing Deals - Sissy Caption Story
Sissy Dildo Hero Series - Sissy Diaries Day 1 1:00:40
Sissy Dildo Hero Series - Sissy Diaries Day 1
The Local Sissy Whore 07:37
The Local Sissy Whore
Oral Dildo Hero - Bailey's Party 14:44
Oral Dildo Hero - Bailey's Party
Get Me Pregnant 19:42
Get Me Pregnant
Daddy Issues - By Drogon 19:29
Daddy Issues - By Drogon
The BETA Chip 11:33
The BETA Chip
Hypnosis Hentai - Endless Possibilities 10:28
Hypnosis Hentai - Endless Possibilities
Self-Improvement - Full Cut 08:59
Self-Improvement - Full Cut
Caught And Turned Into A Sissy Cock Slut 08:07
Caught And Turned Into A Sissy Cock Slut
Sissy Caption Story - 1 Month 1/2 12:57
Sissy Caption Story - 1 Month 1/2
My Story I - Beginning 12:51
My Story I - Beginning
Gender Studies - Male To Female Transformation Caption Movie 1:07:30
Gender Studies - Male To Female Transformation Caption Movie
Sissy Caption Story - 1 Month 2 Of 2 16:20
Sissy Caption Story - 1 Month 2 Of 2
The Virus - Caption Story 17:17
The Virus - Caption Story
Sissy in the Woods - A Sissy Factory Story 03:34
Sissy in the Woods - A Sissy Factory Story
Sissy Psychosis - Sissy Caption Story 16:08
Sissy Psychosis - Sissy Caption Story
Cum Swallower Club - By Drogon 23:10
Cum Swallower Club - By Drogon
Doctors Visit - A Sissy Caption Story Gender Swap Pill 11:59
Doctors Visit - A Sissy Caption Story Gender Swap Pill
How To Create A Sissy 21:37
How To Create A Sissy
Anal Whore Captions 12:54
Anal Whore Captions
SFR System V0.4b - Apha Male Recovery Test 08:42
SFR System V0.4b - Apha Male Recovery Test
You're Addicted To BBC  1 00:41
You're Addicted To BBC 1
Become A Sissy Naruto - AlphaSissy 03:37
Become A Sissy Naruto - AlphaSissy
Remember When 01:11
Remember When
Sissy Island - Sissy Caption Story Porn 13:36
Sissy Island - Sissy Caption Story Porn
Loser Case Study - Rough Stuff 09:53
Loser Case Study - Rough Stuff
The Daddy Kink 45:29
The Daddy Kink
BBC Propaganda - Only BBC From Now On 10:14
BBC Propaganda - Only BBC From Now On
BBC XChange Stories - Sissy Caption Story Porn 12:11
BBC XChange Stories - Sissy Caption Story Porn
The Four Stages Of A Whiteboi 01:33
The Four Stages Of A Whiteboi
Practice Makes Perfect 05:55
Practice Makes Perfect
Your Beta Relationship 03:08
Your Beta Relationship
Grindr Whore 26:30
Grindr Whore
The Promotion - Sissy Caption Story Porn 25:08
The Promotion - Sissy Caption Story Porn
Kate Pulls You Out - A Hands-Free Interactive Feminization Ride 13:57
Kate Pulls You Out - A Hands-Free Interactive Feminization Ride
Becoming Sissy - Caption Story 16:36
Becoming Sissy - Caption Story
Reverse the Curse - Gender Swap Story - Episode 2 35:55
Reverse the Curse - Gender Swap Story - Episode 2
Crazy For Cock - Sissy Caption Story Porn 12:44
Crazy For Cock - Sissy Caption Story Porn
Dinner With Your Aunt 11:21
Dinner With Your Aunt
Proving To Him That I'm A Girl 14:27
Proving To Him That I'm A Girl
Rules For Whitebois 16:07
Rules For Whitebois
Fitness Training - Sissy Caption Story Porn 09:16
Fitness Training - Sissy Caption Story Porn
Sissy Story Fuckdoll 09:36
Sissy Story Fuckdoll
Sissy Goon Journey - Chapter 2 Dildos And Dares 14:40
Sissy Goon Journey - Chapter 2 Dildos And Dares
The Long Turn - Sissy Caption Story Porn 46:26
The Long Turn - Sissy Caption Story Porn
Bi Femdom Oil Wrestling Loser Sucks Cock 02:37
Bi Femdom Oil Wrestling Loser Sucks Cock
Beta Cuckold Transformation - Caption Story PMV 07:08
Beta Cuckold Transformation - Caption Story PMV
Total Submission To Alpha Cock 31:44
Total Submission To Alpha Cock
Suck Cock With Your Girlfriend 13:20
Suck Cock With Your Girlfriend
Someone Caught Me Watching Sissy Porn - Caption Story 01:13
Someone Caught Me Watching Sissy Porn - Caption Story
Why Don't You 05:59
Why Don't You
Sexual Indoctrinator 2 21:14
Sexual Indoctrinator 2
A Career Change - Gender Swap Caption 24:41
A Career Change - Gender Swap Caption
Think About It - An X-Change Movie 27:12
Think About It - An X-Change Movie
Sissy Game Training - PMV Game 06:04
Sissy Game Training - PMV Game
Bimbo World By Drogon 30:04
Bimbo World By Drogon
A Guide To Sissification – Advanced – Rejecting Pussy 10:45
A Guide To Sissification – Advanced – Rejecting Pussy
Boyfriend To E-Girl - Sissy Caption Story 26:28
Boyfriend To E-Girl - Sissy Caption Story
Fraternity Hazing - Sissy Caption Story 07:17
Fraternity Hazing - Sissy Caption Story
The Sissy Shot 10:30
The Sissy Shot
Sissy Lessons 07:31
Sissy Lessons
Sissy Best Friends 09:50
Sissy Best Friends
How To Break Your Man 07:00
How To Break Your Man
The Polybius Incident - Gender Swap Story 22:18
The Polybius Incident - Gender Swap Story
Your Personal Femboy Bridget Helps You Cum 02:23
Your Personal Femboy Bridget Helps You Cum
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
Anatomy Of A Feminised Fuck Slut 03:20
Anatomy Of A Feminised Fuck Slut
Beta Clinic - Demo 24:33
Beta Clinic - Demo
Sissy Isekai 09:12
Sissy Isekai
Boys Like Ballet Too 09:57
Boys Like Ballet Too
Tiktok Rumors - BBstories 06:47
Tiktok Rumors - BBstories
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
How Safe Sex Changed For You Over Time PMV 16:50
How Safe Sex Changed For You Over Time PMV
Being A Beta - Sissy Caption Story 05:52
Being A Beta - Sissy Caption Story
Femboy Fun - WBU 45:17
Femboy Fun - WBU
Girlfriend Corruption 03:45
Girlfriend Corruption
How I Became A Femboy Whore 07:51
How I Became A Femboy Whore
Hypnosister - The Anniversary 19:37
Hypnosister - The Anniversary
New School For Bambi 07:57
New School For Bambi
Sissy Malfunction 11:30
Sissy Malfunction
Dear Diary By SissyPsychology 04:20
Dear Diary By SissyPsychology
Bedtime Story For Beautiful Boys 31:53
Bedtime Story For Beautiful Boys
Sissy Dreams - Career Girl - YVN90 45:15
Sissy Dreams - Career Girl - YVN90
Dont Be A Hetero Fool 03:32
Dont Be A Hetero Fool
Sissy Virus Outbreak 09:57
Sissy Virus Outbreak
Sissy Recovery - Reverse Hypnosis 08:07
Sissy Recovery - Reverse Hypnosis
Last Minute Assignment - Sissy Caption Story 05:23
Last Minute Assignment - Sissy Caption Story
Carries sissy journey Part 1 27:00
Carries sissy journey Part 1
The Dark Web Pill 21:05
The Dark Web Pill

Chicagokink Confessional

  • 91%
  • (593)
  • 09:31
  • 239549
  • 2018-06-17 05:03:48
Another effort. Hope everyone enjoys. I used a text to speech website for the main audio. The story about getting busted really did happen.

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