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The Program 2 13:40
The Program 2
Find A Man Now Sissy 09:55
Find A Man Now Sissy
Sissy Slut Trainer 16:57
Sissy Slut Trainer
Faggot 05:50
Faggot
Shemale Dildo Trainer 34:16
Shemale Dildo Trainer
Sissy Anal Trainer 17:12
Sissy Anal Trainer
Shemale Hypnosis 10:26
Shemale Hypnosis
Sissy Anal Hypno 11:54
Sissy Anal Hypno
2017 Sissy Trainer 12:59
2017 Sissy Trainer
Sissies Love Cock 07:58
Sissies Love Cock
Femboy Fucktoy 05:17
Femboy Fucktoy
So You Want To Get Fucked 39:53
So You Want To Get Fucked
Psychodelic Sissy 08:25
Psychodelic Sissy
My Cute Anal Whore 10:31
My Cute Anal Whore
Anal Obssesion 13:59
Anal Obssesion
Sissy Fuck 04:03
Sissy Fuck
Today I'm Giving A Fuck 03:04
Today I'm Giving A Fuck
Anal Popper Warrior 12:46
Anal Popper Warrior
Male Female 17:09
Male Female
AmberSis Compilation/Remix Part 3: Anal Training 25:37
AmberSis Compilation/Remix Part 3: Anal Training
Sissy Motivation Anal Trainer 17:31
Sissy Motivation Anal Trainer
Pro Sissy Training 1 32:52
Pro Sissy Training 1
Sissy Faggot Reprogramming - Lesson 36 09:53
Sissy Faggot Reprogramming - Lesson 36
Sissy Pussy Training 22:01
Sissy Pussy Training
A Sissy's Dream 3 26:14
A Sissy's Dream 3
Train Your Sissy Ass Hypno - Leyendecker Remix 04:04
Train Your Sissy Ass Hypno - Leyendecker Remix
Follow Your Dreams - Sissy Hypno Slut 06:18
Follow Your Dreams - Sissy Hypno Slut
Good Girls Don't Cum 03:59
Good Girls Don't Cum
Bambi Bimbo Dreams Ep 1 21:37
Bambi Bimbo Dreams Ep 1
To Be A Sissy Hypno Slut - Extended Loop 10:07
To Be A Sissy Hypno Slut - Extended Loop
Cute Mode Vs Slut Mode - Sissy Trainer 05:34
Cute Mode Vs Slut Mode - Sissy Trainer
Dildo Pleasure 07:31
Dildo Pleasure
Sissy Cum Addict CEI Hypno 10:44
Sissy Cum Addict CEI Hypno
TikTok Sissy Hypno 11:13
TikTok Sissy Hypno
Shemale Desire 6 - By Veenus 05:59
Shemale Desire 6 - By Veenus
A Sissy's Guide To Squirting - Poppers 13:47
A Sissy's Guide To Squirting - Poppers
A Guide To Sissification - Beginner - First Steps 31:53
A Guide To Sissification - Beginner - First Steps
SHS - Brainwashed Cum Slut - Fuck Me 2 08:12
SHS - Brainwashed Cum Slut - Fuck Me 2
Clitty Caged Ass Gaped - No Femdom - SissyAline 12:40
Clitty Caged Ass Gaped - No Femdom - SissyAline
Goon Bitch 07:49
Goon Bitch
Sissy Hypno - Fag Mind Melt 04:58
Sissy Hypno - Fag Mind Melt
Sissy Doll Hypno 12:29
Sissy Doll Hypno
My Riding Trainers 25:07
My Riding Trainers
The Sissyfication Process - SissyBoi4Daddy 22:42
The Sissyfication Process - SissyBoi4Daddy
White Girls Training 30:00
White Girls Training
Playing With My Biggest Dildo 04:49
Playing With My Biggest Dildo
Bimbo Dream Barbie Remix - 720p Version 22:26
Bimbo Dream Barbie Remix - 720p Version
Sissy Hypno Dreams 17:28
Sissy Hypno Dreams
Mindwash - Reinstall 6 - Anal Fixation - Binaural 12:44
Mindwash - Reinstall 6 - Anal Fixation - Binaural
Mommys Good Girl - Sissy Brainwash For Porn Addicts 14:42
Mommys Good Girl - Sissy Brainwash For Porn Addicts
Sissy Princess Training - Pop Your Brain 1:19:54
Sissy Princess Training - Pop Your Brain
Wanna Be My Filthy Little Whore - AlamoPreacher 13:37
Wanna Be My Filthy Little Whore - AlamoPreacher
ES sensual Trainer 2 - Part 2 52:14
ES sensual Trainer 2 - Part 2
Part 13 - I'm Ready Daddy 07:32
Part 13 - I'm Ready Daddy
Splitscreen Anal Trainer 3 - By Dildoslut 05:58
Splitscreen Anal Trainer 3 - By Dildoslut
Lost Video 010 13:07
Lost Video 010
Lost Video 001 09:17
Lost Video 001
Marry Porn - Sissy Anal Compilation 09:03
Marry Porn - Sissy Anal Compilation
Sissies Fucking Dildos 10:31
Sissies Fucking Dildos
Sissy Self Censoring Game 2 08:49
Sissy Self Censoring Game 2
Sissy Faggot Popper Trainer 15:30
Sissy Faggot Popper Trainer
Sissy Self Censoring Game 3 10:46
Sissy Self Censoring Game 3
Day 7 2:11:47
Day 7
Sissy Hypno Night 17:28
Sissy Hypno Night
Breaking In A Sissy 43:26
Breaking In A Sissy
Anal Worship 24:12
Anal Worship
Anal Pleasure 32:22
Anal Pleasure
Sissification 25:05
Sissification
Your Sissy Transformation: Fall in love and get pregnant 24:56
Your Sissy Transformation: Fall in love and get pregnant
Sweet Sissy Pussy 12:28
Sweet Sissy Pussy
Brainwashed And Fucked By Men 21:30
Brainwashed And Fucked By Men
Sweety Sissy-Pussy-Slut 26:34
Sweety Sissy-Pussy-Slut
Sissy Anal Training - Program - Anal Experience UK Subs 1:15:20
Sissy Anal Training - Program - Anal Experience UK Subs
Good Boy For Her - By TheArtLover 29:17
Good Boy For Her - By TheArtLover
Sissy Bimbo Brain Melter 06:43
Sissy Bimbo Brain Melter
Sissy Edge Trainer 17:56
Sissy Edge Trainer
My Little Helper - Day 1 - Part 1 40:31
My Little Helper - Day 1 - Part 1
Job Interview - Day 1 - Part 2 47:04
Job Interview - Day 1 - Part 2
Sweet Dreams - Day 1 - Part 3 36:47
Sweet Dreams - Day 1 - Part 3
Sissy Anal Trainer - Sissygaljasmine 11:50
Sissy Anal Trainer - Sissygaljasmine
Intense Anal Training 26:11
Intense Anal Training
Sissy Anal Training 23:18
Sissy Anal Training
Ass To Mouth Training 35:27
Ass To Mouth Training
Femboy Fun - WBU 45:17
Femboy Fun - WBU
The Dildo In Your Butt 03:12
The Dildo In Your Butt
Limp And Small 07:58
Limp And Small
Sissy Chastity Aromas And Fuckmachine Trainer 08:05
Sissy Chastity Aromas And Fuckmachine Trainer
Dont Think Slut 2 07:31
Dont Think Slut 2
Itss Time To Be Her - Training 13:45
Itss Time To Be Her - Training
Sissy Anal Levels 10:28
Sissy Anal Levels
Anal Training 26:32
Anal Training
Sissy Mind Load 06:44
Sissy Mind Load
Sissy Booty Fitness - Workout By Hypno Belle 11:04
Sissy Booty Fitness - Workout By Hypno Belle
Fucking Machine Transmatica - Poppers Edition Harsh Mommy Edit 1:18:13
Fucking Machine Transmatica - Poppers Edition Harsh Mommy Edit
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit 05:18
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit
Sissygasms Are Real 05:44
Sissygasms Are Real
Bimbo Trash: - Mindless PMV Backdrop 2:01:32
Bimbo Trash: - Mindless PMV Backdrop
Your New Sex Life 05:22
Your New Sex Life
Anal Challenge 1:58:01
Anal Challenge
Train Your Pussy 05:06
Train Your Pussy
Sissy Trip 15:22
Sissy Trip
Beta Bounce - Dildo Hero Edit 04:16
Beta Bounce - Dildo Hero Edit
DripPMV - Epic Sissy Bounce Mega PMV 30:41
DripPMV - Epic Sissy Bounce Mega PMV
What Kind Of Sissy Are You 08:44
What Kind Of Sissy Are You
Wife Helps You Take Cock 06:25
Wife Helps You Take Cock
Limp And Small 4 - 1 Of 3 08:01
Limp And Small 4 - 1 Of 3
Training Your Pretty Hole 06:45
Training Your Pretty Hole
Dildo Training - By Yuvuki 05:51
Dildo Training - By Yuvuki
Machine Fucked With Nat - HiSmith Edition 26:45
Machine Fucked With Nat - HiSmith Edition
WOS - Neuron 09:04
WOS - Neuron
Ridin Cock To The Rhythm - Redux 04:12
Ridin Cock To The Rhythm - Redux
Psychedelic Chastity - Teaser - SissyGalJasmine 05:04
Psychedelic Chastity - Teaser - SissyGalJasmine
KinkyAmySteele - Hypno Mix 1 29:03
KinkyAmySteele - Hypno Mix 1
Sissy Hypno 69 10:54
Sissy Hypno 69
Gooning With Nettle And Ivy 09:05
Gooning With Nettle And Ivy
Mimis Training 06:04
Mimis Training
Pleasure Dildo Hypnosis 18:32
Pleasure Dildo Hypnosis
Oral And Anal Fun 30:46
Oral And Anal Fun
Caged Good Girls 06:12
Caged Good Girls
One Perfect Loop of Obedient Pleasure 09:51
One Perfect Loop of Obedient Pleasure
How To Get Aroused Like A Girl - The Difference In Arousal Between A Sissy And A Man 15:32
How To Get Aroused Like A Girl - The Difference In Arousal Between A Sissy And A Man
Im A Girl - Soft Feminization For Beginners - By SissyLabs 15:30
Im A Girl - Soft Feminization For Beginners - By SissyLabs
Fuckdoll Fate 07:25
Fuckdoll Fate
The Ultimate Sissy Chastity Hypnosis - Vertical 14:54
The Ultimate Sissy Chastity Hypnosis - Vertical
Edge To Frustration - Vertical 09:23
Edge To Frustration - Vertical
Sissy Studies 18:44
Sissy Studies

Anal Challenge

  • 87%
  • (287)
Wdsg Submitted by wdsg
  • 1:58:01
  • 223226
  • 2025-01-23 03:05:54
It's your last day as a hooker, but you still have a debt to pay to the boss... almost 2 hours of anal/oral play. Have fun!
Tags: dildo, training, toy, anal, Dildo hero, Sissy Training, metronome
Categories: Anal, Movies, Sissy Training
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