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Champions Of Cocknia 35:36
Champions Of Cocknia
Cock Hero - Popper Round - Girlfriends 03:55
Cock Hero - Popper Round - Girlfriends
Dildo Hero - Two Sizes - Prostate Orgasm Training 08:58
Dildo Hero - Two Sizes - Prostate Orgasm Training
Dildo Hero - Your Girlfriend Needs Some Help 18:46
Dildo Hero - Your Girlfriend Needs Some Help
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
Porno-Music Shemale PMV 11 - Dildo Hero Edit 09:48
Porno-Music Shemale PMV 11 - Dildo Hero Edit
Kate Pulls You Out - A Hands-Free Interactive Feminization Ride 13:57
Kate Pulls You Out - A Hands-Free Interactive Feminization Ride
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
Anal Dildo Hero - You Vs Katrina 32:43
Anal Dildo Hero - You Vs Katrina
Anal Dildo Hero - Super Freaky Girl 02:59
Anal Dildo Hero - Super Freaky Girl
Plush - Dildo Hero 07:01
Plush - Dildo Hero
Twerk Sissy Chastity - PMV By HoloPMV - Dildo Hero Edit 02:37
Twerk Sissy Chastity - PMV By HoloPMV - Dildo Hero Edit
Intense Anal Training 26:11
Intense Anal Training
Prejac Sissy Hypno Clench Training 05:08
Prejac Sissy Hypno Clench Training
Brand New Bitch - Censored Hero PMV 03:12
Brand New Bitch - Censored Hero PMV
Prejac And Sensitivity Training 2 - Clench Training 02:31
Prejac And Sensitivity Training 2 - Clench Training
Fucking Machine Transmatica - Poppers Edition 1:18:13
Fucking Machine Transmatica - Poppers Edition
Ultimate Tiktok PMV 43:24
Ultimate Tiktok PMV
Move Your Body - Hero PMV 03:15
Move Your Body - Hero PMV
Inspiration For A Sissy Slut - Dildo Hero Edit 06:18
Inspiration For A Sissy Slut - Dildo Hero Edit
Dildohero - Noodledude 20:23
Dildohero - Noodledude
Kawaii 808 - BounceX Dildo Hero 01:40
Kawaii 808 - BounceX Dildo Hero
Prejac Clench Trigger Weed Intox Hypno Mindmelt 05:32
Prejac Clench Trigger Weed Intox Hypno Mindmelt
Analgasm Sissygirl Fuck-Along 05:48
Analgasm Sissygirl Fuck-Along
Anal Training 26:32
Anal Training
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
Dildo Hero - Poppers Edition - German Voice 09:05
Dildo Hero - Poppers Edition - German Voice
Sissy Dildo Creampie - Hero Edit 02:04
Sissy Dildo Creampie - Hero Edit
Arent You Straight Bro - Dildo Hero Edit 04:06
Arent You Straight Bro - Dildo Hero Edit
Fem Future - Dildo Hero Edit 03:26
Fem Future - Dildo Hero Edit
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit 05:18
Sissy Perfect Trainer by Leyendecker Dildo Hero Edit
CBT For E-Girls - Dildo Hero German Voice 27:12
CBT For E-Girls - Dildo Hero German Voice
Mommy Prejac Clench Training 05:19
Mommy Prejac Clench Training
Easy And Wild - Hardcore - Dildo Hero 29:42
Easy And Wild - Hardcore - Dildo Hero
SDH Series - Squeeze Hero 22:58
SDH Series - Squeeze Hero
Mommy Prejac Brain Ruining Training 06:14
Mommy Prejac Brain Ruining Training
Your First Sissygasm - Dildo Hero 38:32
Your First Sissygasm - Dildo Hero
Up N Down 02:05
Up N Down
Premature Encouragement 8 - Clench Training 07:08
Premature Encouragement 8 - Clench Training
Mommy Prejac Depraved Training 08:12
Mommy Prejac Depraved Training
Cockhero - Dark Fantasy 23:29
Cockhero - Dark Fantasy
Mommy Prejac Total Addiction Training 08:21
Mommy Prejac Total Addiction Training
Edge of Despair 21:27
Edge of Despair
Mommy Prejac Complete Rewire Training 08:35
Mommy Prejac Complete Rewire Training
Anal Dildo Hero - Ciara Collection 20:31
Anal Dildo Hero - Ciara Collection
Sissy Hero - PMV By HoloPMV 03:33
Sissy Hero - PMV By HoloPMV
BBC Encouragement 06:30
BBC Encouragement
Split Roast Dildo Hero Edit - IncubusPMV 03:21
Split Roast Dildo Hero Edit - IncubusPMV
Ass Pussy Hero 1 - 2025 Poppers Edition 06:28
Ass Pussy Hero 1 - 2025 Poppers Edition
Mommys Clench Slut 06:33
Mommys Clench Slut
Fucking Machine 101 - HiSmith Edition 21:24
Fucking Machine 101 - HiSmith Edition
Mommy BBC Clench Training 11:45
Mommy BBC Clench Training
Mommy Prejac Limp Beta Training 07:46
Mommy Prejac Limp Beta Training
Ridin Cock To The Rhythm - Redux 04:12
Ridin Cock To The Rhythm - Redux
Fucked On The 1st Date - HiSmith Edition 27:27
Fucked On The 1st Date - HiSmith Edition
BBC Dildo And Poppers Program - Sissy Instructions PMV 45:47
BBC Dildo And Poppers Program - Sissy Instructions PMV
Girls Arent For You Whiteboi - CockHero 02:34
Girls Arent For You Whiteboi - CockHero
Inflatable Butt Plug And Dildo - Stretch Your Ass Training 06:34
Inflatable Butt Plug And Dildo - Stretch Your Ass Training
Bounce - PAWG PMV 03:36
Bounce - PAWG PMV
Cassie Clench Training 09 00:36
Cassie Clench Training 09
Bounce On The Wild Side 04:24
Bounce On The Wild Side
Prejac For Yoga Pants - Clench Training 03:53
Prejac For Yoga Pants - Clench Training
The New Life Of A SnowBunny - Cockhero 03:10
The New Life Of A SnowBunny - Cockhero
Like Jennie - BounceX Dildo Hero By Wowplayer556 02:12
Like Jennie - BounceX Dildo Hero By Wowplayer556
Femboy Bitch Bounce - Incomplete 02:22
Femboy Bitch Bounce - Incomplete
Cock Hero Finisher Deluxe 08:44
Cock Hero Finisher Deluxe
All I Want - Lustful Loops 03:55
All I Want - Lustful Loops
Sissy BNWO - White Soles And BBC - Experimental Fuck Along 11:38
Sissy BNWO - White Soles And BBC - Experimental Fuck Along
Anal Overload 03:18
Anal Overload
Sissy Anal Role Play - Metronome 37:24
Sissy Anal Role Play - Metronome
Melanie Built For BBC - CockHero 05:10
Melanie Built For BBC - CockHero
BounceX Lite - Dildo Hero Vol 6 Pt 1 43:25
BounceX Lite - Dildo Hero Vol 6 Pt 1
BounceX Lite - Dildo Hero Vol 6 Pt 2 49:33
BounceX Lite - Dildo Hero Vol 6 Pt 2
Heavy Bounce - A Cubberlang PMV 04:52
Heavy Bounce - A Cubberlang PMV
Snowbunnization - Blacked HMV 05:35
Snowbunnization - Blacked HMV
Cock Hero First Time 03:56
Cock Hero First Time
Hook Your Ass On The Bassline - PMV 03:43
Hook Your Ass On The Bassline - PMV
Mommy Prejac Brain Warp Training 08:06
Mommy Prejac Brain Warp Training
Bounce Sissy 03:21
Bounce Sissy
Stretch Your Hole Trainer 18:32
Stretch Your Hole Trainer
DIldo Hero Ultimate - Pop Star Dominatrix Edition 1:00:45
DIldo Hero Ultimate - Pop Star Dominatrix Edition
Bussy Pounding BNWO Dildo Hero - Bi Sexual 02:39
Bussy Pounding BNWO Dildo Hero - Bi Sexual
BBC Snowbunny Sissy Cum Wringer - Dildo Hero 03:38
BBC Snowbunny Sissy Cum Wringer - Dildo Hero
Sissy Hero One 2:34:33
Sissy Hero One
Sissy Hero Two 2:26:48
Sissy Hero Two
Sissy Hero Three 3:03:07
Sissy Hero Three
Sissy Hero Four 3:11:23
Sissy Hero Four
Sissy Hero Five 3:17:56
Sissy Hero Five
Sissy Hero Six 4:49:00
Sissy Hero Six
Sissy Hero Seven 4:02:18
Sissy Hero Seven
Sissy Hero - Pump Me Up 5:22:16
Sissy Hero - Pump Me Up
Sissy Hero Pro 5:07:09
Sissy Hero Pro
Prostate Milking Program - Voiced - Lovense Collab 34:00
Prostate Milking Program - Voiced - Lovense Collab
Clench Training Part 1 - Hands Free 06:07
Clench Training Part 1 - Hands Free
Clench Part 2 08:52
Clench Part 2
Sissygasm Hypnosis Test 13:50
Sissygasm Hypnosis Test
Sissy Trans Dildo Ride Along 01:49
Sissy Trans Dildo Ride Along
Nyxis Beat 05:07
Nyxis Beat
Bounce Megamix - Poppers Edit 30:41
Bounce Megamix - Poppers Edit
Let The Music Take Control 02:38
Let The Music Take Control
Cheeky Hero - A Popper Hero PMV For Latex Sluts
 11:00
Cheeky Hero - A Popper Hero PMV For Latex Sluts

Bookends 23:44
Bookends
Goth Girls - Rhythm Trainer 02:38
Goth Girls - Rhythm Trainer
Say It With Your Body 02:33
Say It With Your Body
First Anal Skills Lesson Part 1- Anal Training Dildo Hero By The Sissy Academy 12:36
First Anal Skills Lesson Part 1- Anal Training Dildo Hero By The Sissy Academy
Cock Hero 1 PMV 01:18
Cock Hero 1 PMV
Sissy Training Challenge 04:18
Sissy Training Challenge
GameOver 02:43
GameOver
Up N Down - Long Version 31:00
Up N Down - Long Version
Sissy Bounce - Dildo Bounce Phonk PMV 03:44
Sissy Bounce - Dildo Bounce Phonk PMV
Mommys Good Boy Clench Training 14:33
Mommys Good Boy Clench Training
Mommy Prejac Sensitivity Overload Training 08:21
Mommy Prejac Sensitivity Overload Training
WB Meltdown - Blacked HMV 07:23
WB Meltdown - Blacked HMV
Espresso HFO For BBC 03:16
Espresso HFO For BBC
Full Anal Lesson - Dildo Hero By The Sissy Academy 24:20
Full Anal Lesson - Dildo Hero By The Sissy Academy
Mommy BBC Worship 14:59
Mommy BBC Worship
HypnoFoxx - Butt Slut 2 03:53
HypnoFoxx - Butt Slut 2
Bounce On That Cock 03:30
Bounce On That Cock
Dildo Hero Games - Reintroduction 26:20
Dildo Hero Games - Reintroduction
Man Eater - By JorkFH - Shortened 00:41
Man Eater - By JorkFH - Shortened
Clench Music Video 08:14
Clench Music Video

Fucked On The 1st Date - HiSmith Edition

  • 93%
  • (658)
Gibbon66 Submitted by Gibbon66
  • 27:27
  • 241462
  • 2025-10-01 19:50:24
Syncs with HiSmith App pattern of the same name. Only really usable with the app as there are no speed prompts due to the complexity-Sorry!!
Tags: fuckmachine, training, fucking, anal, sissy, tgirl, bbc, interracial, big cock, hypnosis, fucktoy, cockslut, give in, serve
Categories: Anal, Big Cock, Fucking, Interracial, Movies, Music/PMV, Sissy Training, Toys
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