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Sissy Anal Trainer 17:12
Sissy Anal Trainer
Sissy Trainer Compilation 03:45
Sissy Trainer Compilation
Sissy Hole Initiation - Gargantua4 07:31
Sissy Hole Initiation - Gargantua4
Your Future 07:52
Your Future
Psychedelic Music Compilation 2 05:17
Psychedelic Music Compilation 2
Dildo Hero - Riding The A Train 56:50
Dildo Hero - Riding The A Train
Tranny Rides Again 13:45
Tranny Rides Again
Sissy Anal Hypnosis 17:00
Sissy Anal Hypnosis
Lovely Anal Compilation 10:25
Lovely Anal Compilation
Sissy Faggot Reprogramming - Lesson 36 09:53
Sissy Faggot Reprogramming - Lesson 36
Anal Whore Goals 03:31
Anal Whore Goals
Anal Dildo Hero - Heads and Tails 30:58
Anal Dildo Hero - Heads and Tails
My Riding Trainers 25:07
My Riding Trainers
Dildo Hero - Gang Banged 37:52
Dildo Hero - Gang Banged
Sissy Dildo Hero - Anal Fisting 53:00
Sissy Dildo Hero - Anal Fisting
Dildo Hero - Riding The A Train - Warmup Only 05:35
Dildo Hero - Riding The A Train - Warmup Only
Hungry Holes 02:12
Hungry Holes
Marry Porn - Sissy Anal Compilation 09:03
Marry Porn - Sissy Anal Compilation
Anal Pleasure 32:22
Anal Pleasure
Trainer Anal Wrecking 1:22:18
Trainer Anal Wrecking
Sissy Goon Vol 3 09:24
Sissy Goon Vol 3
Fuckhole Training - Poppers Trainer 18:39
Fuckhole Training - Poppers Trainer
Fucking Machine JOI 07:55
Fucking Machine JOI
How To Love Anal 05:04
How To Love Anal
How To Love Anal 05:04
How To Love Anal
Desire For Punishment 08:54
Desire For Punishment
Shake That Ass - TS PMV 06:15
Shake That Ass - TS PMV
Anal Gape College - Chapter 1 The First Entery 14:46
Anal Gape College - Chapter 1 The First Entery
Transformed By Sissy Hypnos 03:14
Transformed By Sissy Hypnos
Progressive Pumping 05:29
Progressive Pumping
Sissy Beat 05:55
Sissy Beat
Sissy Anal Trainer - Sissygaljasmine 11:50
Sissy Anal Trainer - Sissygaljasmine
Anal Bottom Bitch 07:46
Anal Bottom Bitch
Intense Anal Training 26:11
Intense Anal Training
Shemale Dildo Hero 1:45:12
Shemale Dildo Hero
Pump Your Hole To Pleasure 10:13
Pump Your Hole To Pleasure
Just To Try Chastity 21:15
Just To Try Chastity
Hole - Trans PMV 05:58
Hole - Trans PMV
Fucking Machine Transmatica - Poppers Edition 1:18:13
Fucking Machine Transmatica - Poppers Edition
Girl Cock PMV 02:04
Girl Cock PMV
Fucking Machine Poppers Edition Transmatica 2 58:37
Fucking Machine Poppers Edition Transmatica 2
Give In Vol 3 03:19
Give In Vol 3
Sissy Anal Levels 10:28
Sissy Anal Levels
Mars Challenge 1:13:48
Mars Challenge
Sissy Stretch Trainer - Poppers And Inflatable Plug Training 06:28
Sissy Stretch Trainer - Poppers And Inflatable Plug Training
Sissygasms Are Real 05:44
Sissygasms Are Real
Up And Down 03:43
Up And Down
Sissy Signal Takeover 05:27
Sissy Signal Takeover
Up and Down 02:54
Up and Down
Fucking Machine Vol 5 12:21
Fucking Machine Vol 5
Sissy Anal Instructions 03:49
Sissy Anal Instructions
Shemale Dildo Hero - Handsfree Challenge 48:08
Shemale Dildo Hero - Handsfree Challenge
Up N Down - Sissy Riding Training 02:58
Up N Down - Sissy Riding Training
Program - Anal Experience 1:17:03
Program - Anal Experience
Machine Slut Training V 2 1 11:06
Machine Slut Training V 2 1
Machine Slut Training - Hypno HiSmith Edition 11:06
Machine Slut Training - Hypno HiSmith Edition
Fucking Machine 101 - HiSmith Edition 21:24
Fucking Machine 101 - HiSmith Edition
Anal Rodeo 06:26
Anal Rodeo
File 03 - How Sissies Masturbate - Anal Instructions 15:42
File 03 - How Sissies Masturbate - Anal Instructions
Pleasure Dildo Hypnosis 18:32
Pleasure Dildo Hypnosis
Caged Good Girls 06:12
Caged Good Girls
Train Your Pussy Sissy - Sissygaljasmine 09:19
Train Your Pussy Sissy - Sissygaljasmine
Homo Mantras 17:11
Homo Mantras
Sissy Hero - Pump Me Up 5:22:16
Sissy Hero - Pump Me Up

Sissy Hero - Pump Me Up

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Bandana Submitted by Bandana
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  • 2026-04-23 05:33:40
Sissy Hero Grading Exam - An Expandable Plug Compilation
Tags: sissy, hero, plug, compilation, inflatable, butt, toys, trans, ass, training, tgirls, femdom, gooning, asspussy, hentai, anime, poppers, pussy, compilation, instructional
Categories: Femdom, Hentai, Instructional, Movies, Sissy Training, Tgirls, Toys
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