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New Videos Tagged with training sissies

Mistress stuffs a thick cock in the femboy's ass
10:13
Mistress stuffs a thick cock in the femboy's ass

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  • 93K Views
  • 4 years ago
Mistress made me cum locked in chastity!
0:46
Mistress made me cum locked in chastity!

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Models:
  • 110K Views
  • 4 years ago
Mistress Mercer wrecks her chastity sissy with deep anal fisting
3:01
Mistress Mercer wrecks her chastity sissy with deep anal fisting

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Models:
  • 462K Views
  • 4 years ago
Cock Sucking Mantra - erotic binaural audio bisexual encouragement by Tara Smith
20:31
Cock Sucking Mantra - erotic binaural audio bisexual encouragement by Tara Smith

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  • 53K Views
  • 4 years ago
Sissy Mind Control caption story
6:58
Sissy Mind Control caption story

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  • 42K Views
  • 5 years ago
Recruited By A Shemale Mistress (Sissy Caption Story)
7:28
Recruited By A Shemale Mistress (Sissy Caption Story)

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  • 51K Views
  • 5 years ago
Strap on training audio, SUCK ME OFF SISSY BOI
4:02
Strap on training audio, SUCK ME OFF SISSY BOI

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Models:
  • 2.5K Views
  • 5 years ago
Bitch Itch Sissy Anal Training & Encouragement Tara Smith Erotic Audio JOI
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Bitch Itch Sissy Anal Training & Encouragement Tara Smith Erotic Audio JOI

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Models:
  • 117K Views
  • 5 years ago
Your Gay Acceptance - Bisexual Encouragement Tease erotic audio by Tara Smith
12:04
Your Gay Acceptance - Bisexual Encouragement Tease erotic audio by Tara Smith

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  • 43K Views
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Femdom gay training day 7
4:53
Femdom gay training day 7

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  • 48K Views
  • 5 years ago
PRONE BONE MESSY ANAL WITH A THROBBING COCK
3:37
PRONE BONE MESSY ANAL WITH A THROBBING COCK

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  • 60K Views
  • 5 years ago
doggy femboy pet play on cam
4:43
doggy femboy pet play on cam

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  • 131K Views
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Clara Dee POV sissy pegging - custom for Fred
20:13
Clara Dee POV sissy pegging - custom for Fred

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  • 383K Views
  • 5 years ago
good girl sissy on a stool, cock pulled back and dripping
1:13
good girl sissy on a stool, cock pulled back and dripping

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  • 27K Views
  • 5 years ago
caged sissy trap anal training
3:55
caged sissy trap anal training

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  • 20K Views
  • 5 years ago
erotic audio by Tara Smith, bi and gay encouragement
8:10
erotic audio by Tara Smith, bi and gay encouragement

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  • 58K Views
  • 5 years ago
Sissy feminization makeover with Nikki Kit - makeup, wig, lingerie and dildo practice
1:13
Sissy feminization makeover with Nikki Kit - makeup, wig, lingerie and dildo practice

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  • 46K Views
  • 5 years ago
Tampons for Sissies, feminization training
0:27
Tampons for Sissies, feminization training

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  • 24K Views
  • 5 years ago
Mistress Mercer straps on and pegs her sissy with a Bad Dragon
1:04
Mistress Mercer straps on and pegs her sissy with a Bad Dragon

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Models:
  • 898K Views
  • 5 years ago
Mistress Mercer rides the fuck machine and releases her latex sissy from chastity
0:58
Mistress Mercer rides the fuck machine and releases her latex sissy from chastity

Admin

  • 443K Views
  • 5 years ago
Husband Turned Sissy - Goddess Alexa
6:35
Husband Turned Sissy - Goddess Alexa

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  • 37K Views
  • 5 years ago
the sissy audition
12:19
the sissy audition

Admin

  • 46K Views
  • 5 years ago
Femboy plays with cum hands free just from my nipples
10:51
Femboy plays with cum hands free just from my nipples

Admin

  • 682 Views
  • 5 years ago
Cute sissy cumming hands free
21:25
Cute sissy cumming hands free

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  • 97K Views
  • 5 years ago
Making all you BBC wannabes envious with my massive black dildo
2:05
Making all you BBC wannabes envious with my massive black dildo

Admin

  • 169K Views
  • 5 years ago
Miss Lofn's Sissy School Lessons 1-5 - Sissy ASMR Training
42:09
Miss Lofn's Sissy School Lessons 1-5 - Sissy ASMR Training

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  • 324K Views
  • 5 years ago
3 levels of chastity training JOI - rubber, plastic, steel femdom encouragement
12:08
3 levels of chastity training JOI - rubber, plastic, steel femdom encouragement

Admin

  • 402K Views
  • 6 years ago
How to put on a chastity belt - showing the main styles
16:46
How to put on a chastity belt - showing the main styles

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  • 32K Views
  • 6 years ago
riding a giant horse dildo
1:28
riding a giant horse dildo

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  • 22K Views
  • 6 years ago
The Fagbator - custom audio encouragement by Tara Smith
5:13
The Fagbator - custom audio encouragement by Tara Smith

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Models:
  • 23K Views
  • 6 years ago
Brookelynne Briar runs a sissy transformation and femdom cock worship
4:46
Brookelynne Briar runs a sissy transformation and femdom cock worship

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  • 244K Views
  • 6 years ago
Sissy Bi Encouragement erotic audio and dirty talk by Tara Smith
7:13
Sissy Bi Encouragement erotic audio and dirty talk by Tara Smith

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  • 90K Views
  • 6 years ago
Red Light Special - Meana Wolf bicurious cuckold
0:36
Red Light Special - Meana Wolf bicurious cuckold

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  • 64K Views
  • 7 years ago
Dominated By The Submissive Woman 2 - Ashley Lane sissy training TRAILER
0:39
Dominated By The Submissive Woman 2 - Ashley Lane sissy training TRAILER

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  • 6.1K Views
  • 7 years ago
Mistress Brookelynne Briar trains you to crave your own cum
2:06
Mistress Brookelynne Briar trains you to crave your own cum

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  • 70K Views
  • 8 years ago
Brookelynne Briar goddess worship and bi training tease
1:48
Brookelynne Briar goddess worship and bi training tease

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Models:
  • 57K Views
  • 8 years ago
SCIFI GENDER SWAP FEMINIZATION BONDAGE SLAVE
5:06
SCIFI GENDER SWAP FEMINIZATION BONDAGE SLAVE

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  • 185K Views
  • 8 years ago
You'll be wearing panties forever
11:42
You'll be wearing panties forever

Admin

Models:
  • 188K Views
  • 8 years ago
Leya Falcon runs EXTREME cock and ball torture in The Hurt Room
4:13
Leya Falcon runs EXTREME cock and ball torture in The Hurt Room

Admin

Models:
  • 46K Views
  • 9 years ago

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