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Sissy Anal Trainer 17:12
Sissy Anal Trainer
Fapfantastika 9 23:30
Fapfantastika 9
Cock Suck Encouragement 1 08:39
Cock Suck Encouragement 1
ANAL6 10:05
ANAL6
Blowjob Rules For Sissies 18:58
Blowjob Rules For Sissies
Shemale Therapy 31:14
Shemale Therapy
Anal Orgasm Instruction 15:15
Anal Orgasm Instruction
Cocksucker You 04:32
Cocksucker You
Beta Boy Into Feminized Sissy Slave 12:08
Beta Boy Into Feminized Sissy Slave
A Sissy For Life - Lesson 14 09:10
A Sissy For Life - Lesson 14
Pro Sissy Training 1 32:52
Pro Sissy Training 1
Obedient Sissy - Bilingual ger/eng 09:22
Obedient Sissy - Bilingual ger/eng
Stupid Cunt - Simple Training Loop 11:21
Stupid Cunt - Simple Training Loop
Sissy Pussy Training 22:01
Sissy Pussy Training
Sissygasm Brainwash 06:14
Sissygasm Brainwash
Slutty Bambi Induction Time 1:19:28
Slutty Bambi Induction Time
Train Your Sissy Pussy - SissyAline 09:06
Train Your Sissy Pussy - SissyAline
Anal Training Verbal Instructions Penetration Inspiration 10:32
Anal Training Verbal Instructions Penetration Inspiration
Anal Trainer - By Analana 26:32
Anal Trainer - By Analana
Boy Therapy - By Sissystudent - Voice by Smokey Twilight 05:38
Boy Therapy - By Sissystudent - Voice by Smokey Twilight
Anal Dildo Hero - GloryHole Party 08:24
Anal Dildo Hero - GloryHole Party
Melt Your Mind 2 - Blowjob Training 03:01
Melt Your Mind 2 - Blowjob Training
Detailed Guide To Cock Sucking - Stage 2 08:28
Detailed Guide To Cock Sucking - Stage 2
Ultimate Edging Trainer 15:35
Ultimate Edging Trainer
Sissy Chastity Trainer - 1 10:25
Sissy Chastity Trainer - 1
Sissygasms And Ruined Orgasms 02:50
Sissygasms And Ruined Orgasms
This Is A Test - Sissy hypno 06:11
This Is A Test - Sissy hypno
Splitscreen Anal Trainer 1 - By Dildoslut 05:34
Splitscreen Anal Trainer 1 - By Dildoslut
Sissy Training 12:38
Sissy Training
Season 1 Story 4 - Nipple Sensitivity Training 11:56
Season 1 Story 4 - Nipple Sensitivity Training
Cocksucker's Hypno Mantra 11:38
Cocksucker's Hypno Mantra
Metronome Throat Trainer 19:52
Metronome Throat Trainer
Practice Makes Perfect 05:55
Practice Makes Perfect
Miki & Aubrey's - Faggot Practice 14:27
Miki & Aubrey's - Faggot Practice
Breast Play Trainer 20:36
Breast Play Trainer
All The Way Down, Deepthroat Dildo, Instructions/Guide (Beat meter) 24:24
All The Way Down, Deepthroat Dildo, Instructions/Guide (Beat meter)
Beta Ballbusting 17:42
Beta Ballbusting
Good Girl Sissy Training 05:41
Good Girl Sissy Training
Beta Sexuality Fixer 20:54
Beta Sexuality Fixer
Mommy's Rimjob Slave 08:52
Mommy's Rimjob Slave
Ass ASMR 10:54
Ass ASMR
Premature For Mommy's Breasts 04:05
Premature For Mommy's Breasts
Mommy's Cum Dump 10:33
Mommy's Cum Dump
Breast Play With Mommy 05:07
Breast Play With Mommy
Basic Gay Training 06:30
Basic Gay Training
Sissy Steps 1 01:06
Sissy Steps 1
Panty Training For Sissies 07:06
Panty Training For Sissies
Slave To Mommys Ass 08:39
Slave To Mommys Ass
Eyes Wide Shut 21:44
Eyes Wide Shut
Oral Masturbation Training 15:37
Oral Masturbation Training
Beta Ball Destroyer 02:46
Beta Ball Destroyer
Know Your Place 14:40
Know Your Place
Prejac Training With AI Mommy 07:30
Prejac Training With AI Mommy
Sissy Training 06:51
Sissy Training
Sissy Training 2 - Sissy Hypno Sissy Faggot Sissy Trainer 10:04
Sissy Training 2 - Sissy Hypno Sissy Faggot Sissy Trainer
Cum Dump Training 10:52
Cum Dump Training
Hypnosis To Cum In Your Pants To Clothed Women 09:05
Hypnosis To Cum In Your Pants To Clothed Women
Prejac Bliss Deep Hypnosis To Turn You Into A Premature Ejaculator 21:36
Prejac Bliss Deep Hypnosis To Turn You Into A Premature Ejaculator
Hypno Training For Sissy 10:05
Hypno Training For Sissy
Mommy Prejac Beta Training 05:10
Mommy Prejac Beta Training
White Boy Training Lesson 06:57
White Boy Training Lesson
Train Your Pussy 05:06
Train Your Pussy
Mommy Prejac Brain Ruining Training 06:14
Mommy Prejac Brain Ruining Training
Chastity Restrictions 07:28
Chastity Restrictions
Throat Annihilation 20:24
Throat Annihilation
Pinch Your Nipples For The File 05:19
Pinch Your Nipples For The File
Advanced Deepthroat Trainer - Throat Hero By Whore Factory 28:08
Advanced Deepthroat Trainer - Throat Hero By Whore Factory
Beta Anal Training 06:26
Beta Anal Training
Holly Hore Machine Plapping To Sissy Hypno Pt2 01:50
Holly Hore Machine Plapping To Sissy Hypno Pt2
Listen To Mommy 09:48
Listen To Mommy
Beginner Deepthroat Trainer - Throat Hero by Whore Factory 15:26
Beginner Deepthroat Trainer - Throat Hero by Whore Factory
Sissy Training 101 10:10
Sissy Training 101
Mommy Prejac Premature Slut Training 09:15
Mommy Prejac Premature Slut Training
Goon Roulette Vol 10 05:53
Goon Roulette Vol 10
Sissy Hannah Training 12:52
Sissy Hannah Training
Mommy Prejac Limp Beta Training 07:46
Mommy Prejac Limp Beta Training
Splitscreen Anal Trainer 4 - By Dildoslut 05:24
Splitscreen Anal Trainer 4 - By Dildoslut
Hold it Down - Deepthroat Trainer By Whore Factory 18:46
Hold it Down - Deepthroat Trainer By Whore Factory
Dildo Deepthroat Challenge 07:55
Dildo Deepthroat Challenge
File 03 - How Sissies Masturbate - Anal Instructions 15:42
File 03 - How Sissies Masturbate - Anal Instructions
File 04 - Sissies Love Sucking Cock - Oral Instructions 16:18
File 04 - Sissies Love Sucking Cock - Oral Instructions
Train Your Pussy Sissy - Sissygaljasmine 09:19
Train Your Pussy Sissy - Sissygaljasmine
Throat Hold Trainer - Level Sophomore 13:13
Throat Hold Trainer - Level Sophomore
Project Lisa Chastity Addiction 21:11
Project Lisa Chastity Addiction
Dont Stop - Ballbusting PMV 03:03
Dont Stop - Ballbusting PMV
Training For Faggot 06:02
Training For Faggot
Whore Mindset - Deepthroat Submission Trainer By Whore Factory 28:00
Whore Mindset - Deepthroat Submission Trainer By Whore Factory
Sissy Clitty Needs Slapped Compilation 06:59
Sissy Clitty Needs Slapped Compilation
Loser Reprogramming 10:21
Loser Reprogramming
Training For Sissy Faggot 04:11
Training For Sissy Faggot
How to Achieve Plapgasm - Lesson 1 05:31
How to Achieve Plapgasm - Lesson 1
Sissy Trainer - Sissygaljasmine 06:43
Sissy Trainer - Sissygaljasmine
Training For Sissy Faggot 05:31
Training For Sissy Faggot
Cognitive Beta Therapy - Session 1- Queens 07:43
Cognitive Beta Therapy - Session 1- Queens
Cognitive Beta Therapy - Session 2 - Beta Masturbation 08:52
Cognitive Beta Therapy - Session 2 - Beta Masturbation
Training For Sissy Faggot 06:56
Training For Sissy Faggot
Cognitive Beta Therapy Compilation By Throwethh 1:29:42
Cognitive Beta Therapy Compilation By Throwethh
Training For Sissy Faggot 04:52
Training For Sissy Faggot
Morning Goon Session - Goon Indoctrination 04:29
Morning Goon Session - Goon Indoctrination
Training For Sissy Faggot 04:28
Training For Sissy Faggot
The Therapist We All Need 04:01
The Therapist We All Need
Training For Sissy Faggot 06:46
Training For Sissy Faggot
Training For Sissy Faggot 06:41
Training For Sissy Faggot
Straight Boy Broken By BBC - Reluctant Fag Training Hypno 05:25
Straight Boy Broken By BBC - Reluctant Fag Training Hypno
Gag And Plap Yourself Stupid 05:08
Gag And Plap Yourself Stupid
Training For Sissy Faggot 04:38
Training For Sissy Faggot
An Ultra Gentle Workout For Swallowing Vol 1 - By SissyLabs 12:50
An Ultra Gentle Workout For Swallowing Vol 1 - By SissyLabs
Training For Sissy Faggot 05:02
Training For Sissy Faggot
Training For Sissy Faggot 04:01
Training For Sissy Faggot
Mommys Good Boy Clench Training 14:33
Mommys Good Boy Clench Training
Ruined Sexlife - Premature Ejaculation Trainer 3 5 05:14
Ruined Sexlife - Premature Ejaculation Trainer 3 5
Training For Sissy Faggot 03:55
Training For Sissy Faggot
Serving Cunt - An Instructional Popper PMV For Locked Slaves 10:02
Serving Cunt - An Instructional Popper PMV For Locked Slaves
Mommy Prejac Sensitivity Overload Training 08:21
Mommy Prejac Sensitivity Overload Training
Training For Sissy Faggot 05:22
Training For Sissy Faggot
Full Anal Lesson - Dildo Hero By The Sissy Academy 24:20
Full Anal Lesson - Dildo Hero By The Sissy Academy
Training For Sissy Faggot 04:01
Training For Sissy Faggot
Anal Trainer - Preview 06:13
Anal Trainer - Preview
Ruined Sexlife - Premature Ejaculation Trainer 5 5 05:22
Ruined Sexlife - Premature Ejaculation Trainer 5 5
Ptremature Ejaculation Trainer Lvl 2 Of 3 35:25
Ptremature Ejaculation Trainer Lvl 2 Of 3
Training For Sissy Faggot 05:35
Training For Sissy Faggot
Training For Sissy Girls 07:04
Training For Sissy Girls
Tucking 16:23
Tucking
Saturday Training For Sissy Faggot Part 1 07:24
Saturday Training For Sissy Faggot Part 1
Sunday Training For Sissy Faggots Part 2 06:18
Sunday Training For Sissy Faggots Part 2
Feminization Training For Sissy Faggot - Day 1 Of 3 06:49
Feminization Training For Sissy Faggot - Day 1 Of 3

File 03 - How Sissies Masturbate - Anal Instructions

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  • (1306)
UsbWare Submitted by usbWare
  • 15:42
  • 744782
  • 2025-12-05 03:21:02
Time to take a major Leap in becoming a Sissy: Anal! This File makes Sure you'll fall in love with having your Ass stuffed like a true Slut.
Tags: anal, splitscreen, chastity, ai, toys, feminization, training, dildo, self pleasure, instructional, masturbation, fucking, cock sucking, sissification, sissygasm, captions
Categories: AI, Anal, Captions, Chastity, Feminization, Fucking, Instructional, Movies, Music/PMV, Sissy Training, Toys
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