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Anal Sissy Training Videos

Sissy Crossdresser in Slutty Dress Dildoing her Ass in Public Park at Night
1:31
Sissy Crossdresser in Slutty Dress Dildoing her Ass in Public Park at Night
3 years ago
Sissy Anal Exam. 5 Fingers
8:44
Sissy Anal Exam. 5 Fingers
2 years ago
Anastasia Mistress fucks a sissy in the ass with a dildo
2:07
Anastasia Mistress fucks a sissy in the ass with a dildo
2 years ago
Horny Sissy in Chastity and Pink Lingerie Pours 900ml of Beer inside her Asshole with the Open Door!
5:48
Horny Sissy in Chastity and Pink Lingerie Pours 900ml of Beer inside her Asshole with the Open Door!
2 years ago
Vends-ta-culotte - Anal training instructions to prepare for a good pegging session
10:24
Vends-ta-culotte - Anal training instructions to prepare for a good pegging session
1 year ago
Real SISSY ENEMA slave cums in his own mouth
6:12
Real SISSY ENEMA slave cums in his own mouth
7 months ago
She deserves anal
15:11
She deserves anal
3 years ago
My Fuck Machine and me - Sissy Time alone
7:40
My Fuck Machine and me - Sissy Time alone
1 year ago
Sissy Watching Porn and taking Thick Dildo
17:16
Sissy Watching Porn and taking Thick Dildo
5 years ago
DominaFire Pegging Sissy Slut with 8 Inch Strapon!
5:12
DominaFire Pegging Sissy Slut with 8 Inch Strapon!
1 year ago
Latex Mistress DominaFire Anal Stretching her White Sissy Slut
5:17
Latex Mistress DominaFire Anal Stretching her White Sissy Slut
1 year ago
Sissy in Eunuch Chastity Device getting her Ass Drilled by Machine and Shaking Sissygasm with no Cum
6:40
Sissy in Eunuch Chastity Device getting her Ass Drilled by Machine and Shaking Sissygasm with no Cum
4 years ago
Husband dressed up like a sissy bitch & pegged in his tight ass hole
1:53
Husband dressed up like a sissy bitch & pegged in his tight ass hole
2 years ago
Sissy Sucks and Fucks Dildo till S/he Cums
6:46
Sissy Sucks and Fucks Dildo till S/he Cums
5 years ago
Sissy boi in pretty pink lingerie and pegged in his tight hole
2:30
Sissy boi in pretty pink lingerie and pegged in his tight hole
1 year ago
Tight hole pegged whilst sissy boi’s pathetic cock is caged up
2:49
Tight hole pegged whilst sissy boi’s pathetic cock is caged up
1 year ago
I am Sissy Joyce Part 2
2:49
I am Sissy Joyce Part 2
4 years ago
Sissy clit bitch boi gets humiliated & his boi pussy pegged
2:06
Sissy clit bitch boi gets humiliated & his boi pussy pegged
1 year ago
The only way a Sissy should be Trained to Cum
4:27
The only way a Sissy should be Trained to Cum
1 year ago
Sissy Trans Slut and Girl, Anal Training Outdoor
1:50
Sissy Trans Slut and Girl, Anal Training Outdoor
3 years ago
Turning my Husband into a Sissy Anal Slut
8:01
Turning my Husband into a Sissy Anal Slut
3 years ago
Hardcore Anal Training for Sissy, Strapon, Huge Dildo, Facefucking. FULL on MV
2:16
Hardcore Anal Training for Sissy, Strapon, Huge Dildo, Facefucking. FULL on MV
2 years ago
Almost Lesbian 2 - PEEING and ASS Training for my FEMBOY before ASS to MOUTH!
5:45
Almost Lesbian 2 - PEEING and ASS Training for my FEMBOY before ASS to MOUTH!
3 years ago
Trans Ria Bentley Trains StepDaughter Eden Espi for Anal Sex
7:05
Trans Ria Bentley Trains StepDaughter Eden Espi for Anal Sex
8 months ago
Testing my new Fucking Machine on my Personal Sissy Slave
7:00
Testing my new Fucking Machine on my Personal Sissy Slave
1 year ago
Ass Stretching and Deeptroath Training for Stupid Bitch -full Clip on my Onlyfans (link in Bio)
3:01
Ass Stretching and Deeptroath Training for Stupid Bitch -full Clip on my Onlyfans (link in Bio)
3 years ago
Blank Beta 05 Anal Training Instructions
12:53
Blank Beta 05 Anal Training Instructions
3 years ago
Spanish JOI Anal Petplay, y play with you like a dog.
9:59
Spanish JOI Anal Petplay, y play with you like a dog.
1 year ago
Sucking Didlo and Fucking Anal this Sissy get a Training
16:54
Sucking Didlo and Fucking Anal this Sissy get a Training
1 year ago
Sissy CD Femboy Fucked by Daddy (pov)
3:51
Sissy CD Femboy Fucked by Daddy (pov)
5 years ago
Mistress putting anal balls in his ass
13:59
Mistress putting anal balls in his ass
3 years ago
Sissy Public Anal Masturbation with Suction Cup Dildo
2:26
Sissy Public Anal Masturbation with Suction Cup Dildo
2 years ago
Sissy Pussy Training with a Big Strapon
7:43
Sissy Pussy Training with a Big Strapon
3 years ago
Following a Dildo Trainer like a Good Sissy
5:19
Following a Dildo Trainer like a Good Sissy
3 years ago
Sissy Strapon Fucked with BBC using own Cum as Lube! Sissy needs Training!
4:11
Sissy Strapon Fucked with BBC using own Cum as Lube! Sissy needs Training!
6 years ago
Gently Stretching my Sissy's Ass with my Huge Strap on Cock
1:28
Gently Stretching my Sissy's Ass with my Huge Strap on Cock
6 years ago
SUCK it Fag! Sissy Slut Feminization Gay Blowjob Crossdresser Femdom Training
3:29
SUCK it Fag! Sissy Slut Feminization Gay Blowjob Crossdresser Femdom Training
10 months ago
Submissive Sissy Getting Strap-On Fucked By Girl
8:24
Submissive Sissy Getting Strap-On Fucked By Girl
1 year ago
PEGGING CHASTITY SISSY WITH BAD DRAGON STRAPON
2:45
PEGGING CHASTITY SISSY WITH BAD DRAGON STRAPON
2 years ago
Caged sissy boi pegged and humiliated
2:09
Caged sissy boi pegged and humiliated
6 months ago

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