Sissy Training Archives | Page 3 of 13

Mistress Mystique – Panites Sissy Training

2025-05-31 / Bi encouragement / about, Bi, clips, ember, favorite, Femdom, Femdom Pov, feminization, Fetish, first, great, Humiliation, Mesmerize, mistress, panties, panty, Sissification, Sissy, Sissy Training, stress, those, train, training, video, videos, watch, women

Mistress Mystique – Panites Sissy Training Mistress Mystique will teach […]

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Eva de Vil – Sugar Plum Fuck Fairy – Instructions

2025-05-31 / Bi encouragement / always, Bi, bitch, clips, command, dildo, domina, domination, during, ember, encouragement, every, fantasy, female, Femdom, Femdom Pov, feminization, Fetish, first, going, i’m, Instruction, Instructions, jerkoff, Jerkoff Command, Joi, little, lowly, masturbation, Mesmerize, MindFuck, mouth, perfect, please, program, pussy, reprogramming, ridin, riding, should, Sissification, Sissy, Sissy Training, skills, sucking, sugar, third, train, training, video, videos, watch, wearing, while

Eva de Vil – Sugar Plum Fuck Fairy – Instructions

Eva de Vil – Sugar Plum Fuck Fairy – Instructions Watch Now 🤤

Cate McQueen – Sissy Training Guide

2025-05-30 / Bi encouragement / first, queen, Sissy, Sissy Training, train, training, video, videos, watch

Cate McQueen – Sissy Training Guide Name: Cate McQueen –

Cate McQueen – Sissy Training Guide Watch Now 🤤

Mistress Mystique – Good Girls Get Makeovers By Mistress

2025-05-30 / Bi encouragement / before, Bi, boyfriend, clips, dress, ember, favorite, Femdom, Femdom Pov, feminization, first, friend, girls, going, great, Mesmerize, mistress, night, panties, party, ready, Sissification, Sissy, Sissy Training, sluts, stress, their, those, train, training, video, videos, watch

Mistress Mystique – Good Girls Get Makeovers By Mistress You’ve

Mistress Mystique – Good Girls Get Makeovers By Mistress Watch Now 🤤

Kyaas Empire Chastity For Life – Permanent Chastity Tattooed Sissy Slave Enslaved Slut Owned by Goddess Kyaa .99

Kyaas Empire Chastity For Life – Permanent Chastity Tattooed Sissy Slave Enslaved Slut Owned by Goddess Kyaa $12.99

2025-05-28 / Bi encouragement, Chastity / after, Ass, balls, Bi, bitch, boots, Cbt, Chastity, Cuckold, Cuckolding, denial, domina, domination, dominatrix, empire, endless, female, Femdom, feminization, Fetish, first, forever, fucking, goddess, Humiliation, little, locke, locked, MindFuck, purpose, Sissy, Sissy Training, slave, Slave Training, slaves, sluts, small, special, strict, suffer, tattooed, tease, tight, train, training, useless, video, videos, watch, while, without, women, Worship

Kyaas Empire Chastity For Life – Permanent Chastity Tattooed Sissy

Kyaas Empire Chastity For Life – Permanent Chastity Tattooed Sissy Slave Enslaved Slut Owned by Goddess Kyaa $12.99 Watch Now 🤤

saradoesscience – Nurse Prepares You For a Pussy Sissy

2025-05-25 / Bi encouragement / after, Ass, balls, Bi, clips, doctor, ember, excited, female, Femdom, Femdom Pov, first, Mesmerize, perfect, prepare, pussy, ready, right, saradoesscience, Sissy, Sissy Training, small, Sure, these, train, training, video, videos, watch, woman

saradoesscience – Nurse Prepares You For a Pussy Sissy After

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Nicolette Bloom – Graded sissy assignment

2025-05-24 / Bi encouragement / Ass, Bi, bloom, Cei, cherry, clips, ember, enjoy, enjoyed, Femdom, Femdom Pov, first, Mesmerize, nicolette, please, program, Sissy, Sissy Training, train, training, video, videos, virgin, watch, would

Nicolette Bloom – Graded sissy assignment I have received your

Nicolette Bloom – Graded sissy assignment Watch Now 🤤

saradoesscience – Sissy Slut Gets the Strapon

2025-05-19 / Bi encouragement / about, allowed, Ass, Bi, bitch, black, clips, dress, ember, Femdom, Femdom Pov, first, happily, holding, humiliating, i’m, lipstick, little, Mesmerize, mistress, mouth, order, pillow, rough, saradoesscience, secret, Sissy, Sissy Training, something, strap, Strapon, stress, stroke, things, through, train, training, until, video, videos, watch, wearing, while

saradoesscience – Sissy Slut Gets the Strapon I’m wearing all

saradoesscience – Sissy Slut Gets the Strapon Watch Now 🤤

Natashas Bedroom – It’s Time To Transition

2025-05-18 / Bi encouragement / Bi, clips, definitely, ember, ending, female, Femdom, Femdom Pov, first, girls, Mesmerize, Sissy, Sissy Training, something, train, training, trans, trial, unleashed, video, videos, watch, woman, world

Natashas Bedroom – It’s Time To Transition You’re sick of

Natashas Bedroom – It’s Time To Transition Watch Now 🤤

ScarlettBelle – Clitty Lock Up Task

2025-05-17 / Bi encouragement / Anal Training, belle, Bi, Chastity, clips, domina, domination, ember, ending, Femdom, Femdom Pov, feminization, first, going, Humiliation, Instruction, Instructions, level, little, Mesmerize, pussy, ready, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, sluts, tight, train, training, using, video, videos, watch

ScarlettBelle – Clitty Lock Up Task I have a new

ScarlettBelle – Clitty Lock Up Task Watch Now 🤤

ScarlettBelle – Horny Little Sissy

2025-05-17 / Bi encouragement / alpha, already, Ass, belle, Bi, Blowjob, clips, dildo, domina, domination, don’t, dress, ember, encouragement, every, extra, favorite, feeling, Femdom, Femdom Pov, feminization, Fetish, first, goddess, going, horny, Humiliation, i’m, Instruction, Instructions, little, Mesmerize, mouth, naughty, panties, panty, please, practice, ready, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, skills, slave, Slave Training, sluts, straight, Sure, Teasing, tight, today, train, training, video, videos, watch, where, while, Worship

ScarlettBelle – Horny Little Sissy Is my naughty little sissy

ScarlettBelle – Horny Little Sissy Watch Now 🤤

ScarlettBelle Horny Little Sissy $13.99

2025-05-16 / Bi encouragement, Scarlettbelle / alpha, already, Ass, belle, Bi, Blowjob, dildo, domina, domination, don’t, dress, encouragement, every, extra, favorite, feeling, female, Femdom, Femdom Pov, feminization, Fetish, first, goddess, going, horny, Humiliation, i’m, Instruction, Instructions, Joi, little, masturbation, Mind Fuck, mouth, naughty, panties, panty, please, practice, ready, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, skills, slave, Slave Training, sluts, straight, Sure, Teasing, tight, today, train, training, video, videos, watch, where, while, Worship

ScarlettBelle Horny Little Sissy $13.99 Name: ScarlettBelle Horny Little Sissy

ScarlettBelle Horny Little Sissy $13.99 Watch Now 🤤

ScarlettBelle Clitty Lock Up Task $11.99

2025-05-16 / Scarlettbelle / Anal Training, belle, Chastity, domina, domination, ending, female, Femdom, Femdom Pov, feminization, first, going, Humiliation, Instruction, Instructions, level, little, masturbation, pussy, ready, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, sluts, tight, train, training, using, video, videos, watch

ScarlettBelle Clitty Lock Up Task $11.99 Name: ScarlettBelle Clitty Lock

ScarlettBelle Clitty Lock Up Task $11.99 Watch Now 🤤

ScarlettBelle – Cream Your Panties

2025-05-16 / Bi encouragement / belle, Bi, boobs, clips, countdown, Cum Countdown, dirty, domina, domination, ember, favorite, Femdom, Femdom Pov, feminization, first, goddess, going, Humiliation, i’m, jerking, little, masturbate, Mesmerize, naughty, panties, practice, ready, right, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, sluts, tease, those, today, train, training, until, video, videos, watch

ScarlettBelle – Cream Your Panties It’s time to slip into

ScarlettBelle – Cream Your Panties Watch Now 🤤

ScarlettBelle Cream Your Panties $12.99

2025-05-15 / Scarlettbelle / belle, Bi, boobs, countdown, Cum Countdown, dirty, domina, domination, favorite, female, Femdom, Femdom Pov, feminization, first, goddess, going, Humiliation, i’m, jerking, Joi, little, masturbate, naughty, panties, practice, ready, right, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, sluts, tease, those, today, train, training, until, video, videos, watch

ScarlettBelle Cream Your Panties $12.99 Name: ScarlettBelle Cream Your Panties

ScarlettBelle Cream Your Panties $12.99 Watch Now 🤤

Kristinax – sissy training

2025-05-12 / Bi encouragement / Sissy, Sissy Training, train, training

Kristinax – sissy training Watch Now 🤤

OpulentFetish – Mesmerized Feminized

2025-04-29 / Bi encouragement / after, Bi, bitch, clips, command, ember, erotic, facial, Femdom, Femdom Pov, Fetish, first, follow, Instruction, journey, masturbation, Mesmerize, natural, physical, Sissy, Sissy Training, taking, train, training, trans, video, videos, watch

OpulentFetish – Mesmerized Feminized After taking you deep into the

OpulentFetish – Mesmerized Feminized Watch Now 🤤

Princess Cin – Want To Be One of Us? – Sissification

2025-04-27 / Bi encouragement / always, Bi, clips, doesn’t, domina, domination, ember, female, Femdom, Femdom Pov, feminization, first, goddess, having, heart, Mesmerize, Mind Fuck, never, prince, princess, russia, russian, Sissification, Sissy, Sissy Training, slave, Slave Training, taking, train, training, video, videos, watch, woman, Worship

Princess Cin – Want To Be One of Us? –

Princess Cin – Want To Be One of Us? – Sissification Watch Now 🤤

Christy Berrie – Sissy Training

2025-04-23 / Bi encouragement / berrie, christy, Sissy, Sissy Training, train, training

Christy Berrie – Sissy Training Watch Now 🤤

Christy Berrie – Mindfucked Sissy Training

2025-04-22 / Bi encouragement / berrie, christy, first, fucked, MindFuck, Sissy, Sissy Training, train, training, video, videos, watch

Christy Berrie – Mindfucked Sissy Training Name: Christy Berrie –

Christy Berrie – Mindfucked Sissy Training Watch Now 🤤

OpulentFetish – Requirements of Sissy Service

2025-04-21 / Bi encouragement / about, Bi, clips, delicious, ember, Femdom, Femdom Pov, Fetish, first, Mesmerize, punish, punishment, service, since, Sissy, Sissy Training, sluts, train, training, video, videos, watch, would

OpulentFetish – Requirements of Sissy Service This Clip Hit #1

OpulentFetish – Requirements of Sissy Service Watch Now 🤤

Goddess Evelyn – Sissy Cam Audition 2 – Cei

2025-04-12 / Bi encouragement / before, better, Bi, Cei, clips, Coerced, Cum Eating, dildo, domina, domination, dress, during, eating, ember, encouragement, evelyn, female, Femdom, Femdom Pov, feminization, first, fresh, goddess, Humiliation, i’m, instead, Instruction, Instructions, loads, lowly, Mesmerize, mouth, panties, please, ready, rough, session, Sissification, Sissy, Sissy Training, Teasing, through, today, train, training, verbal, video, videos, watch, whore

Goddess Evelyn – Sissy Cam Audition 2 – Cei You

Goddess Evelyn – Sissy Cam Audition 2 – Cei Watch Now 🤤

Miss Kelle Martina – Sissy Training Day

2025-04-04 / Bi encouragement / first, Sissy, Sissy Training, train, training, video, videos, watch

Miss Kelle Martina – Sissy Training Day Name: Miss Kelle

Miss Kelle Martina – Sissy Training Day Watch Now 🤤

Natashas Bedroom – Sissy All Day

2025-04-03 / Bi encouragement / after, Ass, assignments, Bi, bitch, clips, comple, ember, every, Femdom, Femdom Pov, feminization, first, going, i’m, masturbation, Mesmerize, morni, morning, naughty, night, rough, rules, series, Sissy, Sissy Training, summer, Sure, tasks, things, through, today, train, training, trans, video, videos, watch, while

Natashas Bedroom – Sissy All Day Life is full of

Natashas Bedroom – Sissy All Day Watch Now 🤤