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Search » Mistress Training Sissy Videos » (284)

My mistress sucks me when my wife is on vacation
5:16
2025-01-06 16:25:13
My mistress sucks me when my wife is on vacation
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Mistress Kennya - BDSM Vacation Fantasy Episode 6 Morning Ritual
1:00
2025-01-10 02:47:19
Mistress Kennya - BDSM Vacation Fantasy Episode 6 Morning Ritual
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Mistress India - Earn Your Orgasm
18:43
2024-08-08 13:13:10
Mistress India - Earn Your Orgasm
Angie Bloom - Slut Training Angie Bloom
10:10
2024-09-10 06:50:07
Angie Bloom - Slut Training Angie Bloom
Tana Waters And Kayla Paige - Mistress And Wife
6:15
2024-12-20 13:28:16
Tana Waters And Kayla Paige - Mistress And Wife
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Anal Plug & Ass Play: My Ass Training Adventure.
2:19
2024-12-11 14:18:11
Anal Plug & Ass Play: My Ass Training Adventure.
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Mistress's fine spanking reigns over kinky teens'
10:40
2024-12-29 23:55:27
Mistress's fine spanking reigns over kinky teens'
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Big ass Femboy Sissy in pantyhose teasing
0:37
2025-01-15 18:00:18
Big ass Femboy Sissy in pantyhose teasing
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Plugged Ass for Pleasure: A Daily Anal Training Ritual
1:07
2024-12-29 03:53:11
Plugged Ass for Pleasure: A Daily Anal Training Ritual
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Bathroom Butt Plug - Daily Anal Training
1:09
2025-01-20 17:33:10
Bathroom Butt Plug - Daily Anal Training
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Getting deeper with my 12 inch toy after a training session.
21:48
2024-11-21 00:44:09
Getting deeper with my 12 inch toy after a training session.
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Shy Guy Loses His Virginity With a Bosomy Blonde MILF Mistress Who Turns Out To Be His Mom's Bestie
7:57
2024-12-28 23:50:27
Shy Guy Loses His Virginity With a Bosomy Blonde MILF Mistress Who Turns Out To Be His Mom's Bestie
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Pegging Chastity Sissy Compilation
12:44
2025-02-07 19:56:13
Pegging Chastity Sissy Compilation
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bea is my pretty chubby mistress that loves to fuck
31:52
2025-02-01 19:34:14
bea is my pretty chubby mistress that loves to fuck
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Morena And Sissy: We Break Milfs Asses
11:07
2024-09-29 12:48:13
Morena And Sissy: We Break Milfs Asses
Mistress Takes Slave From Behind
8:30
2024-11-25 13:14:16
Mistress Takes Slave From Behind
Amateur, Butt, Couple, Femdom,
Mistress Kennya - Worship My Muscles; Big Tits Domme Solo
1:00
2024-10-19 08:46:17
Mistress Kennya - Worship My Muscles; Big Tits Domme Solo
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Jerk off Instruction with Mistress Helena Locke
6:44
2024-10-16 09:51:16
Jerk off Instruction with Mistress Helena Locke
Best Threesome Pussy Massage Training In Town With Jane Wilde
6:15
2024-12-10 00:58:16
Best Threesome Pussy Massage Training In Town With Jane Wilde
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Training Zero Femdom Cumshot Compilation Orgasm Ruined Cum Bondage Anal Slave BDSM Eating Real Home
7:04
2024-10-09 21:46:12
Training Zero Femdom Cumshot Compilation Orgasm Ruined Cum Bondage Anal Slave BDSM Eating Real Home
Awakening of Sissy Slut Michelle After Christmas Night Club Celebration
1:11:55
2025-02-04 07:36:11
Awakening of Sissy Slut Michelle After Christmas Night Club Celebration
Bathroom, Blowjobs, Couple, Cumshot,
Your hot aunt continues with SEX TRAINING FOR CHAMPIONS! P 2
7:23
2025-01-14 17:10:14
Your hot aunt continues with SEX TRAINING FOR CHAMPIONS! P 2
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Morena And Sissy: We Break Milfs Asses
11:07
2024-09-29 08:50:16
Morena And Sissy: We Break Milfs Asses
Lucie Arztin - Sissy Training
8:08
2024-11-26 13:14:16
Lucie Arztin - Sissy Training
Amateur, Fetish, Latex, Lesbian,
Horny Milf Gets Fucked By Her Husband And Her Mistress
7:52
2024-05-27 18:56:16
Horny Milf Gets Fucked By Her Husband And Her Mistress
Cuckolds Secrets - sissy husband watcjug wife sucking
8:33
2024-11-05 11:24:16
Cuckolds Secrets - sissy husband watcjug wife sucking
Amateur, Cheating, Cuckold, Fuck,
Sissy trained for our monster dildos - fucking bench Zeida and Alexandra
1:12
2025-01-02 04:09:11
Sissy trained for our monster dildos - fucking bench Zeida and Alexandra
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Domina Fire - Deep Anal Training my Nurse DominaFire
11:15
2024-10-26 07:38:10
Domina Fire - Deep Anal Training my Nurse DominaFire
Anal, Femdom, Fetish, MILF,

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Bossy mistress punishes her boyfriend with some very painful flogging
22:01
2024-12-23 16:03:18
Bossy mistress punishes her boyfriend with some very painful flogging
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Red-XXX - Red Riding Mistress
10:10
2024-12-04 10:34:08
Red-XXX - Red Riding Mistress
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Stepdad lets stepson fuck his mistress
6:15
2024-12-16 23:26:16
Stepdad lets stepson fuck his mistress
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The Head Mistress With Brad Knight, Britney Shannon - Brazzers
0:48
2024-10-27 06:27:12
The Head Mistress With Brad Knight, Britney Shannon - Brazzers
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Anything For Mistress
8:06
2024-10-02 15:40:16
Anything For Mistress
Mistress Vera - Make sure to always use your slave as a
1:51
2024-12-03 02:15:05
Mistress Vera - Make sure to always use your slave as a
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Falangmann Waxing Training Orgy - AsianMassageMaster dotcom for More Exclusive Massages
2:08
2024-09-02 16:19:08
Falangmann Waxing Training Orgy - AsianMassageMaster dotcom for More Exclusive Massages
Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl
5:59
2025-01-13 15:05:20
Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl
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Mistress Krush - Face Sitting and Smoking
9:36
2025-02-15 19:54:24
Mistress Krush - Face Sitting and Smoking
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BBW Mistress Gives Best Footjobs In The World
0:15
2024-09-26 17:42:13
BBW Mistress Gives Best Footjobs In The World
Training Zero Femdom Chastity Tease and Orgasm Denial Slave BDSM Bondage Cum Facesitting Real Homemade Milf Stepmom Amateur FLR
1:25
2024-12-23 15:18:38
Training Zero Femdom Chastity Tease and Orgasm Denial Slave BDSM Bondage Cum Facesitting Real Homemade Milf Stepmom Amateur FLR
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Demon slayer - Tanjiro gives Mitsuri anal training to become a mainstay
12:05
2025-01-04 16:17:15
Demon slayer - Tanjiro gives Mitsuri anal training to become a mainstay
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Mistress From Shows Big Standing Boobs To Thick Client With Kyle Mason And Nicolette Shea
8:00
2025-01-30 14:32:16
Mistress From Shows Big Standing Boobs To Thick Client With Kyle Mason And Nicolette Shea
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Sexy Mistress Noemi Blonde Teases You With Her Nyloned Feet; Horny MILF Solo Leg and Foot Fetish
2:00
2024-12-07 12:49:16
Sexy Mistress Noemi Blonde Teases You With Her Nyloned Feet; Horny MILF Solo Leg and Foot Fetish
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Fun Size Training
7:44
2025-02-03 07:52:14
Fun Size Training
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strapon pegging role play crossdresser sissy femboy and burnette
12:17
2024-11-25 14:18:11
strapon pegging role play crossdresser sissy femboy and burnette
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FEMDOM SISSY COMPILATION - Goddess fucks, teases and humiliates sissy femboy in different positions
9:55
2024-12-29 04:34:12
FEMDOM SISSY COMPILATION - Goddess fucks, teases and humiliates sissy femboy in different positions
Amateur, Anal, Compilation, Cuckold,
Ass Training - RealityKings with Renato, Choky Ice, Cathy Heaven
0:34
2025-01-16 03:18:17
Ass Training - RealityKings with Renato, Choky Ice, Cathy Heaven
Ass, Blonde, Brunette, Cumshot,
Beauty Mature Woman Enema Training
4:00
2024-09-27 14:26:16
Beauty Mature Woman Enema Training
Big ass first training
5:16
2024-11-09 11:40:17
Big ass first training
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Y Blonde Prefers Anal Sex During Sports Training - Lena Paul
8:00
2025-01-25 16:01:18
Y Blonde Prefers Anal Sex During Sports Training - Lena Paul
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Mistress Has Her Cuck Boytoy Watch Her Get Fucked
11:01
2024-12-07 00:53:06
Mistress Has Her Cuck Boytoy Watch Her Get Fucked
Anal, Ass, Big Cock, Big Tits,
Anal training to my wife during a live
29:57
2024-10-11 09:32:08
Anal training to my wife during a live
Training Zero Femdom CFNM Anal Pegging Hard Strapon Fuck Real Bondage BDSM Dominant Homemade Amateur Milf Stepmom Couple Wife
1:46
2024-12-23 03:18:12
Training Zero Femdom CFNM Anal Pegging Hard Strapon Fuck Real Bondage BDSM Dominant Homemade Amateur Milf Stepmom Couple Wife
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Sissy in Red Mask Gets Cock
6:20
2025-01-10 16:46:15
Sissy in Red Mask Gets Cock
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Milf Mistress In Latex Man - Jay Wimp, Mistress Helena And Helena Locke
5:07
2024-11-21 20:26:16
Milf Mistress In Latex Man - Jay Wimp, Mistress Helena And Helena Locke
Anal, Ass, BDSM, Blonde,
Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5
6:34
2024-12-30 16:00:12
Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5
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huge cum out of my sissy ass after fucking my big ass with big toys
5:18
2025-01-25 02:32:09
huge cum out of my sissy ass after fucking my big ass with big toys
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Sissy slut in sexy lingerie and with a finger in her ass
8:14
2024-12-09 14:08:17
Sissy slut in sexy lingerie and with a finger in her ass
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The Goldy Rush - Dont Worry - Be A Happy Gay - Mistress
6:56
2024-10-22 10:13:08
The Goldy Rush - Dont Worry - Be A Happy Gay - Mistress
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Nerull_Couple - Lady Unrull Submissive Hardcore Training Session #1-2
5:16
2024-11-15 12:17:16
Nerull_Couple - Lady Unrull Submissive Hardcore Training Session #1-2
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Strapon sex! Mistress Karolina fucks her slave hard
19:25
2024-10-08 09:36:09
Strapon sex! Mistress Karolina fucks her slave hard
Femdom fetish bdsm mistress hoes
8:21
2024-09-26 14:07:16
Femdom fetish bdsm mistress hoes
Sissy Training 25 - Enjoy Your Your Ass
3:21
2025-01-09 04:38:10
Sissy Training 25 - Enjoy Your Your Ass
Amateur, Anal, Ass, Big Ass,
Sissy anal with step mother lingerie
5:51
2024-12-14 14:22:15
Sissy anal with step mother lingerie
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Has A Fingering Yoga Training - Vanna Bardot And Ryan Keely
6:15
2025-01-29 14:29:20
Has A Fingering Yoga Training - Vanna Bardot And Ryan Keely
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Strict Japanese Mistress Dominate Slave Maskjoe
8:06
2024-10-23 09:03:15
Strict Japanese Mistress Dominate Slave Maskjoe
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Mistress in Vintage Nylon with Red Belt Gently Gives Blowjob and Lets Herself Get Fucked
4:13
2024-11-14 00:08:16
Mistress in Vintage Nylon with Red Belt Gently Gives Blowjob and Lets Herself Get Fucked
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Goddess Lady Chantal - Hard Femdom Training
7:59
2025-01-11 14:54:22
Goddess Lady Chantal - Hard Femdom Training
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Asian mistress pegging good boy hard
1:40
2024-10-29 11:55:16
Asian mistress pegging good boy hard
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Wife ass fucking her husbands mistress
8:00
2024-08-09 11:57:06
Wife ass fucking her husbands mistress
Yoruichi Submits and Takes Dick As Apart of Her Training
3:37
2025-01-02 04:09:11
Yoruichi Submits and Takes Dick As Apart of Her Training
American, Animation, Big Ass, Big Tits,
Mistress Uses Cosmo for Cleaning Her Suit and Ass
1:10
2024-12-05 14:02:05
Mistress Uses Cosmo for Cleaning Her Suit and Ass
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Mistress Sacred - Slave Test of Strength
16:23
2024-11-10 00:41:06
Mistress Sacred - Slave Test of Strength
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My father's mistress jerks off with big tits
6:09
2024-11-18 12:35:16
My father's mistress jerks off with big tits
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The Malcontent Mistress: Part 1 With Adriana Chechik, Penny Pax - Brazzers
1:20
2024-10-30 09:42:15
The Malcontent Mistress: Part 1 With Adriana Chechik, Penny Pax - Brazzers
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The Head Mistress With Brad Knight, Britney Shannon - Brazzers
0:48
2024-10-26 09:19:15
The Head Mistress With Brad Knight, Britney Shannon - Brazzers
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The Depravities Of The Mistress
8:06
2024-10-21 08:57:13
The Depravities Of The Mistress
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Sissy boi bent over and pegging in his tight boi pussy
1:31
2024-10-20 22:10:16
Sissy boi bent over and pegging in his tight boi pussy
Amateur, Anal, Bitch, British,
Training The Trainer With Johnny Sins, Nikita Von James - Brazzers
1:03
2025-02-15 15:53:19
Training The Trainer With Johnny Sins, Nikita Von James - Brazzers
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ConnieFields sissy body
2:29
2024-12-19 14:44:15
ConnieFields sissy body
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Blonde milf does some cardio training with her trainer
5:02
2025-01-31 02:57:47
Blonde milf does some cardio training with her trainer
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