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Videos Tagged with training sissies

[Erotic Audio] Anal Training Sissy Slut [F4A] Gentle Mistress FDom Roleplay
13:58
[Erotic Audio] Anal Training Sissy Slut [F4A] Gentle Mistress FDom Roleplay

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  • 9.3K Views
  • 1 year ago
Sissy Training Session with Anna Blake
7:34
Sissy Training Session with Anna Blake

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  • 350K Views
  • 2 years ago
Futa Teaches You How to Ride It - Stop Drop and Ride anal training SAMPLE
14:20
Futa Teaches You How to Ride It - Stop Drop and Ride anal training SAMPLE

Admin

  • 185K Views
  • 1 year ago
from Alpha to sissy slut, sissification training with Rebelle Hart
0:33
from Alpha to sissy slut, sissification training with Rebelle Hart

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  • 1.9K Views
  • 1 year ago
Mistress Maven sissy task 1
5:00
Mistress Maven sissy task 1

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  • 56K Views
  • 2 years ago
sissy schoolgirl locked in chastity stuffs herself with dildos
5:13
sissy schoolgirl locked in chastity stuffs herself with dildos

Admin

  • 2.3K Views
  • 3 years ago
Masturbate like a Girl - Sissy Anal JOI by Goddess Nikki Kit
0:24
Masturbate like a Girl - Sissy Anal JOI by Goddess Nikki Kit

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  • 3.6K Views
  • 1 year ago
JOI cuck anal training CEI next level - Luna Doll
1:18
JOI cuck anal training CEI next level - Luna Doll

Admin

Models:
  • 16K Views
  • 12 months ago
Mistress Maven Sissy Task 2 - Femdom Goddess Maven May
6:36
Mistress Maven Sissy Task 2 - Femdom Goddess Maven May

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  • 40K Views
  • 2 years ago
sissy chastity training with some anal play
6:49
sissy chastity training with some anal play

Admin

  • 492 Views
  • 1 month ago
sissy in a pink thong takes almost a liter of beer up the ass in minutes
4:49
sissy in a pink thong takes almost a liter of beer up the ass in minutes

Admin

  • 6.4K Views
  • 3 years ago
sissy initiation GRWM, pink set and makeup
1:59
sissy initiation GRWM, pink set and makeup

Admin

  • 606 Views
  • 1 month ago
30 Days To Sissy Day 21 sissy cum CEI preview
3:01
30 Days To Sissy Day 21 sissy cum CEI preview

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  • 6.4K Views
  • 3 years ago
Femdom Goddess V humiliates and fully feminizes her chastity sissy sub with sph 1/3
32:46
Femdom Goddess V humiliates and fully feminizes her chastity sissy sub with sph 1/3

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  • 1 Views
  • 1 year ago
FUTA stepmom Larkin Love breaks in her sissy son
0:24
FUTA stepmom Larkin Love breaks in her sissy son

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  • 27K Views
  • 3 years ago
Kat's sissy tasks after dark
9:31
Kat's sissy tasks after dark

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  • 17K Views
  • 2 years ago
dominant wife turns her cuckold hubby into a sissy maid
9:01
dominant wife turns her cuckold hubby into a sissy maid

Admin

  • 15K Views
  • 3 years ago
AB090 High Speed Sperm Squeezing Bondage Female (Chinese and English Subtitles) Queen femdom cumshot stockings mesh stockings high heels Masturbation cup Vibrator
2:08
AB090 High Speed Sperm Squeezing Bondage Female (Chinese and English Subtitles) Queen femdom cumshot stockings mesh stockings high heels Masturbation cup Vibrator

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  • 4.8M Views
  • 2 years ago
Bitch Itch Sissy Anal Training & Encouragement Tara Smith Erotic Audio JOI
9:19
Bitch Itch Sissy Anal Training & Encouragement Tara Smith Erotic Audio JOI

Admin

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  • 117K 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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  • 2.5K 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
Femdom gay training day 7
4:53
Femdom gay training day 7

Admin

  • 48K Views
  • 5 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
Tampons for Sissies, feminization training
0:27
Tampons for Sissies, feminization training

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  • 24K 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
bliv min tøs, træn dig til at være sissy
7:19
bliv min tøs, træn dig til at være sissy

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  • 3.1M Views
  • 4 years ago
sissy guide for beginners and pros, hot little femboy
2:39
sissy guide for beginners and pros, hot little femboy

Admin

  • 1.5M Views
  • 3 years ago
He fucks me like a bitch... I love being trained by Master - Sasha De Sade
0:28
He fucks me like a bitch... I love being trained by Master - Sasha De Sade

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  • 990K Views
  • 2 years ago
Naughty sissy classmates line up for BBC
3:26
Naughty sissy classmates line up for BBC

Admin

  • 672K Views
  • 3 years ago
real couple femdom, mistress pegs her sissy cuck with a strapon, FULL video
1:16:02
real couple femdom, mistress pegs her sissy cuck with a strapon, FULL video

Admin

  • 553K Views
  • 3 years ago
Sissy Anal Slut Locked On A Huge Dildo, One Bar Prison Bound And Teased In A Chastity Cage By Mistress
4:48
Sissy Anal Slut Locked On A Huge Dildo, One Bar Prison Bound And Teased In A Chastity Cage By Mistress

Admin

  • 503K Views
  • 3 years ago
AB071 sissy training and squirting, tickle strap on ruined orgasm SM
4:52
AB071 sissy training and squirting, tickle strap on ruined orgasm SM

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  • 244K Views
  • 4 years ago
Femdom Anal Instruction JOI - taste your own ass - Goddess Alexa
7:13
Femdom Anal Instruction JOI - taste your own ass - Goddess Alexa

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Models:
  • 212K Views
  • 3 years ago
young blonde sissy Lola takes a deep BBC creampie
3:13
young blonde sissy Lola takes a deep BBC creampie

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  • 142K Views
  • 3 years ago
Cum Like A Girl Sissy JOI - Positive Femdom Goddess Alexa
8:01
Cum Like A Girl Sissy JOI - Positive Femdom Goddess Alexa

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  • 275K Views
  • 2 years ago
QOS sissy Lola Crystals shares a giant BBC
2:46
QOS sissy Lola Crystals shares a giant BBC

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  • 91K Views
  • 2 years ago
Femboy turned into a sissy by his trans roommate
1:25
Femboy turned into a sissy by his trans roommate

Admin

Models:
  • 286K Views
  • 10 months ago
Grindr hookup instructions bi encouragement femdom
7:20
Grindr hookup instructions bi encouragement femdom

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  • 160K Views
  • 2 years ago
FEMDOM & SISSY PEGGING hot shots and cumshots compilation
10:07
FEMDOM & SISSY PEGGING hot shots and cumshots compilation

Admin

  • 226K Views
  • 2 years ago
Girlfriend buys you panties - gentle sissy femdom
6:04
Girlfriend buys you panties - gentle sissy femdom

Admin

  • 166K Views
  • 2 years ago

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