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Search: sissy train
86K results
Admission of being a Sissy - Mean girls
timer 17:46
Admission of being a Sissy - Mean girls
visibility 302K
Humiliating my sissy’s tiny clit cock whilst smashing her ass, what a lucky bitch
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Humiliating my sissy’s tiny clit cock whilst smashing her ass, what a lucky bitch
visibility 7.5K
Top 10 Chastity Ideas Vol.2
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Top 10 Chastity Ideas Vol.2
visibility 8K
Submissive t-girl with another couple
timer 9:30
Submissive t-girl with another couple
visibility 153K
Feminizing my Boyfriend & Making her love cock! Pegging & Chastity
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Feminizing my Boyfriend & Making her love cock! Pegging & Chastity
visibility 36K
Humiliation
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Humiliation
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Triple Pleasure of Ruined Orgasms . Cum eating SSy slave
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Triple Pleasure of Ruined Orgasms . Cum eating SSy slave
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Making You Into a Sissy Maid Who Sucks Dick
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Making You Into a Sissy Maid Who Sucks Dick
visibility 54K
Sissy Training Volume 1 - Femme Yourself
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Sissy Training Volume 1 - Femme Yourself
visibility 726K
Chastity Sissy extremely embarrassing anal examination
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Chastity Sissy extremely embarrassing anal examination
visibility 386K
Indian Femdom mistress whipping his ass and fingering and making him perfect chastity sissy
HD
timer 8:52
Indian Femdom mistress whipping his ass and fingering and making him perfect chastity sissy
visibility 22K
I fuck a stranger in a parking lot to humiliate my husband
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I fuck a stranger in a parking lot to humiliate my husband
visibility 121K
Deepthroat sissy training
timer 7:24
Deepthroat sissy training
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V Gets His Ass Double Fisted Hard to Try to Fit a Giant Toy in
HD
timer 7:35
V Gets His Ass Double Fisted Hard to Try to Fit a Giant Toy in
visibility 95K
I destroy my husband's ass
HD
timer 22:43
I destroy my husband's ass
visibility 69K
This Is Your Clitty: Sissy Tease, Edge, and Lockup
timer 8:12
This Is Your Clitty: Sissy Tease, Edge, and Lockup
visibility 17K
It's ok to be a pussy free, white boy!
timer 6:46
It's ok to be a pussy free, white boy!
visibility 145K
Sissy Slut Training
timer 6:27
Sissy Slut Training
visibility 76K
My husband lost his cock on the beach
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My husband lost his cock on the beach
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Femdom Pegging and Sounding
timer 7:24
Femdom Pegging and Sounding
visibility 101K
Sissy cross dresser pegging compilation 🍆
timer 12:44
Sissy cross dresser pegging compilation 🍆
visibility 27K
Training The Sissy
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Training The Sissy
visibility 357K
ANAL DRILL 4: Endurance test
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ANAL DRILL 4: Endurance test
visibility 122K
Superglue - a cock becomes a super pussy
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Superglue - a cock becomes a super pussy
visibility 100K
Sissy Princess
timer 10:13
Sissy Princess
visibility 129K
Sissy Life
timer 4:21
Sissy Life
visibility 102K
I put him in Pink Panties and started Pegging him
timer 12:52
I put him in Pink Panties and started Pegging him
visibility 52K
sissy strap-on training
timer 16:04
sissy strap-on training
visibility 472K
Sissy husband gets mistress’s biggest cock in her boipussy
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Sissy husband gets mistress’s biggest cock in her boipussy
visibility 38K
Real SISSY ENEMA slave cums in his own mouth
timer 6:12
Real SISSY ENEMA slave cums in his own mouth
visibility 98K
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
HD
timer 3:12
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
visibility 200K
Sissy Wife Blowjob Practice - Clara Dee JOI
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Sissy Wife Blowjob Practice - Clara Dee JOI
visibility 69K
Homemade sissy training strapon madam reads the newspaper
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Homemade sissy training strapon madam reads the newspaper
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Babecock Beat Sync #1 - Summer Jam Mix
timer 3:00
Babecock Beat Sync #1 - Summer Jam Mix
visibility 64K
Watch Me Become Your Mistress
HD
timer 5:49
Watch Me Become Your Mistress
visibility 149K
Caught with Step-mommy's Dirty Panties: Made to Confess, Wear and Jerk off in Her Underwear
timer 1:28
Caught with Step-mommy's Dirty Panties: Made to Confess, Wear and Jerk off in Her Underwear
visibility 19K
A year of chastity, the beginning
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A year of chastity, the beginning
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Princess - Acceptance
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Princess - Acceptance
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You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)
timer 5:29
You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)
visibility 37K
Female domination on sissy whore in chastity cage
HD
timer 5:49
Female domination on sissy whore in chastity cage
visibility 60K
Want to Be My Biboy? This Is What You Need to Know
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Want to Be My Biboy? This Is What You Need to Know
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My husband ejaculates in his chastity cage
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My husband ejaculates in his chastity cage
visibility 8K
Anal Training: Part 6
timer 5:15
Anal Training: Part 6
visibility 98K
I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)
timer 9:18
I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)
visibility 37K
STEP-MOM saw your dirty secret and BLACMAILS you to be a SISSY
timer 13:20
STEP-MOM saw your dirty secret and BLACMAILS you to be a SISSY
visibility 21K
Bisexual cuckold with wife in threesome with neighbor
timer 10:18
Bisexual cuckold with wife in threesome with neighbor
visibility 26K
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