encouragement Archives | Page 2 of 25

Freya Reign – Date Night Chastity Ultimatum Bi Encouragement

2025-09-22 / Bi encouragement, Chastity / Bi, Chastity, encouragement, first, night, reign, video, videos, watch

Freya Reign – Date Night Chastity Ultimatum Bi Encouragement Name: […]

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ScarlettBelle – Leaky Little Sissy

2025-09-20 / Bi encouragement / belle, Bi, clips, comple, dirty, domina, domination, dress, ember, encouragement, feeling, Femdom, Femdom Pov, feminization, Fetish, first, follow, horny, Instruction, Instructions, level, little, masturbate, masturbation, Mesmerize, naughty, panties, panty, right, rough, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, sissygasm, sluts, tease, things, through, tight, today, train, training, until, video, videos, watch, while

ScarlettBelle – Leaky Little Sissy Is my naughty sissy feeling

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Ruby Rousson Soft CEI Encouragement

2025-09-14 / CEI / Cei, encouragement, rousson

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Mistress An Li – Sl33pover Sissy Cuck- Part III

2025-09-12 / Bi encouragement / about, after, already, always, Bi, clips, dicks, don’t, dress, ember, encouragement, extra, Femdom, Femdom Pov, first, friend, friends, girls, having, Make Me Bi, Mesmerize, mistress, practice, prepare, prepared, ready, right, Sissy, Sissy Training, sluts, stress, sucking, those, train, training, video, videos, virgin, watch, would

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Freya Reign – Sking Dk 0n A Dre B!-Encouragement

2025-09-11 / Bi encouragement / encouragement, reign

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Freya Reign – Sucking Dick On A Dare Bi-Encouragement

2025-09-09 / Bi encouragement / Bi, encouragement, first, reign, sucking, video, videos, watch

Freya Reign – Sucking Dick On A Dare Bi-Encouragement Name:

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Naras Strapon – Naras Bisexual Reprogramming Method 1080 En Sub Strapon Anal Slave Bi Encouragement Cum Swallowers Submissive Slave Training

2025-09-09 / Anal Training, Bi encouragement / Bi, encouragement, first, program, reprogramming, slave, Slave Training, strap, Strapon, train, training, video, videos, watch

Naras Strapon – Naras Bisexual Reprogramming Method 1080 En Sub

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Miss Maddy Gay Porn Encouragement

2025-09-07 / Femdom-videos / encouragement, first, video, videos, watch

Miss Maddy Gay Porn Encouragement Name: Miss Maddy Gay Porn

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Yourhikerbabe – SP Encouragement JOI

2025-09-07 / Bi encouragement / encouragement, Joi

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Yourhikerbabe – Small Penis Encouragement JOI

2025-09-06 / Joi Videos / encouragement, first, Joi, penis, small, video, videos, watch

Yourhikerbabe – Small Penis Encouragement JOI Name: Yourhikerbabe – Small

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Freya Reign – Earn My Yes POV Bi Encouragement

2025-09-05 / Bi encouragement / Bi, encouragement, first, reign, video, videos, watch

Freya Reign – Earn My Yes POV Bi Encouragement Name:

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ScarlettBelle – Sissy Maid Counseling

2025-09-05 / Bi encouragement / about, agree, another, Ass, belle, Bi, boyfriend, break, clips, counseling, custom, dress, ember, encouragement, every, extreme, extremely, fantasy, Femdom, Femdom Pov, first, french, friend, going, heart, humiliating, Humiliation, i’m, i’ve, instead, Mesmerize, other, place, right, scarlet, scarlett, scarlettbelle, Sissification, Sissy, Sissy Training, slave, submit, Sure, their, therapy, today, train, training, video, videos, wants, watch, wearing, without

ScarlettBelle – Sissy Maid Counseling You’ve scheduled a counseling appointment

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LedaBear – First time CEI Encouragement

2025-09-03 / CEI / Cei, encouragement, first

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LivRoyale – Body Worship Jerk Off Encouragement

2025-09-02 / Femdom-videos / encouragement, first, video, videos, watch, Worship

LivRoyale – Body Worship Jerk Off Encouragement Name: LivRoyale –

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LedaBear – First time Creampie CEI Encouragement

2025-09-02 / CEI / Cei, creampie, encouragement, first, video, videos, watch

LedaBear – time Creampie CEI Encouragement Name: LedaBear – time

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Freya Reign – Jerk Off Encouragement From A Giantess

2025-09-02 / Femdom-videos / encouragement, first, giant, giantess, reign, video, videos, watch

Freya Reign – Jerk Off Encouragement From A Giantess Name:

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Freya Reign – Witch Turns You Into A Sissy Maid To Pay Off Your Debt

2025-09-01 / Bi encouragement / about, Bi, boobs, breast, cleaning, clips, dirty, dress, ember, encouragement, fantasy, Femdom, Femdom Pov, feminization, fingers, first, floor, having, Mesmerize, money, please, punish, reign, Sissification, Sissy, Sissy Training, Teasing, train, training, trans, turned, undress, video, videos, watch, witch

Freya Reign – Witch Turns You Into A Sissy Maid

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Honey Barefeet You Cant Resist Your Nylon Mistress Tease .99 (Premium user request)

Honey Barefeet You Cant Resist Your Nylon Mistress Tease $12.99 (Premium user request)

2025-08-28 / Foot worship / agree, Ass, better, desire, dirty, don’t, eating, encouragement, every, fantasy, feels, Feet, first, fucking, having, horny, i’m, mistress, nylon, panty, pantyhose, perfect, place, pussy, resist, spell, squirt, stress, stroke, taking, tease, thinking, under, video, videos, voice, watch, where

Honey Barefeet You Cant Resist Your Nylon Mistress Tease $12.99

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ScarlettBelle – You’re My Sissy Slave

2025-08-27 / Bi encouragement / belle, Bi, black, Blackmail, bratty, clips, dirty, domina, domination, don’t, dress, ember, encouragement, fantasy, Femdom, Femdom Pov, first, girls, goddess, heels, humiliating, Humiliation, Mesmerize, perfect, ready, scarlet, scarlett, scarlettbelle, secret, Sissification, Sissy, Sissy Training, slave, Slave Training, those, train, training, video, videos, watch, would

ScarlettBelle – You’re My Sissy Slave I know all of

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Goddess Nikki Kit – Too Scared to Swallow – CEI JOI Humiliating Cum Eating Instructions

2025-08-23 / CEI / allowed, Ass, below, Bi, boots, bratty, Cei, clips, Cum Eating, domme, eating, ember, encouragement, fantasy, Femdom, Femdom Pov, Fetish, first, follow, goddess, heels, High Heels, humiliate, humiliating, instead, Instruction, Instructions, jerking, Joi, makes, masturbation, Mesmerize, never, nikki, notice, nylon, rough, sperm, store, submit, tease, Teasing, through, trick, video, videos, watch, wearing, while, Worship

Goddess Nikki Kit – Too Scared to Swallow – CEI

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Freya Reign – Girlfriend Convinces YouTo Give Dildo BJ

2025-08-23 / Bi encouragement / about, before, Bi, clips, dildo, dirty, ember, encouragement, Femdom, Femdom Pov, first, friend, GFE, Girlfriend, licking, Mesmerize, reign, roleplay, rough, sucking, through, video, videos, watch, would

Freya Reign – Girlfriend Convinces YouTo Give Dildo BJ You’d

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Princess Miki – Anal Whore Training – Forced Bi

2025-08-23 / Bi encouragement / Ass, asshole, Bi, bitch, clips, close, Coerced, command, control, doesn’t, doing, domina, domination, ember, encouragement, feels, female, Femdom, Femdom Pov, first, Forced Bi, getting, going, holes, horny, i’m, inside, Instruction, Instructions, jerkoff, Jerkoff Command, Joi, lesson, listen, little, locke, locked, loser, Make Me Bi, makes, masturbation, Mesmerize, never, orgasm, prince, princess, session, should, straight, stretched, stroke, taking, today, touch, train, training, until, useless, video, videos, watch, where, while, whore

Princess Miki – Anal Whore Training – Forced Bi Let’s

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ScarlettBelle – Secret Panty Obsession

2025-08-22 / Bi encouragement / about, alpha, already, Ass, belle, Bi, clips, dirty, don’t, dress, ember, encouragement, Femdom, Femdom Pov, Fetish, first, found, goddess, going, i’m, little, Mesmerize, panties, panty, perfect, pervert, ready, scarlet, scarlett, scarlettbelle, secret, session, Sissification, Sissy, Sissy Training, slave, Slave Training, sniff, thief, thinking, train, training, video, videos, watch, would

ScarlettBelle – Secret Panty Obsession It’s time to have a

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Keziah – ASMR Prejac Encouragement

2025-08-21 / Femdom-videos / encouragement, first, video, videos, watch

Keziah – ASMR Prejac Encouragement Name: Keziah – ASMR Prejac

Keziah – ASMR Prejac Encouragement Watch Now 🤤