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Sissy Training Videos

PEGGING - Mommy Trains you to be a WHORE
8:21
PEGGING - Mommy Trains you to be a WHORE
1 year ago
Deep Mesmerize & Rest Sissy Custom Request Meditation Trigger Words Feminization Training Erotica
30:33
Deep Mesmerize & Rest Sissy Custom Request Meditation Trigger Words Feminization Training Erotica
4 years ago
Sissy Boy Squirt Training with Anal Plug in the Ass
3:31
Sissy Boy Squirt Training with Anal Plug in the Ass
1 year ago
Sissygasm Challenge Day 4: Sissy Panties
2:09
Sissygasm Challenge Day 4: Sissy Panties
4 years ago
Playful Pegging Training Between a MILF and her Sissy Boyfriend. FEMFORHER
7:50
Playful Pegging Training Between a MILF and her Sissy Boyfriend. FEMFORHER
1 year ago
ass training 1
17:45
ass training 1
5 years ago
Pegging Training – Deflowering Husband
21:14
Pegging Training – Deflowering Husband
3 years ago
Over the Knee Spanking Anal Training and Pegging
10:03
Over the Knee Spanking Anal Training and Pegging
1 year ago
Sissy Bimbo Ponyboy in Leather Harness Training and Making Commands
6:51
Sissy Bimbo Ponyboy in Leather Harness Training and Making Commands
3 years ago
Sissy Inspection & Fucking
11:58
Sissy Inspection & Fucking
1 year ago
Full Bareback Throatfuck Spanking Cumshoot Sissy Toy Slave Training by TS Goddess of MILK London UK
2:45
Full Bareback Throatfuck Spanking Cumshoot Sissy Toy Slave Training by TS Goddess of MILK London UK
2 years ago
Teaching my Sissy how to Twerk Custom Femdom Goddess Nikki Kit Training Tasks Feminization
2:14
Teaching my Sissy how to Twerk Custom Femdom Goddess Nikki Kit Training Tasks Feminization
5 years ago
Sissy Gets Caged and Trained by a Femboy
1:10
Sissy Gets Caged and Trained by a Femboy
2 years ago
WEAK LITTLE SISSY
10:40
WEAK LITTLE SISSY
3 years ago
Sissy Mind WARP
10:55
Sissy Mind WARP
5 years ago
Japanese Sissy Ejaculated in my Mouth and Drank Semen【女装 男の娘 Crossdresser Cosplay】
1:38
Japanese Sissy Ejaculated in my Mouth and Drank Semen【女装 男の娘 Crossdresser Cosplay】
2 years ago
Mistress helps sissy slut boy to cum on her face after 7 days of abstinence
14:02
Mistress helps sissy slut boy to cum on her face after 7 days of abstinence
3 years ago
London Bridge 2021 (Sissy PMV)
4:48
London Bridge 2021 (Sissy PMV)
4 years ago
Feminized by his High School Bully, a Sissy Audio
23:20
Feminized by his High School Bully, a Sissy Audio
5 years ago
Massaging That Sissy Pussy And Locked Clit
7:13
Massaging That Sissy Pussy And Locked Clit
5 years ago
Mistress Mommy Spanks Round Sissy Ass
1:46
Mistress Mommy Spanks Round Sissy Ass
5 years ago
Mistress makes you a Sissy
9:36
Mistress makes you a Sissy
6 years ago
100% Passive Sissy Slut tries to Cum🔐💦
4:07
100% Passive Sissy Slut tries to Cum🔐💦
3 years ago
My first Threesome with Submissive Sissy and Hot Cock! come to my Training SISSYSLUT
8:12
My first Threesome with Submissive Sissy and Hot Cock! come to my Training SISSYSLUT
2 years ago
Mistress Fucks Sissy Husband in Hotel; the Sexy Femdom Pegs his Ass Hard in different Positions
7:15
Mistress Fucks Sissy Husband in Hotel; the Sexy Femdom Pegs his Ass Hard in different Positions
4 years ago
Sissy Slut Training by DominaFire
12:16
Sissy Slut Training by DominaFire
3 years ago
Sissy Shorts Captions 2 - Black Bull
1:00
Sissy Shorts Captions 2 - Black Bull
4 years ago
Sweet Dreams for Sissy Free Preview
3:26
Sweet Dreams for Sissy Free Preview
4 years ago
A Sissy Whore Costume Party. a Halloween Fall Short Sissy Story Gang Bang behind the Truck Stop
14:32
A Sissy Whore Costume Party. a Halloween Fall Short Sissy Story Gang Bang behind the Truck Stop
1 year ago
TS Julee Love makes you a Sissy Slut
7:20
TS Julee Love makes you a Sissy Slut
4 years ago
Hattabi4ik Sissy Boy Compilation
7:22
Hattabi4ik Sissy Boy Compilation
2 years ago
Hattabi4ik Sissy Boy Compilation
4:56
Hattabi4ik Sissy Boy Compilation
2 years ago
Slave Pillory 2.0: Outing of my Sissy Bimbo Slut
4:15
Slave Pillory 2.0: Outing of my Sissy Bimbo Slut
1 year ago
Permanent Chastity Sissy Destroyed by 10
12:21
Permanent Chastity Sissy Destroyed by 10"s
5 years ago
Strapon, Sissy Cross Dressing Slut, Pegging
3:57
Strapon, Sissy Cross Dressing Slut, Pegging
5 years ago
Sissy Deborah Cum in Chastity - Sissygasm Compilation
4:36
Sissy Deborah Cum in Chastity - Sissygasm Compilation
3 years ago
SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training
7:08
SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training
2 years ago
Hattabi4ik Massive Gold Rain Sissy Boy Training Slut Compilation Whore
9:10
Hattabi4ik Massive Gold Rain Sissy Boy Training Slut Compilation Whore
2 years ago
What a Tiny Useless Cock/Clitty! so I Fuck this Sissy's Ass and Slap her Balls made her Film!
4:50
What a Tiny Useless Cock/Clitty! so I Fuck this Sissy's Ass and Slap her Balls made her Film!
2 years ago
Mistress Dominates a Submissive Sissy Slut
9:29
Mistress Dominates a Submissive Sissy Slut
9 months ago

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