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Sissy Slut Trainer 16:57
Sissy Slut Trainer
My First Try 07:16
My First Try
Your First Try 02:51
Your First Try
Peg Me ! 07:15
Peg Me !
My Cute Anal Whore 10:31
My Cute Anal Whore
Sissy Bitch 11:01
Sissy Bitch
AmberSis Compilation/Remix Part 3: Anal Training 25:37
AmberSis Compilation/Remix Part 3: Anal Training
Sissy Dildo Trainer 2019 05:47
Sissy Dildo Trainer 2019
Cock Roulette 1 08:48
Cock Roulette 1
Cock Roulette 2 07:10
Cock Roulette 2
Cock Roulette 3 06:28
Cock Roulette 3
Ass To Mouth Training 31:52
Ass To Mouth Training
You're Straight Right? - Sissy Hypno Training 03:07
You're Straight Right? - Sissy Hypno Training
Beta Boy Rejection Acceptance 03:30
Beta Boy Rejection Acceptance
Self Censorship - Close Your Eyes 07:16
Self Censorship - Close Your Eyes
Ur Unworthy Of Vaginas - Censored 07:43
Ur Unworthy Of Vaginas - Censored
Reveal Roulette - Sissy Fag Edition - Enjoy With Poppers 05:49
Reveal Roulette - Sissy Fag Edition - Enjoy With Poppers
Bounce 04:18
Bounce
Sissy Cock Roulette Ep 1 07:43
Sissy Cock Roulette Ep 1
Beta Boy Stroke Challenge 07:25
Beta Boy Stroke Challenge
Sissy Cock Roulette Ep 2 09:23
Sissy Cock Roulette Ep 2
Sissy Cock Roulette Ep 3 10:54
Sissy Cock Roulette Ep 3
Sissies Worshipping TikTok Stars - Babecock PMV 08:38
Sissies Worshipping TikTok Stars - Babecock PMV
Sissy Cock Roulette Episode 4 15:49
Sissy Cock Roulette Episode 4
Censored Anal PMV 06:41
Censored Anal PMV
Sissy Safe - Slut Training 05:15
Sissy Safe - Slut Training
Censored Porn For Chastity Losers 04:40
Censored Porn For Chastity Losers
Loser Sissy Bar 04:21
Loser Sissy Bar
Censored Boobdrops For Beta Whiteboys 04:38
Censored Boobdrops For Beta Whiteboys
Censored Cock Hero - Aut0CockHero 09:05
Censored Cock Hero - Aut0CockHero
Loser Pornstar Showcase - Emily Willis 07:20
Loser Pornstar Showcase - Emily Willis
Sissy Cock Roulette Ep 5 25:34
Sissy Cock Roulette Ep 5
Hammer Time - BBC Anal PMV By Mrs Fox 04:08
Hammer Time - BBC Anal PMV By Mrs Fox
Splitscreen Anal Trainer 3 - By Dildoslut 05:58
Splitscreen Anal Trainer 3 - By Dildoslut
Censored Hentai 1 - Beta Chip 04:09
Censored Hentai 1 - Beta Chip
Censored Hentai 2 - Cuckolding 06:56
Censored Hentai 2 - Cuckolding
Censored Hentai 3 - Feminization 07:32
Censored Hentai 3 - Feminization
Sissy Red Light Green Light 08:17
Sissy Red Light Green Light
Sissy Self Censoring Game 00:00
Sissy Self Censoring Game
Sissy Red Light Green Light 2 11:07
Sissy Red Light Green Light 2
Censored Hentai 4 - Goddess Worship 08:50
Censored Hentai 4 - Goddess Worship
Sissy Self Censoring Game 2 08:49
Sissy Self Censoring Game 2
Sissy Red Light Green Light 3 10:53
Sissy Red Light Green Light 3
Sissy Self Censoring Game 3 10:46
Sissy Self Censoring Game 3
Sissy Cock Roulette Ep 6 15:06
Sissy Cock Roulette Ep 6
Sissy Cock Roulette Ep 7 14:44
Sissy Cock Roulette Ep 7
Censored Hentai Part 5 - Special Surprise 08:51
Censored Hentai Part 5 - Special Surprise
Hardcore BBC PMV - Censored 05:21
Hardcore BBC PMV - Censored
Censored Reverse Cowgirl PMV 03:27
Censored Reverse Cowgirl PMV
The Sissy Bounce Along - Hypno Dildo Femboy Instructional 02:02
The Sissy Bounce Along - Hypno Dildo Femboy Instructional
Beta Therapy 19:17
Beta Therapy
Whiteboi Dildo Hero E1 04:01
Whiteboi Dildo Hero E1
Sissy Anal Trainer - Sissygaljasmine 11:50
Sissy Anal Trainer - Sissygaljasmine
BBC Classical Conditioning 06:06
BBC Classical Conditioning
Beta Dysfunction 07:46
Beta Dysfunction
Ultimate Sissy Test S 47:54
Ultimate Sissy Test S
Cum To Cock Sissy Anal JOI 07:06
Cum To Cock Sissy Anal JOI
Fucking Machine 101 - HiSmith Edition 21:24
Fucking Machine 101 - HiSmith Edition
Youre Gonna Fail No Nut November 17:38
Youre Gonna Fail No Nut November
File 03 - How Sissies Masturbate - Anal Instructions 15:42
File 03 - How Sissies Masturbate - Anal Instructions
The Magic Dildo - Chastitties 18:00
The Magic Dildo - Chastitties
You Are A Privileged Person Whiteboi - Better Captions 14:43
You Are A Privileged Person Whiteboi - Better Captions
Guided To A Sissygasm 11:25
Guided To A Sissygasm
Become A Sissy Slut Volume 1 10:22
Become A Sissy Slut Volume 1
Anal Slut Training II 11:53
Anal Slut Training II
Anal Slut Training III 20:19
Anal Slut Training III
5 Minute Anal Challenge 07:22
5 Minute Anal Challenge
Futa Worship And Anal Hero - Shortened Version 03:50
Futa Worship And Anal Hero - Shortened Version
Angela SPH - Loser Talk JOI 03:23
Angela SPH - Loser Talk JOI
Project Whiteboi - Cum Like a Girl - Beta Obligation 11:54
Project Whiteboi - Cum Like a Girl - Beta Obligation

File 03 - How Sissies Masturbate - Anal Instructions

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UsbWare Submitted by usbWare
  • 15:42
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  • 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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