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You No Longer Like Girls 07:30
You No Longer Like Girls
Don't Think, Slut 07:04
Don't Think, Slut
Best Hypno Edit 06:08
Best Hypno Edit
Cum Dumpser Submission 03:59
Cum Dumpser Submission
Shemale Hypnosis 10:26
Shemale Hypnosis
Sissy Destiny 1 04:15
Sissy Destiny 1
The Last Stage 03:10
The Last Stage
Sissy Gloryhole 07:16
Sissy Gloryhole
I Know What You Want Sissy 06:48
I Know What You Want Sissy
Strong Cock Conversion 03:06
Strong Cock Conversion
Sissy Big Cock Lust 08:55
Sissy Big Cock Lust
Sissy Hole Training 17:41
Sissy Hole Training
Cock Confusion 12:47
Cock Confusion
Hypno Cum Overdose 01:48
Hypno Cum Overdose
Strip For Daddy 10:43
Strip For Daddy
BlowYourMind Remix By Chicagokink 10:54
BlowYourMind Remix By Chicagokink
TGirl Edit 1 08:58
TGirl Edit 1
BBC HOE 06:56
BBC HOE
Big Black Converter 12:31
Big Black Converter
Sissy Jasmine - Fuck Me Harder 04:28
Sissy Jasmine - Fuck Me Harder
Cumpilation Part 1 17:02
Cumpilation Part 1
Popper Hero TS 09:53
Popper Hero TS
Sissy Hypno #6 - BBC Mantra 07:23
Sissy Hypno #6 - BBC Mantra
Hardcore Anal Banging PMV 05:39
Hardcore Anal Banging PMV
Gangbang Fantasy - Sissy Hypno Slut 03:08
Gangbang Fantasy - Sissy Hypno Slut
White Sissy Faggots Vs Black Alpha Males 02:59
White Sissy Faggots Vs Black Alpha Males
TS Interracial PMV 07:36
TS Interracial PMV
Detailed Guide To Cock Sucking - Stage 1 V1 09:44
Detailed Guide To Cock Sucking - Stage 1 V1
Reverse Sissy Hypno - Sissygaljasmine 03:15
Reverse Sissy Hypno - Sissygaljasmine
Sissy Dildo Hero Series - Sissy Diaries Day 1 1:00:40
Sissy Dildo Hero Series - Sissy Diaries Day 1
TS PMV - Maid Services 03:40
TS PMV - Maid Services
Cock Hero TS Special 02 - USA 24:00
Cock Hero TS Special 02 - USA
Cock Hero TS Special 03 - Transdimensional Part 1 55:20
Cock Hero TS Special 03 - Transdimensional Part 1
Cock Hero TS Special 04 - Transdimensional Part 2 1:16:20
Cock Hero TS Special 04 - Transdimensional Part 2
The Turn On 03:30
The Turn On
Pleasure Hole Training 04:11
Pleasure Hole Training
Splitscreen Anal Trainer 2 - By Dildoslut 05:26
Splitscreen Anal Trainer 2 - By Dildoslut
BBC CEI - Give In To Your BBC Addiction 14:28
BBC CEI - Give In To Your BBC Addiction
Cock Worship - Milking Table 2 05:40
Cock Worship - Milking Table 2
Cock Hero TS Special 05 - Transdimensional Part 3 1:05:58
Cock Hero TS Special 05 - Transdimensional Part 3
Hung Up Sissy HPMV - By HypeArt 04:03
Hung Up Sissy HPMV - By HypeArt
Porno-Music Shemale PMV 11 - Dildo Hero Edit 09:48
Porno-Music Shemale PMV 11 - Dildo Hero Edit
Dildo Hero Short - Gimme More 02:42
Dildo Hero Short - Gimme More
Dildo Hero Short - TS Femboy PMV 02:52
Dildo Hero Short - TS Femboy PMV
Censored Sissy Babecock With Emily 03:52
Censored Sissy Babecock With Emily
Stuck - BBC PMV 03:36
Stuck - BBC PMV
Sissy Anal Training - Your Anal Dream - Subbed 15:45
Sissy Anal Training - Your Anal Dream - Subbed
Dildo Hero Edit - Tu Trapito Favorito - I'm A Bitch 05:38
Dildo Hero Edit - Tu Trapito Favorito - I'm A Bitch
Dildo Hero Edit - Tu Trapito Favorito - Transsexual Hardcore 05:03
Dildo Hero Edit - Tu Trapito Favorito - Transsexual Hardcore
Trans Cum Sluts 02:36
Trans Cum Sluts
Queue Balls - Voice Emphasized Mix - Stage 3 - Days 14-17 Of 21 2:29:48
Queue Balls - Voice Emphasized Mix - Stage 3 - Days 14-17 Of 21
BBC Gloryhole Guide 06:25
BBC Gloryhole Guide
Shemales Ride A Cock 2:35:04
Shemales Ride A Cock
Sissy BBC Overdose III 25:00
Sissy BBC Overdose III
World PMV Games 2024 - Rocking Party 04:23
World PMV Games 2024 - Rocking Party
How About A Milking Table - Cock Worship 08:42
How About A Milking Table - Cock Worship
Butt Sluts - Trans Doggy Compilation HD 03:24
Butt Sluts - Trans Doggy Compilation HD
Ass Pussy Hero 1 06:28
Ass Pussy Hero 1
Sissy Ruff Ryderz 06:16
Sissy Ruff Ryderz
Ass Pussy Hero 1 Popper Edit - Subtitles 06:28
Ass Pussy Hero 1 Popper Edit - Subtitles
Dont Think Slut 2 07:31
Dont Think Slut 2
Give In - Redux 03:12
Give In - Redux
Mars Challenge 1:13:48
Mars Challenge
Sissy Booty Fitness - Workout By Hypno Belle 11:04
Sissy Booty Fitness - Workout By Hypno Belle
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit 05:18
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit
OMGFY - Special Edition 05:23
OMGFY - Special Edition
OMGFY - Lost File 04:46
OMGFY - Lost File
MK Ultra Sissy Maker II - Sissygaljasmine 04:23
MK Ultra Sissy Maker II - Sissygaljasmine
Tu Pequeno Secreto - Spanish 06:13
Tu Pequeno Secreto - Spanish
Beta Bounce - Dildo Hero Edit 04:16
Beta Bounce - Dildo Hero Edit
Shemales Riding Compilation 11:54
Shemales Riding Compilation
Mega Cock Suck Hypno Mix 1:00:10
Mega Cock Suck Hypno Mix
Ultimate Sissy Conversion 38:28
Ultimate Sissy Conversion
Flappy Chicks - Dildo Hero Edit 02:54
Flappy Chicks - Dildo Hero Edit
Bubble Butt Workout 11:53
Bubble Butt Workout
How Much Of A Sissy Slut Are You - Sissygaljasmine 06:39
How Much Of A Sissy Slut Are You - Sissygaljasmine
Whiteboy Cock Hero - Femboi Special 01:39
Whiteboy Cock Hero - Femboi Special
Your Hero - Sissy Caption Story 15:02
Your Hero - Sissy Caption Story
Shemale Dildo Hero - Handsfree Challenge 48:08
Shemale Dildo Hero - Handsfree Challenge
Full Porn Addict Brainwash Program Hypno Mindfuck 4:19:44
Full Porn Addict Brainwash Program Hypno Mindfuck
Ass Up Face Down Doggy Compilation 35:40
Ass Up Face Down Doggy Compilation
Ruined At The Gloryhole 01:47
Ruined At The Gloryhole
Expert Anal Challenge 21:34
Expert Anal Challenge
CocoTranse Game - TGirls 01 09:58
CocoTranse Game - TGirls 01
BBC Addiction - Hardcore 02:25
BBC Addiction - Hardcore
Focus On BBC - Sissy Dildo Hero 03:39
Focus On BBC - Sissy Dildo Hero
You Love Cock 05:19
You Love Cock
Machine Fucked With Nat - HiSmith Edition 26:45
Machine Fucked With Nat - HiSmith Edition
Ridin Cock To The Rhythm - Redux 04:12
Ridin Cock To The Rhythm - Redux
Natalie Perfection 06:08
Natalie Perfection
Fall Into The Hole 01:32
Fall Into The Hole
4 Stages Of Cock Sucking 01:00
4 Stages Of Cock Sucking
Bliss 12:59
Bliss
BBC Is Your Best Friend 06:28
BBC Is Your Best Friend
Sissygaljasmine - BBC Ruined Your Mind 07:23
Sissygaljasmine - BBC Ruined Your Mind
Fanfare For The Common Cock 06:03
Fanfare For The Common Cock
Dose 07:47
Dose
He Used You To Fix Your Mistake 00:34
He Used You To Fix Your Mistake
Trans Anal Slut MegaMix - Lianna 1:17:40
Trans Anal Slut MegaMix - Lianna
Izzy - Trans Anal Slut MegaMix 39:26
Izzy - Trans Anal Slut MegaMix
Dickawards - Blowbang - Best Of III 13:40
Dickawards - Blowbang - Best Of III
Natalie - Trans Anal Slut MegaMix 30:51
Natalie - Trans Anal Slut MegaMix
Object Trainer Suck 20:49
Object Trainer Suck
Jade - Trans Anal Slut MegaMix 25:30
Jade - Trans Anal Slut MegaMix
Goonslave - How Straight Are You - PMV By TinyHumpME 04:32
Goonslave - How Straight Are You - PMV By TinyHumpME
This Is Permanent 09:32
This Is Permanent
Kinky Amy Steele - Hypno Mix 7 25:56
Kinky Amy Steele - Hypno Mix 7
Sissy BBC Hypno - Weak White Boi 01:51
Sissy BBC Hypno - Weak White Boi
OMG Part 3 03:35
OMG Part 3
Braingoon 2 04:29
Braingoon 2
Whiteboi Goon Fuel 1-6 14:27
Whiteboi Goon Fuel 1-6
Black Hypno 03:07
Black Hypno
304 Hoe - Trap PMV 03:12
304 Hoe - Trap PMV
I Could Be Your Woman 04:36
I Could Be Your Woman
Odd Jobs - A Sissy Caption Story 06:51
Odd Jobs - A Sissy Caption Story
Sissy Fuckdoll Submission - Vertical 10:16
Sissy Fuckdoll Submission - Vertical

Pleasure Hole Training

  • 91%
  • (391)
Ash9689 Submitted by ash9689
  • 04:11
  • 167189
  • 2022-02-02 00:02:07
Music: Only Girl (In The World) - Rihanna Girls featured in the videos (no timestamp): - youngwoozzz - thebubblebumbutt - smolboimoisty - Lily Star - Ana Nomie - VanillaTrap - RMP41069 - mingsuwu -Andylynn Payne - Khloe Kay
Tags: dildohero, analhero, dildo hero, anal hero
Categories: Anal, Movies, Music/PMV, Sissygasm, Toys
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