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Search: retro sissy training
278K results
Female POV - feel like a girl
10:40
Female POV - feel like a girl
206K
I'm a dirty slave of my wife... she can do everything with me
43:45
I'm a dirty slave of my wife... she can do everything with me
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Obey Your Mistress
HD
2:44
Obey Your Mistress
27K
Double Punishment for the Sissy (a Classic)
5:37
Double Punishment for the Sissy (a Classic)
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What To Do With A Chastity Caged Cock
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What To Do With A Chastity Caged Cock
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Apocalust - Ep 30 - Is She A Virgin By RedLady2K
7:02
Apocalust - Ep 30 - Is She A Virgin By RedLady2K
25K
Look how pretty feminized you are, your new rules are now coming to leave your masculine life even further behind
HD
14:17
Look how pretty feminized you are, your new rules are now coming to leave your masculine life even further behind
1K
German crossdresser meet bdsm femdom domina
9:43
German crossdresser meet bdsm femdom domina
110K
Little Serving Sissy Wench
5:31
Little Serving Sissy Wench
3.1K
What is your kink? - Experience classic dominance, feminization, aroma and extreme fetishes with Domina Lady Julina
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What is your kink? - Experience classic dominance, feminization, aroma and extreme fetishes with Domina Lady Julina
9.3K
Sissy Training
87:33
Sissy Training
1.1M
Hot Sissy Training Compilation
30:13
Hot Sissy Training Compilation
236K
SISSY TRAINING...EAT YOUR OWN CUM
19:41
SISSY TRAINING...EAT YOUR OWN CUM
278K
SISSY TRAINING VID: Feminized sissy gets pegged by mommy domme
HD
2:10
SISSY TRAINING VID: Feminized sissy gets pegged by mommy domme
71K
The Ultimate Sissy Training by MissBratDom
15:49
The Ultimate Sissy Training by MissBratDom
525K
sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!
23:09
sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!
280K
Sissy training with Femdom Mistress Tangent
13:04
Sissy training with Femdom Mistress Tangent
1.2M
Mrs Loving Begins Sissy Training at Mother's Request
9:28
Mrs Loving Begins Sissy Training at Mother's Request
843K
Sissy training
15:20
Sissy training
237K
Sissy Training Level 8
9:11
Sissy Training Level 8
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Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander
HD
44:41
Newbie Sissy Training: Meeting #2. Stretching Sissy Cunt with Fingers. Facesitting. Pussy Worship. Arya Grander
76K
Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract -  HD 1080p MP4
15:18
Pimping You Out - Miss Faith Rae's Femdom POV Sissy Training Findom Debt Contract - HD 1080p MP4
61K
Sissy Training Level 7
18:02
Sissy Training Level 7
141K
Sissy Training at Work
14:03
Sissy Training at Work
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Sissy Training Volume 1 - Femme Yourself
7:12
Sissy Training Volume 1 - Femme Yourself
726K
Deepthroat sissy training
7:24
Deepthroat sissy training
18K
Homemade sissy training strapon madam reads the newspaper
10:07
Homemade sissy training strapon madam reads the newspaper
41K
Sissy Training Level 4
12:15
Sissy Training Level 4
244K
The installation of the rubber doll - Sissy Training
43:57
The installation of the rubber doll - Sissy Training
172K
Maximum anal punishment - Sissy Training
1:20
Maximum anal punishment - Sissy Training
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Dominatrix, sissy training
99:13
Dominatrix, sissy training
423K
Strapon latex sissy training
20:07
Strapon latex sissy training
269K
Sissy Training And Prostate Play With Brookelynne Briar
6:19
Sissy Training And Prostate Play With Brookelynne Briar
176K
extreme sissy training with beautiful smokers part 1
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extreme sissy training with beautiful smokers part 1
117K
Sissy Training Tasks From Femdom Mistress
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Sissy Training Tasks From Femdom Mistress
47K
SISSY TRAINING SESSION: TRANSFORMED MY BOYFRIEND INTO MY GIRLFRIEND
HD
1:39
SISSY TRAINING SESSION: TRANSFORMED MY BOYFRIEND INTO MY GIRLFRIEND
13K
BBC Sissy Training - Worship Big Black Cock
6:07
BBC Sissy Training - Worship Big Black Cock
309K
Sissy Training
3:31
Sissy Training
301K
POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream
6:39
POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream
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Sissy Training & Teaching U How to Suck Alpha's Huge Cock!
7:36
Sissy Training & Teaching U How to Suck Alpha's Huge Cock!
22K
Pee Humiliation, Femdom Blowjob, Stretching Anal, Pegging Strap-on, Eating Cum. Stepmom Arya Grander and Her Sissy Training
HD
15:50
Pee Humiliation, Femdom Blowjob, Stretching Anal, Pegging Strap-on, Eating Cum. Stepmom Arya Grander and Her Sissy Training
47K
Drink all my cum! Sissy training from milf mistress in heels solo
HD
12:38
Drink all my cum! Sissy training from milf mistress in heels solo
22K
Sissy Training Volume 5 - Feed Me Daddy
5:56
Sissy Training Volume 5 - Feed Me Daddy
428K
Sissy Training for Maid Job
HD
1:13
Sissy Training for Maid Job
23K
SFM 3D VR SISSY TRAINING POST ORGASM, CUM AGAIN MULTIPLE TIME
16:49
SFM 3D VR SISSY TRAINING POST ORGASM, CUM AGAIN MULTIPLE TIME
185K
Solve The Riddle - Pt 10 - Who Is This Woman By MissKitty2K
8:35
Solve The Riddle - Pt 10 - Who Is This Woman By MissKitty2K
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1280 »
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