Jenny DeMilo

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Jenny DeMilo     391 sessions
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Min. Stars Date Name          
07:00
04.2015 7 Minute Trance Induction Femdom Induction
10:10
09.2015 Accession Induction Induction
28:00
6.0 04.2015 Addicted Cockhole Gay
12:49
10 08.2011 Addicted to Being My Whore BW
14:15
8.0 04.2013 Addicted To Cock Gay
11:03
08.2015 Addicted to your goddess BW
26:30
09.2012 All Cock All The Time Gay
13:13
01.2016 Anal Junkie Femdom
8:50
11.2017 ASMR Induction Femdom Induction
25:16
07.2012 Ass Addict Femdom
17:49
8.0 08.2011 Ass Bitch - Femdom Hypnosis Mp3 Gay
25:38
10 07.2014 Ass fucked faggot Gay
15:25
07.2012 Ass Slave Femdom
17:16
08.2016 Ass Smelling Pervert H
28:03
10.2016 Ass Sniffer H
10:15
07.2018 Automatic Induction Femdom Induction
33:47
9.0 05.2018 Baby Regression abdl
24:45
Babyland abdl
5:30
12.2017 Backwards Induction Femdom Induction
45:16
10.2018 Ball Love Affirmations Gay
46:59
10 05.2017 Bareback Slut Affirmations Gay
25:06
08.2014 Bath House Whore Gay
13:42
4.0 08.2011 Be My Bitch Gay
12:46
09.2011 Be my little pet Feminization H
14:56
09.2011 Becoming A Super Slut Feminization
20:45
06.2018 Becoming Bedwetter abdl
34:40
4.0 07.2015 Becoming Sissy Slut Feminization
38
Bedwetting Affirmations abdl
48:30
06.2017 Beta Male Affirmations Gay
69
04.2013 Beta Male Part 1 and 2 Gay H
56:06
10.2012 Beta Male Rules For Servitude Gay H
63:12
06.2013 Beta Male Surrender Feminization
20:29
09.2018 Beta Male Training Affirmations Gay H
15:10
11.2018 Beta Male Trigger Loop H Loop
53:09
12.2012 Beta Male: Confess Gay H
31:30
01.2019 Big Ball Hunt Feminization
20:29
01.2018 Big Black Cock Affirmations Gay
10:02
Big Emotions abdl
32:35
04.2018 Bimbo Affirmations Feminization
15:12
09.2018 Bimbo Slut Trigger Loop Gay
30:59
09.2016 Bimbo Transformation Feminization
27:26
03.2019 Binge Drinker BW
12:29
09.2011 Black Cock Addiction Gay
11:12
01.2012 Black Pantyhose Obsession Training Femdom
41:35
02.2016 Blackmail affirmations Femdom
28:59
11.2013 Blackmailed Faggot Gay
20:30
08.2017 Blow Bang Gay
30:14
05.2018 Boobs Hypnotize You Affirmations Femdom
21
09.2011 Boot Chastity Hypnosis Chastity
30
04.2013 Bottom Bitch Gay H
32:58
08.2013 Bottom Bitch Part Two Gay H
33:31
01.2015 Bottom of the sexual food chain Gay H
15:35
03.2019 Bouncy Tits Trigger Loop Feminization Loop
14:57
07.2017 Brainwashed Cockslut Gay
11:08
04.2019 Breathe Induction Femdom Induction
5:02
Butterfly Induction abdl Induction
21:25
05.2015 Cash Cow Findom
45:30
05.2017 Chastity Affirmation Project T&D Chastity H
24:34
12.2018 Chastity Is Your Destiny T&D Chastity
17:04
02.2012 Chocolate Cock Gay
17:02
1.0 08.2011 Closet Case Gay
22:30
02.2019 Clusterfuck H
20:30
8.0 12.2016 Cock Bitch Gay
16:35
08.2011 Cock Cage Chastity
63:42
10.2011 Cock Conditioning Gay
13
08.2011 Cock Controlled Chastity
15:22
10 11.2012 Cock Crazed Gay
19:06
8.0 04.2015 Cock Curious Gay
36:32
08.2019 Cock Devotion Affirmations Gay
18:01
8.0 01.2016 Cock Fixation Gay
15:38
02.2017 Cock Gobbler Gay
14:28
8.0 05.2012 Cock Guzzler Gay
16:16
6.0 11.2013 Cock Hungry Gay
18:44
02.2012 Cock Jockey Gay
12:18
8.0 08.2015 Cock Junkie Gay
11:30
8.0 11.2011 Cock Obsession Gay
15:15
05.2019 Cock Pleaser Feminization
20:55
6.0 05.2015 Cock Thirsty Gay
63:26
07.2012 Cock Worship Affirmations Gay
18
07.2019 Cockmitized Gay
13:13
6.0 08.2011 Cockslut Feminization
19:46
10.2015 Cockstar Femdom
72:04
06.2012 Cockstrong Affirmations
21:16
8.0 11.2016 Cocksucker Gay
34:24
05.2018 Cocksucking Affirmations Gay
24:28
6.0 06.2015 Cocksucking Obsessed Gay
25:41
6.0 03.2017 Cocksucking Sex Slave Gay
45:15
04.2017 Cocksucking Whore Affirmations Gay
18:54
04.2013 Controlled By Feet JOI
22:49
10 02.2014 Controlled By Feet And Toes Femdom
45:23
06.2017 Controlled By Porn Affirmations BW
31:45
06.2015 Cream Dream CEI Couples
18
8.5 10.2011 Cross Dressing Party Slut Feminization
24:44
01.2018 Cuckold Training Cuckold
12:00
09.2011 Cuckold Training Clean Up Duty Cuckold
15:57
09.2011 Cuckold Training Fluffing Cuckold H
12:10
09.2011 Cuckold Training Learn To Obey Cuckold
25:44
04.2014 Cuckolded To Black Cock Cuckold
30:30
06.2014 Cuckolded to Superior Black Cock Cuckold
21:14
07.2016 Cum Addict Gay
12:50
6.0 08.2011 Cum Bath Gay
60:01
08.2011 Cum Conditioning Gay
14:50
12.2016 Cum Covered Ass Addict CEI
16:00
08.2011 Cum Covered Foot Addict CEI
15:39
11.2015 Cum Covered Tit Addict JOI CEI
18:25
6.0 06.2012 Cum Craving Sissy Boi Feminization
17:59
11.2017 Cum Dumpster Gay
45:55
07.2017 Cum Eating Affirmations Gay
22:02
1.0 07.2013 Cum Eating Sissy Slut Feminization
32:01
04.2018 Cum Is Your Drug Affirmations CEI
11:52
4.0 09.2011 Cum Junkie Gay H
19:12
06.2013 Cum Obsession Gay
18:32
8.0 08.2011 Cum Slut Gay
34:45
12.2017 Dark Secrets T&D H
60:14
11.2017 Dead Cock H
24:46
05.2018 Dear Diary - Storytime With Jenny
25:45
06.2013 Deep Deep Submission JOI
7:40
04.2018 Deep Induction Femdom Induction
23:20
02.2018 Deep Into Trance
21:45
04.2019 Diaper Devotion abdl
27:30
08.2019 Diaper Training Wet And Dry abdl
21:11
6.0 10.2014 Dick Addicted Gay
14:37
6.0 08.2011 Dickmitized Gay
27:15
11.2016 Donkey Dick Daddi And Pussy Boi Gay
19:54
02.2012 Drink your own cum sissy Feminization
30:53
01.2016 Embarrassed skinny submissive Feminization
 
Enslaved To My Boots Chastity
20:39
01.2018 Enveloped Manhood H BW
35:00
07.2018 Eradicate All Other Dommes Trigger Loop BW
13:40
06.2016 Erotic Dream Control Femdom
19:00
08.2011 Erotic Hypnotic Femdom
47:30
4.0 08.2015 Exposing Sissy Slut Feminization
20:21
6.0 08.2013 Fag Gay
22:20
6.0 06.2015 Faggot Fairy Gay
16:57
6.0 08.2015 Faggot Sex Slave Gay
60
10.2015 Faggot Sex Slave Affirmations Gay
32:00
08.2018 Fagnosis Affirmations Gay H
43:04
04.2016 Failure Affirmations H BW
46:45
05.2017 Fancy Feet Affirmations Femdom
4:45
06.2013 Fast Trance Induction Femdom Induction
15:30
08.2011 Feed Your Pain Addiction Femdom
22:44
08.2011 Feminization Affirmations Feminization
12:13
01.2012 Feminization With A Twist Feminization
50:12
07.2017 Findom Affirmations Findom
61:21
02.2015 Flaccid Affirmations H BW
10:52
05.2017 Flaccid Dick Affirmations H
7:15
03.2019 Fog Induction Femdom Induction
26:39
02.2017 Food Porn Transformation H
26:42
03.2017 Food Transformation H
31:15
05.2018 Foodie H BW
10:15
01.2012 Foot Humiliation H
19:57
10.2015 Foot Puppet OC
17:15
07.2018 Foot Slave Femdom
17:02
08.2011 Foot Stroke Addict JOI
13:03
08.2011 Foot Whore Femdom
21
09.2017 Forever Flaccid H BW
23
04.2012 Gang Bang Baby Gay
25:50
10.2015 Get Fat! H BW
9:31
09.2011 Get Naked H
21:20
02.2019 Getting To Limp H BW
30:12
07.2013 Give In To Submission JOI
17:45
8.0 02.2012 Glory Hole Whore - Jenny DeMilo’s Sissy finishing School lesson 6 Gay
12:30
8.7 09.2011 Grow A Giant Juicy Ass Feminization
16:22
10 08.2011 Grow Tits Feminization
15:08
12.2011 Hair Trigger Cock H
20:05
02.2013 Hair Trigger Cock Affirmations - Premature ejaculation H
15:45
8.0 05.2016 Hard Cock Addict Gay
22:20
06.2019 High Libido BW
22:20
09.2012 Home Wrecker H
20:13
02.2013 Home Wrecker Affirmations H
29:25
09.2017 Homewrecked Arousal Femdom BW
46:15
05.2017 Homewrecked Fag Affirmations Gay
12:51
6.0 08.2011 Homo Gay
25:24
09.2011 Homo Hypnotic Gay
24:35
10 03.2014 Horse Cock Gay
15:45
09.2018 Humiliation Arousal H
8:57
03.2016 Humiliation Induction H Induction
22:10
11.2011 Hyper Erotic Stroke Addict JOI
20:25
6.0 07.2016 Hypnotized by cock Gay
25:17
05.2012 I Fuck You Watch - Cuckold Training Hypnosis Cuckold
13:59
12.2017 Imprisoned Manhood Chastity
15:16
12.2018 Increase Your Cock Trigger Loop Femdom Loop
32:42
07.2016 Indoctrinated JOI
13:14
08.2011 I’ll Fuck You Submissive Gay H
15:24
4.0 10.2011 Jenny DeMilo’s Sissy Finishing School - High Heel Slut : lesson 5 Feminization
15:44
8.0 10.2011 Jenny DeMilo’s Sissy Finishing School - Your Girly Voice: lesson 4 Feminization
14:45
6.0 09.2011 Jenny DeMilo’s Sissy Finishing School: Garters and Stockings Feminization
13:58
08.2012 Jerk Freak JOI H
15:15
02.2019 Jerk Off Instructions Trigger Loop JOI Loop
12:50
6.0 10.2011 Jizz Junkie Gay
21:52
04.2013 Lactating Tits Feminization
35:06
05.2018 Limp And Soft Affirmations H
15:15
02.2019 Limp Cock Trigger Loop H Loop
27:05
01.2015 Limp Forever H BW
15:46
6.0 09.2011 Lipstick - Jenny DeMilo’s Sissy Finishing School Lesson One Feminization
22:52
04.2018 Lock And Key Chastity
15:16
11.2018 Lock Ya Cock Limited Edition Trigger Loop Chastity Loop
19
11.2017 Locked Up Forever Chastity
62:19
03.2015 Loser Affirmations H
18:46
05.2019 Loser Tourettes H
44:01
08.2018 Lowly Beta Male Affirmations Gay H
6:30
Magic Bubble Maker abdl
 
09.2011 Maintaining a rock hard cock
27:30
06.2019 Making Messes abdl
18:55
11.2017 Man Meat Gay
24:29
6.0 04.2012 Manhole Gay
15:41
9.0 02.2012 Manhood Destruction Feminization
72:09
01.2012 Manly Mantras
16:14
05.2017 Manpussy Gay H
15
02.2014 Masculine Sexual Power - Femdom Erotic Hypnosis Femdom
21:34
01.2015 Massive Cock
60:52
04.2015 Masturbation Affirmations JOI BW
28:56
11.2013 Metamorphosis Gay H
36:25
03.2015 Metamorphosis Part Two Gay
18:02
04.2017 Midnight Cock Gay
16
02.2018 Mistress Is God - German (Herrin ist Gott) BW
5:01
08.2015 Money Trance Findom BW Loop
8:39
08.2011 Monster Cock JOI
40
2018 My Special Little One Affirmations abdl
43:44
07.2017 Negative Affirmations H BW
22:30
06.2012 Never Cum Again Chastity
34:28
01.2016 Never cum again affirmations Chastity
17:14
02.2014 Nipple Arousal Femdom
16:46
No Bladder Control abdl
22:18
12.2018 No Cock Control H
20:19
08.2012 Not A Ladies Man JOI H
34:07
06.2019 Nothingness H
64:39
06.2012 Nympho Affirmations Femdom
16:36
04.2017 Obedient Sissy Slave Training Feminization
31:45
05.2018 Obedient Slave Affirmations BW
16:14
10 09.2011 Obey Cock Gay
26:10
03.2017 Obsessed With Cock Gay
22:25
01.2016 Obsessed with spit H
21:27
02.2018 Owned Caged Sissy Slut Feminization
13:14
05.2016 Pain Slave Femdom
20:14
08.2016 Pansy Gay
14:01
6.0 09.2011 Panties and Bra - Jenny DeMilo’s Sissy Finishing School Lesson Two Feminization
14:03
8.0 08.2011 Panty Bitch Feminization
20:09
01.2012 Panty Sniffer H
19
11.2017 Pay Pig H Findom
60:02
05.2015 Perfect Sissy Slut Affirmations Feminization
31:05
04.2019 Piggy H
15:56
6.0 08.2011 Pimped Out Cockwhore Feminization H
26:25
01.2019 Plugged Femdom
35
06.2015 Porn Addiction Affirmations H
34:35
03.2017 Porn Addiction Training Femdom BW
46:48
03.2017 Porn Addiction Training Affirmations H
48:15
07.2017 Porn Is Your Drug Affirmations Femdom BW
37:50
02.2016 Powerful Cock Affirmations Femdom
49:15
10.2017 Powerful Sexual Energy Femdom
20:30
10.2012 Pre-Cum Milking CEI
33:10
06.2015 Premature Ejaculator H
15:08
1.0 10.2018 Premature Ejaculator Trigger Loop OC H Loop
21:40
04.2018 Pretty Girl Affirmations Feminization
27:45
11.2017 Programmed H
15:20
09.2015 Psychoactive tit trance Femdom
17:35
02.2018 Psychotic For Cock Gay
18
05.2019 Public Diaper Acceptance abdl
14:35
10 08.2015 Pussy Junkie Femdom
25:00
03.2012 Pussy Obsessed Freak H
24:29
01.2013 Pussy Obsession H
22:05
06.2012 Pussy Slave
16:25
01.2016 Pussy Sniffer H
18:55
08.2011 Pussy Whipped Femdom
27:02
01.2018 Queen Of Spades Affirmations Gay
13:49
6.0 01.2012 Queer Gay
31:15
08.2017 Quick Draw Cock OC H
8:30
05.2019 Quick Trance Induction Femdom Induction
6
01.2018 Relax Induction Femdom Induction
26:14
04.2015 Reverse Viagra H
11:45
02.2018 Right Brain Left Brain Induction Femdom Induction
45:01
10.2018 Sack Faggot Gay
32:24
02.2018 Satanic Sissy Feminization
31:54
06.2018 Satanic Sissy Part Two Feminization
31:01
09.2018 Seek The Sack Gay
24:15
01.2012 Serious Wallet Assault Findom
23:20
04.2018 Sexual Slavery Gay
36:01
08.2018 Sissy Anal Acceptance Feminization
37:15
08.2018 Sissy Anal Slut Affirmations Feminization
32:31
2.0 07.2015 Sissy Cock Hunt Feminization
17:29
8.0 08.2011 Sissy Cock Slave Feminization
33:19
4.0 07.2015 Sissy Directive 3: Bimbo body mod Feminization
30:41
06.2015 Sissy Directive Part One Feminization
22:01
07.2015 Sissy Directive Part Two Feminization
16:16
11.2018 Sissy Maid Affirmations Feminization
20:20
6.0 08.2012 Sissy Nympho Feminization
52:16
2.0 03.2016 Sissy Rebirth Feminization
22:20
8.0 03.2015 Sissy Sex Slave Feminization
14:25
6.0 08.2011 Sissy Slut Feminization
33:58
4.0 08.2015 Sissy Slut Forever Feminization
50:16
07.2017 Sissy Training Affirmations Feminization
22:45
4.0 08.2011 Slam The Closet Door Gay
10
2.0 10.2011 Slave Boy Hypnotic Training Femdom
24:59
6.0 12.2015 Slave to cock Gay
25:01
6.0 06.2016 Slave To Cocksucking Gay
25:27
10.2016 Slave to pussy Femdom
7:15
Sleepytime abdl
22:45
04.2019 Slurp Cock Gay
22:37
10.2018 Small Penis Humiliation Affirmations H
43:29
06.2017 Smelly Feet Affirmations
31:45
1.0 11.2014 Soft Smooth Sissy Whore Feminization
16:10
01.2019 Spending Findom
37:45
07.2018 Spit On Humiliated Loser Affirmations H
21:29
10.2016 Spunk Addict CEI
16:25
10.2015 Spunk Eater Gay
19:00
08.2011 Step Out Of The Closet Gay H
25:59
03.2017 Strap On Cock Obsessed Femdom BW
32:50
03.2016 Strapped Femdom
28:55
08.2016 Strapped Three, Double Trouble Femdom
31:40
06.2016 Strapped Two, Addicted Femdom
14:51
08.2011 Stroke Addict JOI
21:18
03.2016 Stroke fiend H CEI
26:30
04.2018 Stroke Fiend 10 Hopelessly Addicted JOI
26:02
05.2016 Stroke Fiend 2 Taking It Further CEI
27:47
10.2016 Stroke Fiend 5, Stroke King JOI H CEI
23:44
11.2016 Stroke Fiend 6, Triggered To Stroke JOI H CEI
24:43
12.2016 Stroke Fiend 7 - Stroke Machine H CEI
27:34
2.0 04.2017 Stroke Fiend 8, Programmed JOI H CEI
24:40
07.2016 Stroke fiend Four Ivory Cum Tower JOI H CEI
30:06
01.2018 Stroke Fiend Nine Triggered Two Ways JOI H
22:24
06.2016 Stroke Fiend Three - Into the light H CEI
34
2018 Stroke Robot JOI BW
33:46
06.2013 Stroke Weight Pump T&D
30:18
03.2015 Strong Body, Hard Cock, Focused Mind CEI
17:57
12.2011 Stuff Your Face And Make Your Ass Grow Feminization
23:20
02.2018 Submission Conformity BW
20:56
01.2012 Submission Obsession BW
29
02.2013 Submissions Slave Femdom
28:15
01.2013 Submissive Addiction Orgasm Control T&D
21:51
01.2013 Submissive Arousal Addition Gay
49:14
07.2015 Submissive Bi Cuckold Cuckold
31:06
10.2014 Submissive Cuckold Cuckold
45:15
04.2017 Submissive Cuckold Affirmations Cuckold
32:13
03.2015 Submissive Sissy Cuckold Training Feminization
36:35
2.0 11.2015 Submissive Skinny Sissy Feminization
22:44
08.2012 Submissive Spiral - CEI Hypnosis CEI
37:05
06.2012 Submissive Training Gay
18:33
05.2015 Submit And Obey
27:29
05.2014 Submit To Black Cock Cuckold
19:30
02.2015 Submit To My Strap On H
15:15
09.2018 Suck All Cocks Trigger Loop Gay
15:30
08.2017 Suck Cock Like A Girl Gay
25:02
05.2018 Suck Cock Trigger Loop Gay Loop
14:27
10 08.2011 Suck Your Own Cock H CEI
35:12
01.2012 Super Stroker JOI
6
02.2016 Surrender Induction Femdom Induction
21:52
07.2012 Surrender Of Control OC H
29:56
8.0 06.2014 Surrender To Cock Gay
27:39
04.2015 Surrender To Pussy BW
21:49
09.2012 Sweater Wearing Cocksucker Feminization
22:19
06.2015 Swishy Queen Gay
17:27
12.2016 Tasty Candy Cock Gay
17:00
02.2012 Teased And Denied In Chastity Chastity
9:27
05.2018 The Cum Trigger Loop CEI Loop
19:06
02.2018 The Loser Loop H
16:15
10.2012 The Love Of Cock - Part TWO Gay H
35:51
10 11.2012 The Love Of cock COMPLETE (Parts 1 and 2) Gay H
20
10.2012 The Love Of Cock Part ONE Gay
43:50
07.2016 The Love Of Shemale Cock Gay
13:45
The Secret Treehouse abdl
27:54
08.2016 The Thought Of Cock Gay
22:35
6.0 01.2016 The Ultimate Sissy Cock Whore Feminization
27
The Velveteen Rabbit abdl
18
02.2019 The Wet You abdl
20:12
6.0 12.2012 Think Like A Girl Feminization
22:05
04.2015 Tiffany Loves Cock Feminization H
14:35
04.2012 Tit Fixation
8:52
09.2011 Tit Obsessed
12
12.2011 Toe Obsession Femdom
26:12
06.2018 Trained Cocksucking Queer Gay
30:14
07.2016 Trans Galore Gay H
26:40
03.2018 Transmogrification The Dire Wolf Femdom
7:01
07.2016 Trigger Induction Induction BW
22:05
08.2012 Turned On By Cock Gay
25:25
05.2013 Ultimate Submission Gay
15:20
12.2015 Used Submissive Pet T&D BW
20
10.2017 Vortex Of Feminization Feminization
12:00
08.2011 Well Used Sex Slave Gay
22:30
09.2019 Wetting And Messing abdl
14:12
8.0 08.2016 Whore For Cock Gay
11:00
4.0 09.2011 Whore training Feminization
45:17
10 01.2016 You Are A Cocksucker Gay
16:11
12.2011 You Are A Cuckold Cuckold
34:20
02.2016 You are my chastity slave affirmations Chastity
16:23
09.2011 You can’t take it with you Findom
48:01
06.2017 You Love Cock Affirmations Gay
19:12
05.2013 Your Black Cock Obsession Gay
21:05
08.2018 Your Cock Will Fail You H
4:30
Your Magic Spot abdl
12:58
10 08.2011 Your Shrinking Cock Feminization
45:44
01.2016 Youre a sissy slut affirmations Feminization