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Search » Mistress Training Sissy Videos » (296)

Training Room 7 Feel The Burn
7:59
2025-03-12 19:54:23
Training Room 7 Feel The Burn
Armenian, Blonde, Boots, Brunette,
Mistress Redix - Slave eats his own cum for the first time
10:34
2025-02-17 20:08:14
Mistress Redix - Slave eats his own cum for the first time
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Mistress Saida - Bath Time Worship
1:00
2025-01-23 03:48:17
Mistress Saida - Bath Time Worship
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Mistress gaping pathetic guy
5:23
2025-01-28 06:38:10
Mistress gaping pathetic guy
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Cuckold Archive - cuckold sissy watching redhead wife
16:20
2025-01-29 07:18:17
Cuckold Archive - cuckold sissy watching redhead wife
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Slut Training His Cougar Stepmom
8:58
2025-03-12 00:15:10
Slut Training His Cougar Stepmom
Anal, Animation, Big Tits, Blowjobs,
Mistress rides her man face. Obedient slave will do whatever she told
8:56
2025-01-10 05:33:16
Mistress rides her man face. Obedient slave will do whatever she told
Amateur, Babes, Big Ass, Big Tits,
Sexy Hot Fetish Domina Eva Latex Red Dress Femdom Mistress Big Ass Milf BDSM Kink Rubber Stockings Heels
7:05
2025-02-15 08:27:15
Sexy Hot Fetish Domina Eva Latex Red Dress Femdom Mistress Big Ass Milf BDSM Kink Rubber Stockings Heels
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Mistress Fleury HAIRY FEMINIST IGNORES YOU
12:41
2025-03-14 06:18:52
Mistress Fleury HAIRY FEMINIST IGNORES YOU
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Arousing White Mistress And Big Black Knob
8:00
2025-02-12 15:36:35
Arousing White Mistress And Big Black Knob
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Stepmommy Training and Catch Her Step Son Jerk on Her
8:49
2025-01-24 05:48:13
Stepmommy Training and Catch Her Step Son Jerk on Her
Amateur, Ass, BBW, Jerking,
A blowjob to a boutique customer from a kind mistress of MILF.
8:18
2025-02-06 07:46:18
A blowjob to a boutique customer from a kind mistress of MILF.
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Captured S3E4 Training Day feat. Daisy Garcia and Phantom
1:56
2025-03-18 20:24:20
Captured S3E4 Training Day feat. Daisy Garcia and Phantom
Anal, Big Ass, Big Cock, Facials,
Fucking The Sissy Out Of My Stepbrother - Part Two
0:10
2025-03-26 21:05:22
Fucking The Sissy Out Of My Stepbrother - Part Two
Femdom, MILF, Strapon,
Training Room 12 Downfall
7:59
2025-02-24 04:35:19
Training Room 12 Downfall
American, Blonde, Brunette, MILF,
Mistress Eva Latex Hardcore Femdom Spanking Slave Goddess Hot Sexy Big Ass MILF Boots BDSM Kink
14:28
2025-02-28 23:29:27
Mistress Eva Latex Hardcore Femdom Spanking Slave Goddess Hot Sexy Big Ass MILF Boots BDSM Kink
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For mistress Misty fucking as 1 hour
3:57
2025-01-24 18:35:24
For mistress Misty fucking as 1 hour
Anal, Dildo, European, Gay,
Slutty Mistress Gemini enjoys pleasuring a dude’s throbbing meat pole
25:08
2025-01-30 07:25:10
Slutty Mistress Gemini enjoys pleasuring a dude’s throbbing meat pole
Babes, BDSM, Big Tits, Blonde,
Double Anal Training in Indian Ass
5:08
2025-02-18 20:45:07
Double Anal Training in Indian Ass
Amateur, Anal, Asian, Ass,
Mistress Gives Cum Kiss After Femdom Facesitting - Dirty Lady 69 Domination
10:15
2025-01-18 06:09:06
Mistress Gives Cum Kiss After Femdom Facesitting - Dirty Lady 69 Domination
69, Amateur, Big Tits, Blowjobs,
Professional Married Man Cheats On Wife With Slutty Sissy ALEXIA ST JAMES
6:01
2025-03-17 18:41:14
Professional Married Man Cheats On Wife With Slutty Sissy ALEXIA ST JAMES
Amateur, Ass, Blonde, Butt,
Sissy House - 2843495003
4:47
2025-03-11 00:05:13
Sissy House - 2843495003
Amateur, Asian, BBW, Big Ass,
Slut Training 10 Min With Lily Thot And Richard Mann
10:00
2025-01-07 14:36:16
Slut Training 10 Min With Lily Thot And Richard Mann
Ass, Big Cock, Black, Brunette,
DIRT EATER masochist humiliation - Extreme bruises - Mistress Zeida
1:10
2025-03-01 23:29:10
DIRT EATER masochist humiliation - Extreme bruises - Mistress Zeida
BDSM, CFNM, Dutch, Femdom,
Great Legs and Feet Sissy MILF Fucking Her Ass with Big Toys
8:12
2025-03-06 11:46:20
Great Legs and Feet Sissy MILF Fucking Her Ass with Big Toys
Amateur, Anal, Ass, Big Ass,
Riding on Hard Dick Is Part of Training! She Gets Inside Pussy Stretching
14:54
2025-02-11 08:13:15
Riding on Hard Dick Is Part of Training! She Gets Inside Pussy Stretching
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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
BDSM, Brunette, MILF,
Sissy Was Shocked At The Size The Mistress Was Going To Shove Up Her Ass - Sissy Crossdresser, Sissy Slut And Rubber Slave
3:05
2025-03-24 06:47:11
Sissy Was Shocked At The Size The Mistress Was Going To Shove Up Her Ass - Sissy Crossdresser, Sissy Slut And Rubber Slave
Anal, Ass, BDSM, Big Tits,

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Mistress India - Earn Your Orgasm
18:43
2024-08-08 13:13:10
Mistress India - Earn Your Orgasm
sissy slut fuckinig her ass - sissy01
5:55
2025-03-14 06:18:52
sissy slut fuckinig her ass - sissy01
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Stella Liberty - Your Training Time
10:44
2025-02-26 20:50:10
Stella Liberty - Your Training Time
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Red haired Russian wife cheats on her husband because of blowjob training
10:54
2025-03-03 05:29:07
Red haired Russian wife cheats on her husband because of blowjob training
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Busty Mistress Mary train her sissy slave with dildo sucking and pegging!
5:53
2025-01-21 05:36:13
Busty Mistress Mary train her sissy slave with dildo sucking and pegging!
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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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Asian sissy Eva try on the swimming suit
1:24
2025-02-25 21:18:25
Asian sissy Eva try on the swimming suit
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Pegging Chastity Sissy Compilation
12:44
2025-02-07 19:56:13
Pegging Chastity Sissy Compilation
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Fucking The Sissy Out Of My Stepbrother - Part Three
0:10
2025-04-02 07:30:22
Fucking The Sissy Out Of My Stepbrother - Part Three
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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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Naughty and ready! Widow Sissy, 47, explores wild new pleasures on the FREELOVE adult dating site!
8:38
2025-03-20 00:45:22
Naughty and ready! Widow Sissy, 47, explores wild new pleasures on the FREELOVE adult dating site!
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Kinky Wife Is Cuckolding Her Sissy Husband And Moaning From Pleasure During An Intense Orgasm
8:00
2024-12-24 13:40:20
Kinky Wife Is Cuckolding Her Sissy Husband And Moaning From Pleasure During An Intense Orgasm
Asian, Big Tits, Boobs, Busty,
Bathroom Butt Plug - Daily Anal Training
1:09
2025-01-20 17:33:10
Bathroom Butt Plug - Daily Anal Training
Amateur, Anal, Ass, Bathroom,
Mistress's fine spanking reigns over kinky teens'
10:40
2024-12-29 23:55:27
Mistress's fine spanking reigns over kinky teens'
Blonde, Brunette, Cumshot, Femdom,
Mistress Takes Slave From Behind
8:30
2024-11-25 13:14:16
Mistress Takes Slave From Behind
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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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Trying My New Large Vibrating Buttplug for Anal Training – Leads to Massive Creampie with My Husband
8:46
2024-12-30 16:45:12
Trying My New Large Vibrating Buttplug for Anal Training – Leads to Massive Creampie with My Husband
Amateur, Anal, Babes, Big Ass,
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
Amateur, Anal, Ass, Butt,
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
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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MOMMY'S GIRL - Possessive Mistress Gianna Dior Wants MILF Chanel Preston All For Herself
13:09
2024-12-04 13:56:13
MOMMY'S GIRL - Possessive Mistress Gianna Dior Wants MILF Chanel Preston All For Herself
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Sissy Maid Slut Humiliated by 2 Hotwifes and BBC
34:14
2025-02-03 19:35:23
Sissy Maid Slut Humiliated by 2 Hotwifes and BBC
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Cuckolds Secrets - sissy husband watcjug wife sucking
8:33
2024-11-05 11:24:16
Cuckolds Secrets - sissy husband watcjug wife sucking
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Asian guy feels the full wrath of the sexy mistress Nyomi Banxxx
22:58
2024-12-17 03:34:10
Asian guy feels the full wrath of the sexy mistress Nyomi Banxxx
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My Mma Training With Got Us Both Worked Up - Veronica Avluv
8:00
2024-12-12 01:06:15
My Mma Training With Got Us Both Worked Up - Veronica Avluv
Brunette, Fetish, Hairy, Lesbian,
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
Blowjobs, Boyfriend, Brunette, Cumshot,
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
Anal, Babysitter, Bondage, CFNM,
Red-XXX - Red Riding Mistress
10:10
2024-12-04 10:34:08
Red-XXX - Red Riding Mistress
Amateur, Fetish, Lingerie, Masturbation,
Cougar Training With Ricky Johnson, Tana Lea - Brazzers
1:09
2024-11-16 07:59:17
Cougar Training With Ricky Johnson, Tana Lea - Brazzers
Big Tits, Cumshot, Facials, Gagging,
Sissy hot timeline
6:47
2025-02-18 20:45:07
Sissy hot timeline
Amateur, Anal, European, French,
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
Brunette, Fetish, Fingering, Fuck,
BBW Mistress Gives Best Footjobs In The World
0:15
2024-09-26 17:42:13
BBW Mistress Gives Best Footjobs In The World
Sissy Was Shocked At The Size The Mistress Was Going To Shove Up Her Ass - Sissy Crossdresser, Sissy Slut And Rubber Slave
3:05
2025-03-24 20:54:16
Sissy Was Shocked At The Size The Mistress Was Going To Shove Up Her Ass - Sissy Crossdresser, Sissy Slut And Rubber Slave
Anal, Ass, BDSM, Big Tits,
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
Amateur, Argentinian, Aunt, Aunty,
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
Amateur, BDSM, Big Tits, Bondage,
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
Anal, Ass, Big Tits, Brunette,
Big-Titted German Mistress Facesitting and Pussy Licking
7:07
2025-02-19 16:33:07
Big-Titted German Mistress Facesitting and Pussy Licking
Big Tits, Face Sitting, German, Licking,
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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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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Mistress Kennya - BDSM Vacation Fantasy Episode 7 Bath Time
1:00
2025-03-01 07:03:18
Mistress Kennya - BDSM Vacation Fantasy Episode 7 Bath Time
BDSM, Brunette, MILF, Showers,
Mistress of Smoke: Leather, Latex, and Desire
6:02
2025-02-22 09:02:12
Mistress of Smoke: Leather, Latex, and Desire
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Fun Size Training
7:44
2025-02-03 07:52:14
Fun Size Training
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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
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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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Ass Gooning Peach Dress Mistress Patricia
5:35
2025-03-08 23:57:12
Ass Gooning Peach Dress Mistress Patricia
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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
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Femdom Alien Pegging Sissy Slave
8:57
2025-03-02 11:30:18
Femdom Alien Pegging Sissy Slave
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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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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,
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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Dominatrix Mistress April - Girl from Ipanema with her huge big hungry horny holes
16:44
2025-02-15 08:27:15
Dominatrix Mistress April - Girl from Ipanema with her huge big hungry horny holes
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