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Crossdresser Training

16:57
Sissy Hypno You Must Obey
4 years
1:40
Introduction to Crossdressing - encouraged bi, sissification, sissy training, femdom, crossdressers
2 years
27:29
Sissy Slave Hard Training
6 years
4:55
FIRST SISSY TRAINING ASSIGNMENT
7 years
7:03
Your Virgin Ass Needs To Get Fucked Sissy Training Encouragement Erotic Audio only by Tara Smith
2 years
6:16
Sissy Games : When my Cuckold Husband Meets my Lover - Maitresse Julia Femdom
2 years
23:24
Dominatrix Sissy Hypno Training
3 years
7:04
You Have a Pussy Now!
3 years
12:06
Brainwashed Hypno Sissy
3 years
3:55
Asspussy training
4 years
6:16
Sissy Validation Girlfriend Buys You Panties Gentle Femdom
2 years
10:50
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2 years
2:25
FemDom Sissy Training Tasks for Feminization and Anal Training! Get your Chastity Cage ready!
3 years
6:01
Sissification training with paddle and fist given by ladyboss domina in trio
4 years
10:34
Sissy Slut 'Matt'
12 months
17:46
Become My Sissy Slut
2 years
5:39
SISSY HYPNO | Feminization Training
4 years
25:56
Mistress catches feminized sissy cuck Live stream humiliates dominates then they both Squirt! Part 3
2 years
6:12
Chubby Mistress bends Him over to grab His balls and gives a rough Handjob
9 months
2:56
Sissy Happy Pill: Big Black Cock
5 years
8:12
Sissy wanted my stockings so i asked him to fuck his ass.... pegging & crossdressing
2 years
8:12
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
8 months
16:59
CUSTOM A Pantyhosed Sissy Odyssey Crossdressing & Bisexual Cock Sucking Encouragement Erotic Audio
4 years
5:39
SISSY FUCK SLUT Trainer
4 years
2:03
Audio: Sissy Dress-Up Instructions & Pegging
3 years
5:38
Secret Sissy 'Scott'
12 months
6:19
Mistress and slave in pink sucking strap on.
3 years
5:32
Sissy Humiliation
2 years
6:24
Sissy Training by DominaFire
2 years
19:13
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3 years
17:46
Admission of being a Sissy - Mean girls
3 years
9:57
The Sissy Therapie at Lou Nesbit, Lia Louise
2 years
5:28
Chastity release and humiliating countdown ejaculation - Mistress Julia
2 years
3:44
SISSY TRAINING ASSIGNMENT 2
7 years
5:11
Lingerie, Make-Over, and Buttplug for my good Sissy bitch - Mistress trains you to be a sissy
2 years
9:58
Let Me Mold You
12 months
5:32
We need to train your ass for your first time with a guy
6 years
10:30
Sissy Photo Gallery
3 years
12:57
Sissy Bitches Have To Blow - Sissification with the Lady of Feminization
2 years
5:58
Our Little Secret - FEMDOM SISSY FEMINIZATION
2 years
5:39
Huge Sissy Faggot Trainer
4 years
5:48
Sissy Crossdresser TRAINING
4 years
14:38
Sissy is Fucked/ Punishment Fucked Sissy
5 years
9:57
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2 years
17:27
Sissy in Chastity get hard fucked
3 years
5:10
Humiliating my faggot customer
2 years
2:21
Couple in Pantyhose - Wife in Nylons gives Crossdressing Hubby a Handjob
3 years
3:28
DominaFire Pegging her Chastity Sissy
2 years
16:14
Sissy training 02/24
1 year
20:49
Stopp! Feminine Sissys wichsen nicht ihren Schwanz – Sissy-Training & Feminisierung mit Lady Julina
2 years
7:54
Hairless Sissy Bitch
3 years
2:35
Girlfriend Dresses You In Her Too Small Lingerie: GFE, Encouraged Crossdressing, Role Play
2 years
6:43
SISSY TRAINING - CUMSLUT HYPNO
3 years
14:34
Training Hubby to be my Sissy Anal Slave - Stretching his Ass Out Pegging
6 years
10:26
"Vends-ta-culotte - Sissy dressed as a soubrette cleaing the hous of his dominatrix"
2 years
2:03
Japanese Femdom Reiko Butler Slave Domestication Training
4 years
16:11
SISSY TASK TRAINING + SISSY JOI REWARD VIDEO
7 years
15:00
Adventures of a Sissy Maid 1
4 years
4:33
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3 years
2:03
Sissy Slave Home Training
6 years
3:09
DOMINAFIRE: SISSY SLUT TRAINING
4 years
9:20
Maitresse Julia - What right to a slave who is no longer useful ? My smells! Humiliation !
3 years
9:05
Throat Training
1 year
16:58
Sissy Cum Addict Hypno Training
3 years
1:48
Sissy Dress-up Spitroast - Clara Dee POV Virtual Sex with Elle Eros
6 months
19:35
Mistress was merciful and feminized sissy in chastity cage got his ruined orgasms
4 months
6:12
Real SISSY ENEMA slave cums in his own mouth
9 months
2:37
Mistress sissifies her worthless slut and destroys his hole with her big cock
2 years
2:09
Anal training in the fresh air
11 months
3:29
074 Rubber Sissy Dildo Training
3 years
2:27
Preview: Halloween Party Dress Up: Cross Dressing & Bi Encourgment From Your Girlfriend
3 years
17:30
F4M | Erotic Audio | Twilight Blush Sissy
5 months
5:41
Latex crossdresser training anal and cumming
3 years
2:07
Bi husband turned into sissy fuck toy - check out my links for full video
7 months
10:56
A Slutty Night Out
3 years
12:06
"Teaching my SISSY grilfriend how to FUCK a real pussy"
2 years
4:30
027TV Mistress trains her sissy slave
4 years
3:18
30 Days To Sissy: Bonus CEI Facial Release PREVIEW
9 months
17:18
Periodentraining für Sissybitches von Domina Lady Julina
3 years
9:18
Maitresse Julia - Quel droit à un esclave qui ne sert plus à rien et qui ne bande plus ? Mes odeurs
3 years
11:59
SISSY pervert wants GOLDEN SHOWER while riding a big DILDO
2 years
23:35
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
7 months
17:35
Moan for me my sissy bitch - sissification with collar, anal plugs and rubber pussy
3 years
3:34
Wet Panties - Sissy Training - Teaser
7 months
2:32
Anastasia Mistress domination by sissy slut fucking her ass with dildo toying ass
3 years
2:02
Sissy me pumping dildo
4 years
8:53
Mickstakker training boy pussy with BBC Fuck Machine Pink Wig
2 years
10:02
Sissy cums like a lonely whore! Just stand and cum
2 years
1:53
Preview: Girls Night Feminization: Talked Into Wearing Light Makeup, A Dress & Panties
2 years
7:58
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4 years
16:30
Sexy Mistresses: Sissy education- Female Domination Point of View POV Arya Grander + MistressPriest)
2 years
13:49
Femdom Hotwife feminizes sissy w/ raver magic snap of her hand whips flogs femboy impact play part 1
2 years
17:15
Periodentraining fü_r Sissybitches von Domina Lady Julina
3 years
8:39
Your sissy training starts right now
5 years
5:29
Your new Sexuality as A Sissy: EP5 Turning a Wanker into a Slave - Mistress Julia Femdom
2 years
2:15
30 Days To Sissy Day 20: Sissy Collar Free Preview
3 years
6:05
"Maitresse Julia - Klelia my Sissy Slave in Chastity is Frustrated (Tease and Denial). For me ? An incredible Facesitting"
2 years
2:57
SISSY DEEPTHROAT BLOWJOB TRAINING
4 years
2:28
Serious Sissy Training with Strap On Femdom Nikki Kit
5 years
17:31
Bukkake Bitch Sissification CEI FemDom
4 years
2:03
Japanese Femdom, Reiko Butler’s Slave Domestication Training
5 years
9:43
Mi novio se puso mi ropa femenina por la calle. Confesión sexual exhibicionista en español.
1 week
5:04
Sissy Submission - Shoe Worship & Pet Play Roleplay | METAVULGAR ASMR JOI
3 days
6:23
Whispered Sissy Humiliation - Crossdressing Caregiver ASMR | METAVULGAR ASMR JOI
1 month
3:53
Sissy Bimbofication - Corset and Anal Training ASMR | METAVULGAR ASMR JOI
1 month
7:52
Sissy Slut Fuck Doll Takes Anal Fisting, Pegging & Fuck Machine with HUGE DILDO Hardcore Femdom Porn!
3 days
14:11
A year of chastity, the beginning
3 weeks
8:12
Jenna Fucks Big Bottomed Sissy Maid Tiffany Deep in the Ass... She's Such a Slut!
1 week
2:13
Sissy husband gets his ass pounded and humiliated
3 weeks
12:41
Sissy Findom Lingerie Tease - Crossdress & Obey My Whispers | full version on patreon.com/metavulgar
2 months
11:13
Top 10 Sissy Ideas
2 months
5:03
DOMINAFIRE PEGGING SISSY
1 month
5:20
Cock-sucking husband
1 month
18:19
JOI ASMR Sissification/Feminization Femdom Seras la sissy mas guapa Astarioth
2 months
2:20
Sissy Crossdresser Caged & Gagged - ASMR Examination for Cuckolds | full version on patreon.com/metavulgar
2 months
9:49
Pegging for Husband #002 Training Ass for Threesome with Sexual Bull Part 2
3 months
6:05
She knows how to make him cum!
2 months
1:59
Sissified, pegged & humiliated bitch boi
3 months
3:14
Whispering Mistress - Your Feminization Journey in Lace | full version on patreon.com/metavulgar
2 months
6:57
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2 months
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