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Search » Sissy Training Videos » (137)

AliceInBondageLand - Sissy Spring Blossom Foursome Part
14:59
2022-10-04 00:00:00
AliceInBondageLand - Sissy Spring Blossom Foursome Part
Training Maid – worshipping mistress’ feet
35:24
2021-06-03 00:00:00
Training Maid – worshipping mistress’ feet
Feet,
Granny training deepthroat and swallows
10:09
2021-08-18 00:00:00
Granny training deepthroat and swallows
Deepthroat, Granny,
Wife Cuckolds Cum Eating Sissy Husband
6:32
2022-02-05 00:00:00
Wife Cuckolds Cum Eating Sissy Husband
Cumshot, Husband, Wife,
A Mrs Loving Movie With Ms Simone and Sissy Allyson 2
10:14
2016-10-06 00:00:00
A Mrs Loving Movie With Ms Simone and Sissy Allyson 2
Training My Hot Sissy Bitch How To Deep Throat Huge Cocks Ramming It Down Her Throat Gagging Her
4:25
2021-12-25 00:00:00
Training My Hot Sissy Bitch How To Deep Throat Huge Cocks Ramming It Down Her Throat Gagging Her
Bitch, Cock, Gagging,
Cuckolds secrets – 3 BBC bulls and sissy husband fuck his wife
12:52
2021-09-26 00:00:00
Cuckolds secrets – 3 BBC bulls and sissy husband fuck his wife
Fuck, Husband, Wife,
Training aged asian girl toying with my schlong
3:27
2018-09-05 00:00:00
Training aged asian girl toying with my schlong
Asian,


Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
1:06:13
2023-10-21 22:59:15
Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
Fucked, Lady, Slut, Teacher,
Anastasia Mistress strapon rough sissy slave femdom
6:07
2022-08-20 00:00:00
Anastasia Mistress strapon rough sissy slave femdom
Femdom, Strapon,
Interracial cuckold sissy creampie eating hot wife sucks and fucks bbc while husband watches wife
1:18
2022-02-08 00:00:00
Interracial cuckold sissy creampie eating hot wife sucks and fucks bbc while husband watches wife
Creampie, Cuckold, Husband, Interracial,
Egyptian Wife With Indian Sissy
1:24
2022-07-10 00:00:00
Egyptian Wife With Indian Sissy
Egyptian, Indian, Wife,
Training Young Wife To Suck Strangers’ Dicks For Me
5:05
2021-09-30 00:00:00
Training Young Wife To Suck Strangers’ Dicks For Me
Suck, Wife, Young,
Cuckolds’ secrets – 3 BBC bulls fucking sissy’s wife
22:23
2021-10-13 00:00:00
Cuckolds’ secrets – 3 BBC bulls fucking sissy’s wife
Wife,
Insatiable step-mother training her some sapphic abilities
6:12
2022-12-16 00:00:00
Insatiable step-mother training her some sapphic abilities
Mom,
Getting Mouth & Pussy Fucked By Horny Sissy Using My Holes
13:45
2021-12-29 00:00:00
Getting Mouth & Pussy Fucked By Horny Sissy Using My Holes
Fucked, Horny, Pussy,
Sissy locked in KTB chastity
11:20
2021-08-19 00:00:00
Sissy locked in KTB chastity
Double fisting training for rough Crazywifeslut
1:42
2021-09-18 00:00:00
Double fisting training for rough Crazywifeslut
Double, Fisting,
Hottie Gives Old Man And Gets Sissy Drilled Well
8:38
2021-08-19 00:00:00
Hottie Gives Old Man And Gets Sissy Drilled Well
Old,
'4 hot wives cuckold their husbands and make them watch them suck and fuck big cocks while locked in chastity and sissy femdom'
2:59
2021-09-20 00:00:00
'4 hot wives cuckold their husbands and make them watch them suck and fuck big cocks while locked in chastity and sissy femdom'
Cock, Cuckold, Fuck, Suck,
Busty fisting domina fists sissy asshole in BDSM lesson
5:00
2024-02-15 04:03:16
Busty fisting domina fists sissy asshole in BDSM lesson
Time for Your Daily Pounding - Pegging Training
3:42
2021-10-01 00:00:00
Time for Your Daily Pounding - Pegging Training
Sissy locked in KTB chastity
11:20
2021-08-19 00:00:00
Sissy locked in KTB chastity
sissy
16:02
2021-11-08 00:00:00
sissy
'Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification'
6:30
2022-07-11 00:00:00
'Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification'
Femdom, POV,
Sissy Husband Masturbates in Girl's arms
5:43
2021-12-30 00:00:00
Sissy Husband Masturbates in Girl's arms
'DP and Anal squirt training pt2'
3:14
2022-12-23 00:00:00
'DP and Anal squirt training pt2'
'SUB BABY SLUT IN TRAINING, GOLDEN "HAIR" SHOWER'
8:36
2022-01-08 00:00:00
'SUB BABY SLUT IN TRAINING, GOLDEN "HAIR" SHOWER'

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2022-03-29 00:00:00
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'Femdom Mistress giving sissy anal lessons'
16:19
2022-01-18 00:00:00
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Cheating Archive COUGAR in tights and BIG BLACK COCK Sissy Spouse gauze
14:31
2023-07-02 00:00:00
Cheating Archive COUGAR in tights and BIG BLACK COCK Sissy Spouse gauze
'Anal Slave Training (short) تدريب الرقيق الشرج'
0:32
2022-12-22 00:00:00
'Anal Slave Training (short) تدريب الرقيق الشرج'
Big Ass Sissy Slut Cumming No Hands Like a Girl - the Tranny MILF
5:44
2024-11-14 12:15:06
Big Ass Sissy Slut Cumming No Hands Like a Girl - the Tranny MILF
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'Karina Valentina Homemade Anal Training and Facial with Daddy'
21:38
2022-11-02 00:00:00
'Karina Valentina Homemade Anal Training and Facial with Daddy'
sissy get spanking
0:23
2022-05-17 00:00:00
sissy get spanking
Athletic Lesbian Wife Cock Training To Fuck
8:08
2016-10-11 00:00:00
Athletic Lesbian Wife Cock Training To Fuck
CD Sissy blows Huge BBC with Facial Fiona Fortune Blowjob Amateur Crossdresser Monster Cock
6:13
2025-01-11 16:47:13
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'Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch Femdom'
7:12
2021-06-24 00:00:00
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'Creampie eating compilation of hot wives cuckolding their sissy husbands who watch them get fucked and suck out creampies'
2:29
2022-01-18 00:00:00
'Creampie eating compilation of hot wives cuckolding their sissy husbands who watch them get fucked and suck out creampies'
Sissy Tammy and Dildo For Mistress Andrea
6:05
2016-07-03 00:00:00
Sissy Tammy and Dildo For Mistress Andrea
Expert Step Mothers With Humungous Cupcakes Training Their Stepsons A Lesson How To Please A Nymph
15:10
2022-12-16 00:00:00
Expert Step Mothers With Humungous Cupcakes Training Their Stepsons A Lesson How To Please A Nymph
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
10:45
2022-12-16 00:00:00
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
Lesbian sex training with Tiffany and Sybil
12:00
2021-11-30 00:00:00
Lesbian sex training with Tiffany and Sybil
MissionaryBoys - The Rulebreaker: Elder Shell's Obedience Training
17:05
2024-11-02 11:06:14
MissionaryBoys - The Rulebreaker: Elder Shell's Obedience Training
Anal, Big Cock, Blowjobs, Cock,
The Training Of With Laura Tithapia
9:49
2024-12-04 00:39:05
The Training Of With Laura Tithapia
Big Tits, Boobs, Brunette, Busty,
Sissy Slut Takes a Bath in White Lingerie Before Going to Bed
8:12
2024-10-16 21:48:17
Sissy Slut Takes a Bath in White Lingerie Before Going to Bed
Amateur, Bathroom, Cumshot, Homemade,
Busty Stepmom Makes Her Stepson Dick Her And Her Sissy Down
9:52
2023-10-18 21:40:16
Busty Stepmom Makes Her Stepson Dick Her And Her Sissy Down
Imagine me training like this naked in front of you, love
14:17
2025-01-08 17:25:13
Imagine me training like this naked in front of you, love
Amateur, Big Ass, Big Tits, Brunette,
Cuckold MILF - Sissy husband watching hos bride with BBC
12:41
2025-01-21 05:36:13
Cuckold MILF - Sissy husband watching hos bride with BBC
Amateur, Bride, Cheating, Cuckold,
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,
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!
Anal, Ass, BDSM, Big Tits,
I Bang The Horny Woman During Training 10 Min
9:36
2024-12-14 10:06:16
I Bang The Horny Woman During Training 10 Min
Big Cock, Black, Brunette, Cock,
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,
Goddess Lady Chantal - Hard Femdom Training
7:59
2025-01-11 14:54:22
Goddess Lady Chantal - Hard Femdom Training
Amateur, BDSM, Boots, Brunette,
Barbatus Fetish and Training Academ Fangs Pela Visita
10:46
2024-12-01 07:59:16
Barbatus Fetish and Training Academ Fangs Pela Visita
Big Boobs, Brunette, European, Fetish,
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,
Masterbating on lunch during training!
7:10
2024-12-18 15:41:12
Masterbating on lunch during training!
Amateur, Babes, Big Ass, Big Boobs,
Classy mature dominas pegging sissy
5:23
2025-01-10 04:53:08
Classy mature dominas pegging sissy
Anal, Bukkake, Domination, Femdom,
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,
Big ass Femboy Sissy in pantyhose teasing
0:37
2025-01-15 18:00:18
Big ass Femboy Sissy in pantyhose teasing
Amateur, Anal, Asian, Ass,
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,
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,
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.
Amateur, Anal, British, Dildo,
Sissy in Red Mask Gets Cock
6:20
2025-01-10 16:46:15
Sissy in Red Mask Gets Cock
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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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Performing My Husband's Transformation Into a Sissy Slut Part 4
3:12
2024-12-27 15:43:12
Performing My Husband's Transformation Into a Sissy Slut Part 4
Amateur, Anal, Boyfriend, CFNM,
Angie Bloom - Slut Training Angie Bloom
10:10
2024-09-10 06:50:07
Angie Bloom - Slut Training Angie Bloom
Anal Plug & Ass Play: My Ass Training Adventure.
2:19
2024-12-11 14:18:11
Anal Plug & Ass Play: My Ass Training Adventure.
Amateur, Anal, Ass, Butt,
slut training - beginner
11:51
2024-09-02 18:44:11
slut training - beginner
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,
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,
Lucie Arztin - Sissy Training
8:08
2024-11-26 13:14:16
Lucie Arztin - Sissy Training
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ConnieFields sissy body
2:29
2024-12-19 14:44:15
ConnieFields sissy body
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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,
Morena And Sissy: We Break Milfs Asses
11:07
2024-09-29 12:48:13
Morena And Sissy: We Break Milfs Asses
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,
Beauty Mature Woman Enema Training
4:00
2024-09-27 14:26:16
Beauty Mature Woman Enema Training
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
Ass, Blonde, Butt, Couple,
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,
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