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Search » Sissy Training Videos » (149)

Pegging Chastity Sissy Compilation
12:44
2025-02-07 19:56:13
Pegging Chastity Sissy Compilation
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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
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,


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,
Domina Fire - Deep Anal Training my Nurse DominaFire
11:15
2024-10-26 07:38:10
Domina Fire - Deep Anal Training my Nurse DominaFire
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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
Anal, Ass, Big Tits, Brunette,
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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Fun Size Training
7:44
2025-02-03 07:52:14
Fun Size Training
Amateur, Anal, Ass, Big Ass,
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
Amateur, Ass, Big Ass, Butt,
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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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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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
Ass, Blonde, Butt, Couple,
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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Sissy Training 25 - Enjoy Your Your Ass
3:21
2025-01-09 04:38:10
Sissy Training 25 - Enjoy Your Your Ass
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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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Goddess Lady Chantal - Hard Femdom Training
7:59
2025-01-11 14:54:22
Goddess Lady Chantal - Hard Femdom Training
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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
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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
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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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WVM - PART 12 - SISSY BOY'S DELICIOUS ASS By MissKitty2K
10:53
2024-11-07 23:32:15
WVM - PART 12 - SISSY BOY'S DELICIOUS ASS By MissKitty2K
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Cuckold MILF - Sissy husband wathing wife in threesome orgy
13:05
2024-11-29 01:31:16
Cuckold MILF - Sissy husband wathing wife in threesome orgy
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German Sissy Leatransteen Dildoing in a Red Satin Lingerie
3:05
2024-11-10 11:49:13
German Sissy Leatransteen Dildoing in a Red Satin Lingerie
Amateur, Cumshot, Dildo, German,
Training Zero Femdom FLR Facesitting Orgasms Cum Slave BDSM Bondage Female Domination Real Homemade Amateur Milf Stepmom Couple
1:34
2024-11-02 11:06:14
Training Zero Femdom FLR Facesitting Orgasms Cum Slave BDSM Bondage Female Domination Real Homemade Amateur Milf Stepmom Couple
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The Tranny MILF - Riding a 9 in Dildo Like a Sissy Bitch
5:21
2024-11-17 12:31:13
The Tranny MILF - Riding a 9 in Dildo Like a Sissy Bitch
Anal, Big Ass, Bitch, Blowjobs,
Training f
7:03
2024-11-02 11:06:14
Training f
Anal, Big Ass, Big Cock, Black,
Cuckold Archive Sissy and wife with BBC
14:33
2024-10-28 10:48:16
Cuckold Archive Sissy and wife with BBC
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My sissy's skirt lifted up and her ass pegged
1:58
2024-10-30 11:05:10
My sissy's skirt lifted up and her ass pegged
Amateur, Anal, Ass, Bisexual,
Anal Training
16:30
2024-11-27 02:26:11
Anal Training
Amateur, Anal, Ass, BBW,
Sissy training experience vol.1 - wife pepping husband's ass - Shamelesshy
7:46
2024-11-18 00:33:16
Sissy training experience vol.1 - wife pepping husband's ass - Shamelesshy
Amateur, Anal, Ass, Bisexual,
Peter's Hentai Impregnating a Delicious Sissy Whore Fucked Hard Swallowing Cum Open Ass
5:58
2024-12-21 02:55:11
Peter's Hentai Impregnating a Delicious Sissy Whore Fucked Hard Swallowing Cum Open Ass
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Sissy Cumming From Big Black Dick
4:15
2024-12-19 14:44:15
Sissy Cumming From Big Black Dick
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Cucking My Sissy Hubby on Our Wedding Night with BBC
8:12
2024-11-16 00:28:14
Cucking My Sissy Hubby on Our Wedding Night with BBC
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CD Sissy relaxes her man with a cigar and a blowjob Smoking Femboy Massage Facial Fiona Fortune
19:51
2024-12-20 14:54:17
CD Sissy relaxes her man with a cigar and a blowjob Smoking Femboy Massage Facial Fiona Fortune
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Training Zero Femdom Ballbusting CBT Piss Toilet Slave Bondage BDSM Real Homemade Amateur Couple Milf Stepmom Female Domination
1:16
2024-11-09 11:40:17
Training Zero Femdom Ballbusting CBT Piss Toilet Slave Bondage BDSM Real Homemade Amateur Couple Milf Stepmom Female Domination
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Bisexual Cuckold Training: Wife Getting Husband Ready For First Bbc
8:50
2024-11-20 08:16:17
Bisexual Cuckold Training: Wife Getting Husband Ready For First Bbc
American, Anal, Ass, BDSM,
Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
5:36
2024-10-30 22:58:16
Party Mini Dress Sissy White Body Big Ass Big Butt Booty Crossdresser Femboy Lady boy Gay MTF LGBTQ
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Cum Cumming Out My Sissy Ass After 9 in Dildo - the Tranny MILF
7:03
2024-11-07 11:32:11
Cum Cumming Out My Sissy Ass After 9 in Dildo - the Tranny MILF
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Sissy Anal Fuck & Make Herself Squirt Everywhere
7:52
2024-11-18 12:41:12
Sissy Anal Fuck & Make Herself Squirt Everywhere
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Black Trainer Eats White Twat After Gym Training
8:01
2024-12-14 13:10:15
Black Trainer Eats White Twat After Gym Training
Big Cock, Big Tits, Black, Blonde,
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
2:57
2024-11-20 12:44:17
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
Amateur, American, Asian, BBW,
Damn it! This Stranger at the Training turned out to be a NYMPHOMANIAC BITCH !
13:13
2024-11-29 01:31:16
Damn it! This Stranger at the Training turned out to be a NYMPHOMANIAC BITCH !
Big Ass, Big Tits, Bitch, Cumshot,
His huge-titted girl/girl mommy training teenie frolicking
6:05
2022-12-16 00:00:00
His huge-titted girl/girl mommy training teenie frolicking
Petershentai Intense Sex Hot Big Ass Tasty Sweet Hot Ass Doggy Style Swallowing Cum Sissy Whore Pregnant with Cum
4:55
2024-11-14 00:13:09
Petershentai Intense Sex Hot Big Ass Tasty Sweet Hot Ass Doggy Style Swallowing Cum Sissy Whore Pregnant with Cum
Amateur, American, Asian, Ass,
Gym Training Led To Hardcore Fuck
6:13
2023-09-23 00:00:00
Gym Training Led To Hardcore Fuck
Sissy and cucumber
1:28
2024-11-26 13:14:16
Sissy and cucumber
Amateur, Dildo, Gay, Mature,
Sissy Pantyhose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS
8:20
2024-10-16 21:54:17
Sissy Pantyhose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS
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Training My Son's Little Girlfriend
6:11
2023-03-17 00:00:00
Training My Son's Little Girlfriend
I Prefer Sex To Training In The Gym!
6:11
2022-05-23 00:00:00
I Prefer Sex To Training In The Gym!
Valentina Nappi Heads Ebony In Front Of A Sissy Boy
12:47
2022-12-16 00:00:00
Valentina Nappi Heads Ebony In Front Of A Sissy Boy
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