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Shemale Dildo Trainer 34:16
Shemale Dildo Trainer
Sissy Anal Trainer 17:12
Sissy Anal Trainer
Anal Dildo Hero 2 - lovelyludwigvan 18:58
Anal Dildo Hero 2 - lovelyludwigvan
Dildo Hero - Riding The A Train 56:50
Dildo Hero - Riding The A Train
Anal Dildo Hero - Crazy Cox Experiment 12:42
Anal Dildo Hero - Crazy Cox Experiment
Anal Dildo Hero - The Britney Spears Edition 47:23
Anal Dildo Hero - The Britney Spears Edition
Anal Drill - Beginner 04:04
Anal Drill - Beginner
Anal Dildo Hero - Heads and Tails 30:58
Anal Dildo Hero - Heads and Tails
Anal Trainer - By Analana 26:32
Anal Trainer - By Analana
Anal Dildo Hero - Sissy-Voyeur Experiment 08:54
Anal Dildo Hero - Sissy-Voyeur Experiment
Anal Challenge For Sissy 24:38
Anal Challenge For Sissy
Sissy Dildo Hero Series - Sissy Diaries Day 1 1:00:40
Sissy Dildo Hero Series - Sissy Diaries Day 1
Sissy Dildo Hero - Anal Fisting 53:00
Sissy Dildo Hero - Anal Fisting
Dildo Hero - Empathy 44:08
Dildo Hero - Empathy
Slut Pop Dildo Hero - Rough Cut Version 0.5 13:55
Slut Pop Dildo Hero - Rough Cut Version 0.5
Slut Pop Dildo Hero 13:53
Slut Pop Dildo Hero
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Porno-Music Shemale PMV 11 - Dildo Hero Edit
Abandon Dildo Hero Instructions 11:18
Abandon Dildo Hero Instructions
Anal Dildo Hero - You Vs Katrina 32:43
Anal Dildo Hero - You Vs Katrina
Dildo Hero - Oral Anal A2M Sissy Training 29:27
Dildo Hero - Oral Anal A2M Sissy Training
Shemale Addiction PMV HD 10:52
Shemale Addiction PMV HD
Sissy Dildo Trainer - Getting Fucked Like A Real Slut 14:10
Sissy Dildo Trainer - Getting Fucked Like A Real Slut
SDH Series Kegel Orgasm Training 1:09:01
SDH Series Kegel Orgasm Training
Bimbodoll Sissygasm Trainer V1 Point 1 - Remixed Audio 59:10
Bimbodoll Sissygasm Trainer V1 Point 1 - Remixed Audio
Dildo Hero - Choose Your Position 26:29
Dildo Hero - Choose Your Position
Dildo Hero - Your Special Moment 20:52
Dildo Hero - Your Special Moment
Anal Dildo Hero - The Britney Spears Edition - Remake 47:23
Anal Dildo Hero - The Britney Spears Edition - Remake
Dildo Hero - Dildo And Vibrator 26:56
Dildo Hero - Dildo And Vibrator
Dildo Hero - Anal Program 22:08
Dildo Hero - Anal Program
Sissy Anal Training - Program - Anal Experience UK Subs 1:15:20
Sissy Anal Training - Program - Anal Experience UK Subs
Chastity MindFuck - Sissygaljasmine 06:31
Chastity MindFuck - Sissygaljasmine
Plush - Dildo Hero 07:01
Plush - Dildo Hero
Sissy Edge Trainer 17:56
Sissy Edge Trainer
Anal Gape College - Chapter 1 The First Entery 14:46
Anal Gape College - Chapter 1 The First Entery
Dildo Hero - You Vs 23 Cocks 25:28
Dildo Hero - You Vs 23 Cocks
Sissy Anal Trainer - Sissygaljasmine 11:50
Sissy Anal Trainer - Sissygaljasmine
Intense Anal Training 26:11
Intense Anal Training
TS Hero - Plugged ruins 45:02
TS Hero - Plugged ruins
Just A Porn Thing Vol 4 - Ass Fix Edition - Goon PMV 07:11
Just A Porn Thing Vol 4 - Ass Fix Edition - Goon PMV
Shemale Dildo Hero 1:45:12
Shemale Dildo Hero
Just A Porn Thing Vol 6 - Goon PMV 06:02
Just A Porn Thing Vol 6 - Goon PMV
Cock Hero - Clench Trainer - SX Tapes 41:05
Cock Hero - Clench Trainer - SX Tapes
Go Fuck Yourself 2:42:51
Go Fuck Yourself
Ass Pussy Hero 1 - Popper Edit 06:28
Ass Pussy Hero 1 - Popper Edit
Ass Pussy Hero 1 Popper Edit - Subtitles 06:28
Ass Pussy Hero 1 Popper Edit - Subtitles
Dildohero - Noodledude 20:23
Dildohero - Noodledude
Mars Challenge 1:13:48
Mars Challenge
Anal Dildo Hero 3 - Suck And Slap - By Ludwigvan 51:04
Anal Dildo Hero 3 - Suck And Slap - By Ludwigvan
Arent You Straight Bro - Dildo Hero Edit 04:06
Arent You Straight Bro - Dildo Hero Edit
I Want To Be A Martian - Dildo Hero 29:35
I Want To Be A Martian - Dildo Hero
Easy And Wild - Hardcore - Dildo Hero 29:42
Easy And Wild - Hardcore - Dildo Hero
Your First Sissygasm - Dildo Hero 38:32
Your First Sissygasm - Dildo Hero
Splitscreen Dildohero - Mommy Anal 08:07
Splitscreen Dildohero - Mommy Anal
Anal Dildo Hero - Ciara Collection 20:31
Anal Dildo Hero - Ciara Collection
Ass Pussy Hero 1 - 2025 Poppers Edition 06:28
Ass Pussy Hero 1 - 2025 Poppers Edition
Expert Anal Challenge 21:34
Expert Anal Challenge
Program - Anal Experience 1:17:03
Program - Anal Experience
Double Dildo Hero Olympics 31:00
Double Dildo Hero Olympics
Sissy Hero Two 2:26:48
Sissy Hero Two

Sissy Hero Two

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  • (69)
Bandana Submitted by Bandana
  • 2:26:48
  • 57676
  • 2026-04-16 10:27:23
Sissy Hero Grading Exam Two out of Seven: From Useless Sissy to Sissy Sub
Tags: sissy, hero, grading, training, tasks, feminization, cock, cock sucking, role model, pussy, dildo, instructional, poppers, toys, pegging, femdom, trans, sissy, tgirls, anal, fucking
Categories: Anal, Big Cock, Cock Sucking, Femdom, Feminization, Fucking, Instructional, Movies, Sissy Training
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