Jenny DeMilo

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About

Femdom Hypnosis is more then a kink, it’s a lifestyle.
I’m Jenny DeMilo and I’m a fetish enthusiast, professional Dominatrix and Hypno-Domme based in the Washington D.C. area. A tall vixen at 5’9″ in my bare feet and over six foot in my tall shoes. I have world-class curves, sparkling root beer eyes, long silky dark mahogany hair, alabaster skin and a quirky seductive smile. Holding a degree in art, I’m a collected and professional erotic photographer and a published writer. I can converse on most topics, from the silly to the esoteric. I can make you laugh, I can make you think or I can make you wish you were never born. The choice is yours.

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Jenny DeMilo's hypno sessions
 •  7 Minute Trance Induction Femdom Induction  •  Accession Induction Induction  •  Addicted Cockhole Gay  •  Addicted to Being My Whore BW  •  Addicted To Cock Gay  •  Addicted to your goddess BW  •  All Cock All The Time Gay  •  Anal Junkie Femdom  •  ASMR Induction Femdom Induction  •  Ass Addict Femdom  •  Ass Bitch - Femdom Hypnosis Mp3 Gay  •  Ass fucked faggot Gay  •  Ass Slave Femdom  •  Ass Smelling Pervert H  •  Ass Sniffer H  •  Automatic Induction Femdom Induction  •  Baby Regression abdl  •  Babyland abdl  •  Backwards Induction Femdom Induction  •  Ball Love Affirmations Gay  •  Bareback Slut Affirmations Gay  •  Bath House Whore Gay  •  Be My Bitch Gay  •  Be my little pet Feminization H  •  Becoming A Super Slut Feminization  •  Becoming Bedwetter abdl  •  Becoming Sissy Slut Feminization  •  Bedwetting Affirmations abdl  •  Beta Male Affirmations Gay  •  Beta Male Part 1 and 2 Gay H  •  Beta Male Rules For Servitude Gay H  •  Beta Male Surrender Feminization  •  Beta Male Training Affirmations Gay H  •  Beta Male Trigger Loop H Loop  •  Beta Male: Confess Gay H  •  Big Ball Hunt Feminization  •  Big Black Cock Affirmations Gay  •  Big Emotions abdl  •  Bimbo Affirmations Feminization  •  Bimbo Slut Trigger Loop Gay  •  Bimbo Transformation Feminization  •  Binge Drinker BW  •  Black Cock Addiction Gay  •  Black Pantyhose Obsession Training Femdom  •  Blackmail affirmations Femdom  •  Blackmailed Faggot Gay  •  Blow Bang Gay  •  Boobs Hypnotize You Affirmations Femdom  •  Boot Chastity Hypnosis Chastity  •  Bottom Bitch Gay H  •  Bottom Bitch Part Two Gay H  •  Bottom of the sexual food chain Gay H  •  Bouncy Tits Trigger Loop Feminization Loop  •  Brainwashed Cockslut Gay  •  Breathe Induction Femdom Induction  •  Butterfly Induction abdl Induction  •  Cash Cow Findom  •  Chastity Affirmation Project T&D Chastity H  •  Chastity Is Your Destiny T&D Chastity  •  Chocolate Cock Gay  •  Closet Case Gay  •  Clusterfuck H  •  Cock Bitch Gay  •  Cock Cage Chastity  •  Cock Conditioning Gay  •  Cock Controlled Chastity  •  Cock Crazed Gay  •  Cock Curious Gay  •  Cock Devotion Affirmations Gay  •  Cock Fixation Gay  •  Cock Gobbler Gay  •  Cock Guzzler Gay  •  Cock Hungry Gay  •  Cock Jockey Gay  •  Cock Junkie Gay  •  Cock Obsession Gay  •  Cock Pleaser Feminization  •  Cock Thirsty Gay  •  Cock Worship Affirmations Gay  •  Cockmitized Gay  •  Cockslut Feminization  •  Cockstar Femdom  •  Cockstrong Affirmations  •  Cocksucker Gay  •  Cocksucking Affirmations Gay  •  Cocksucking Obsessed Gay  •  Cocksucking Sex Slave Gay  •  Cocksucking Whore Affirmations Gay  •  Controlled By Feet JOI  •  Controlled By Feet And Toes Femdom  •  Controlled By Porn Affirmations BW  •  Cream Dream CEI Couples  •  Cross Dressing Party Slut Feminization  •  Cuckold Training Cuckold  •  Cuckold Training Clean Up Duty Cuckold  •  Cuckold Training Fluffing Cuckold H  •  Cuckold Training Learn To Obey Cuckold  •  Cuckolded To Black Cock Cuckold  •  Cuckolded to Superior Black Cock Cuckold  •  Cum Addict Gay  •  Cum Bath Gay  •  Cum Conditioning Gay  •  Cum Covered Ass Addict CEI  •  Cum Covered Foot Addict CEI  •  Cum Covered Tit Addict JOI CEI  •  Cum Craving Sissy Boi Feminization  •  Cum Dumpster Gay  •  Cum Eating Affirmations Gay  •  Cum Eating Sissy Slut Feminization  •  Cum Is Your Drug Affirmations CEI  •  Cum Junkie Gay H  •  Cum Obsession Gay  •  Cum Slut Gay  •  Dark Secrets T&D H  •  Dead Cock H  •  Dear Diary - Storytime With Jenny  •  Deep Deep Submission JOI  •  Deep Induction Femdom Induction  •  Deep Into Trance  •  Diaper Devotion abdl  •  Diaper Training Wet And Dry abdl  •  Dick Addicted Gay  •  Dickmitized Gay  •  Donkey Dick Daddi And Pussy Boi Gay  •  Drink your own cum sissy Feminization  •  Embarrassed skinny submissive Feminization  •  Enslaved To My Boots Chastity  •  Enveloped Manhood H BW  •  Eradicate All Other Dommes Trigger Loop BW  •  Erotic Dream Control Femdom  •  Erotic Hypnotic Femdom  •  Exposing Sissy Slut Feminization  •  Fag Gay  •  Faggot Fairy Gay  •  Faggot Sex Slave Gay  •  Faggot Sex Slave Affirmations Gay  •  Fagnosis Affirmations Gay H  •  Failure Affirmations H BW  •  Fancy Feet Affirmations Femdom  •  Fast Trance Induction Femdom Induction  •  Feed Your Pain Addiction Femdom  •  Feminization Affirmations Feminization  •  Feminization With A Twist Feminization  •  Findom Affirmations Findom  •  Flaccid Affirmations H BW  •  Flaccid Dick Affirmations H  •  Fog Induction Femdom Induction  •  Food Porn Transformation H  •  Food Transformation H  •  Foodie H BW  •  Foot Humiliation H  •  Foot Puppet OC  •  Foot Slave Femdom  •  Foot Stroke Addict JOI  •  Foot Whore Femdom  •  Forever Flaccid H BW  •  Gang Bang Baby Gay  •  Get Fat! H BW  •  Get Naked H  •  Getting To Limp H BW  •  Give In To Submission JOI  •  Glory Hole Whore - Jenny DeMilo’s Sissy finishing School lesson 6 Gay  •  Grow A Giant Juicy Ass Feminization  •  Grow Tits Feminization  •  Hair Trigger Cock H  •  Hair Trigger Cock Affirmations - Premature ejaculation H  •  Hard Cock Addict Gay  •  High Libido BW  •  Home Wrecker H  •  Home Wrecker Affirmations H  •  Homewrecked Arousal Femdom BW  •  Homewrecked Fag Affirmations Gay  •  Homo Gay  •  Homo Hypnotic Gay  •  Horse Cock Gay  •  Humiliation Arousal H  •  Humiliation Induction H Induction  •  Hyper Erotic Stroke Addict JOI  •  Hypnotized by cock Gay  •  I Fuck You Watch - Cuckold Training Hypnosis Cuckold  •  Imprisoned Manhood Chastity  •  Increase Your Cock Trigger Loop Femdom Loop  •  Indoctrinated JOI  •  I’ll Fuck You Submissive Gay H  •  Jenny DeMilo’s Sissy Finishing School - High Heel Slut : lesson 5 Feminization  •  Jenny DeMilo’s Sissy Finishing School - Your Girly Voice: lesson 4 Feminization  •  Jenny DeMilo’s Sissy Finishing School: Garters and Stockings Feminization  •  Jerk Freak JOI H  •  Jerk Off Instructions Trigger Loop JOI Loop  •  Jizz Junkie Gay  •  Lactating Tits Feminization  •  Limp And Soft Affirmations H  •  Limp Cock Trigger Loop H Loop  •  Limp Forever H BW  •  Lipstick - Jenny DeMilo’s Sissy Finishing School Lesson One Feminization  •  Lock And Key Chastity  •  Lock Ya Cock Limited Edition Trigger Loop Chastity Loop  •  Locked Up Forever Chastity  •  Loser Affirmations H  •  Loser Tourettes H  •  Lowly Beta Male Affirmations Gay H  •  Magic Bubble Maker abdl  •  Maintaining a rock hard cock  •  Making Messes abdl  •  Man Meat Gay  •  Manhole Gay  •  Manhood Destruction Feminization  •  Manly Mantras  •  Manpussy Gay H  •  Masculine Sexual Power - Femdom Erotic Hypnosis Femdom  •  Massive Cock  •  Masturbation Affirmations JOI BW  •  Metamorphosis Gay H  •  Metamorphosis Part Two Gay  •  Midnight Cock Gay  •  Mistress Is God - German (Herrin ist Gott) BW  •  Money Trance Findom BW Loop  •  Monster Cock JOI  •  My Special Little One Affirmations abdl  •  Negative Affirmations H BW  •  Never Cum Again Chastity  •  Never cum again affirmations Chastity  •  Nipple Arousal Femdom  •  No Bladder Control abdl  •  No Cock Control H  •  Not A Ladies Man JOI H  •  Nothingness H  •  Nympho Affirmations Femdom  •  Obedient Sissy Slave Training Feminization  •  Obedient Slave Affirmations BW  •  Obey Cock Gay  •  Obsessed With Cock Gay  •  Obsessed with spit H  •  Owned Caged Sissy Slut Feminization  •  Pain Slave Femdom  •  Pansy Gay  •  Panties and Bra - Jenny DeMilo’s Sissy Finishing School Lesson Two Feminization  •  Panty Bitch Feminization  •  Panty Sniffer H  •  Pay Pig H Findom  •  Perfect Sissy Slut Affirmations Feminization  •  Piggy H  •  Pimped Out Cockwhore Feminization H  •  Plugged Femdom  •  Porn Addiction Affirmations H  •  Porn Addiction Training Femdom BW  •  Porn Addiction Training Affirmations H  •  Porn Is Your Drug Affirmations Femdom BW  •  Powerful Cock Affirmations Femdom  •  Powerful Sexual Energy Femdom  •  Pre-Cum Milking CEI  •  Premature Ejaculator H  •  Premature Ejaculator Trigger Loop OC H Loop  •  Pretty Girl Affirmations Feminization  •  Programmed H  •  Psychoactive tit trance Femdom  •  Psychotic For Cock Gay  •  Public Diaper Acceptance abdl  •  Pussy Junkie Femdom  •  Pussy Obsessed Freak H  •  Pussy Obsession H  •  Pussy Slave  •  Pussy Sniffer H  •  Pussy Whipped Femdom  •  Queen Of Spades Affirmations Gay  •  Queer Gay  •  Quick Draw Cock OC H  •  Quick Trance Induction Femdom Induction  •  Relax Induction Femdom Induction  •  Reverse Viagra H  •  Right Brain Left Brain Induction Femdom Induction  •  Sack Faggot Gay  •  Satanic Sissy Feminization  •  Satanic Sissy Part Two Feminization  •  Seek The Sack Gay  •  Serious Wallet Assault Findom  •  Sexual Slavery Gay  •  Sissy Anal Acceptance Feminization  •  Sissy Anal Slut Affirmations Feminization  •  Sissy Cock Hunt Feminization  •  Sissy Cock Slave Feminization  •  Sissy Directive 3: Bimbo body mod Feminization  •  Sissy Directive Part One Feminization  •  Sissy Directive Part Two Feminization  •  Sissy Maid Affirmations Feminization  •  Sissy Nympho Feminization  •  Sissy Rebirth Feminization  •  Sissy Sex Slave Feminization  •  Sissy Slut Feminization  •  Sissy Slut Forever Feminization  •  Sissy Training Affirmations Feminization  •  Slam The Closet Door Gay  •  Slave Boy Hypnotic Training Femdom  •  Slave to cock Gay  •  Slave To Cocksucking Gay  •  Slave to pussy Femdom  •  Sleepytime abdl  •  Slurp Cock Gay  •  Small Penis Humiliation Affirmations H  •  Smelly Feet Affirmations  •  Soft Smooth Sissy Whore Feminization  •  Spending Findom  •  Spit On Humiliated Loser Affirmations H  •  Spunk Addict CEI  •  Spunk Eater Gay  •  Step Out Of The Closet Gay H  •  Strap On Cock Obsessed Femdom BW  •  Strapped Femdom  •  Strapped Three, Double Trouble Femdom  •  Strapped Two, Addicted Femdom  •  Stroke Addict JOI  •  Stroke fiend H CEI  •  Stroke Fiend 10 Hopelessly Addicted JOI  •  Stroke Fiend 2 Taking It Further CEI  •  Stroke Fiend 5, Stroke King JOI H CEI  •  Stroke Fiend 6, Triggered To Stroke JOI H CEI  •  Stroke Fiend 7 - Stroke Machine H CEI  •  Stroke Fiend 8, Programmed JOI H CEI  •  Stroke fiend Four Ivory Cum Tower JOI H CEI  •  Stroke Fiend Nine Triggered Two Ways JOI H  •  Stroke Fiend Three - Into the light H CEI  •  Stroke Robot JOI BW  •  Stroke Weight Pump T&D  •  Strong Body, Hard Cock, Focused Mind CEI  •  Stuff Your Face And Make Your Ass Grow Feminization  •  Submission Conformity BW  •  Submission Obsession BW  •  Submissions Slave Femdom  •  Submissive Addiction Orgasm Control T&D  •  Submissive Arousal Addition Gay  •  Submissive Bi Cuckold Cuckold  •  Submissive Cuckold Cuckold  •  Submissive Cuckold Affirmations Cuckold  •  Submissive Sissy Cuckold Training Feminization  •  Submissive Skinny Sissy Feminization  •  Submissive Spiral - CEI Hypnosis CEI  •  Submissive Training Gay  •  Submit And Obey  •  Submit To Black Cock Cuckold  •  Submit To My Strap On H  •  Suck All Cocks Trigger Loop Gay  •  Suck Cock Like A Girl Gay  •  Suck Cock Trigger Loop Gay Loop  •  Suck Your Own Cock H CEI  •  Super Stroker JOI  •  Surrender Induction Femdom Induction  •  Surrender Of Control OC H  •  Surrender To Cock Gay  •  Surrender To Pussy BW  •  Sweater Wearing Cocksucker Feminization  •  Swishy Queen Gay  •  Tasty Candy Cock Gay  •  Teased And Denied In Chastity Chastity  •  The Cum Trigger Loop CEI Loop  •  The Loser Loop H  •  The Love Of Cock - Part TWO Gay H  •  The Love Of cock COMPLETE (Parts 1 and 2) Gay H  •  The Love Of Cock Part ONE Gay  •  The Love Of Shemale Cock Gay  •  The Secret Treehouse abdl  •  The Thought Of Cock Gay  •  The Ultimate Sissy Cock Whore Feminization  •  The Velveteen Rabbit abdl  •  The Wet You abdl  •  Think Like A Girl Feminization  •  Tiffany Loves Cock Feminization H  •  Tit Fixation  •  Tit Obsessed  •  Toe Obsession Femdom  •  Trained Cocksucking Queer Gay  •  Trans Galore Gay H  •  Transmogrification The Dire Wolf Femdom  •  Trigger Induction Induction BW  •  Turned On By Cock Gay  •  Ultimate Submission Gay  •  Used Submissive Pet T&D BW  •  Vortex Of Feminization Feminization  •  Well Used Sex Slave Gay  •  Wetting And Messing abdl  •  Whore For Cock Gay  •  Whore training Feminization  •  You Are A Cocksucker Gay  •  You Are A Cuckold Cuckold  •  You are my chastity slave affirmations Chastity  •  You can’t take it with you Findom  •  You Love Cock Affirmations Gay  •  Your Black Cock Obsession Gay  •  Your Cock Will Fail You H  •  Your Magic Spot abdl  •  Your Shrinking Cock Feminization  •  Youre a sissy slut affirmations Feminization
Categories
 •  3d / asmr (2)  •  abdl (19)  •  anal play / strap-on (7)  •  arousal (1)  •  ass worship (7)  •  before sleep (1)  •  blackmail (1)  •  bondage (1)  •  brainwashing (18)  •  breast worship (5)  •  chastity & keyholding (14)  •  cock growth (4)  •  conditioning (22)  •  cuckold (14)  •  cum eating (cei) (19)  •  erotic (1)  •  female supremacy (1)  •  femdom (74)  •  financial domination (findom) (7)  •  foot fetish (13)  •  for couples (1)  •  forced orgasm (2)  •  gay (132)  •  high heels (1)  •  humiliation (85)  •  induction (16)  •  jerk off instructions (joi) (22)  •  listen at night (1)  •  loops (10)  •  love & addiction / submissive training (11)  •  lucid dreaming (1)  •  mind control (9)  •  orgasm control / edging (10)  •  Pain (3)  •  pantyhose / stockings (2)  •  premature ejaculation (7)  •  pussy worship (7)  •  self confidence (4)  •  shemale (2)  •  sissy / feminization (61)  •  small penis humiliation (sph) (4)  •  submission (1)  •  tease & denial (6)
Latest Releases
Wetting And Messing
22 min   (2019)  
Cock Devotion Affirmations
36 min   (2019)  
Diaper Training Wet And Dry
27 min   (2019)  
Cockmitized
18 min   (2019)