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Search » Sissy Trainer Videos » (384)

Sissy Training for HUGE Black Cock by Mistress Mary!
Sissy Training for HUGE Black Cock by Mistress Mary!
2021-11-15 00:00:00
xHamster
3:43
Sissy fucked with toy
Sissy fucked with toy
2023-01-28 00:00:00
PornHub
4:02
Sweat-Soaked Big-Boobed Cougar In Yoga Trousers Upgrades Her Exercise With Powerful Hookup Sesh With Her Fit Trainer
Sweat-Soaked Big-Boobed Cougar In Yoga Trousers Upgrades Her Exercise With Powerful Hookup Sesh With Her Fit Trainer
2023-01-02 00:00:00
Mylf
15:15
Pegging routine for sissy slave's anal training
Pegging routine for sissy slave's anal training
2022-10-03 00:00:00
PornHub
13:13
'Anal To Pay Personal Trainer (short)'
'Anal To Pay Personal Trainer (short)'
2023-07-28 00:00:00
RedTube
0:30
Femdom Mistress makes sissy slut do the work with her slutty mouth.
Femdom Mistress makes sissy slut do the work with her slutty mouth.
2022-09-21 00:00:00
PornHub
1:44
'Sissy Neri infila un dito nel culo ad Alex e poi si gode il cazzo'
'Sissy Neri infila un dito nel culo ad Alex e poi si gode il cazzo'
2022-10-05 00:00:00
RedTube
11:00
Dominatrix with spandex mittens going knuckle deep scanty sissy in sphincter with belt cock
Dominatrix with spandex mittens going knuckle deep scanty sissy in sphincter with belt cock
2018-10-19 00:00:00
PornHub
10:21
"The BBC of the trainer of the ebony sluts"
"The BBC of the trainer of the ebony sluts"
2020-11-05 00:00:00
Tube8
29:30
Femdom mistress fist sissy slut wet ass. Close up. part 2
Femdom mistress fist sissy slut wet ass. Close up. part 2
2022-09-21 00:00:00
PornHub
1:59
Femdom Sissy Toilet Slave Miss Raven Training Zero Spanking Servitude Mommy Domme Wet Pussy Licking Eating Punishment
Femdom Sissy Toilet Slave Miss Raven Training Zero Spanking Servitude Mommy Domme Wet Pussy Licking Eating Punishment
2023-01-16 00:00:00
xHamster
1:50
'Goddess V Treats Her sissy husband Like A Slut - Femdom Pegging'
'Goddess V Treats Her sissy husband Like A Slut - Femdom Pegging'
2021-12-19 00:00:00
RedTube
6:53
releasing and milking subby hubby chastity caged sissy slave
releasing and milking subby hubby chastity caged sissy slave
2022-04-17 00:00:00
PornHub
7:22
'Fisting my sissy sub'
'Fisting my sissy sub'
2022-11-03 00:00:00
RedTube
4:58
Hot bride fucking her personal trainer after leaving the gym
Hot bride fucking her personal trainer after leaving the gym
2023-04-16 00:00:00
xHamster
5:06
Grizzly Intimate Trainer Humps Big-Titted Blond Wifey Charli Phoenix In Front Of Her Spouse
Grizzly Intimate Trainer Humps Big-Titted Blond Wifey Charli Phoenix In Front Of Her Spouse
2023-01-02 00:00:00
Mylf
17:07
teasing sissy hubby. camera went down at the end
teasing sissy hubby. camera went down at the end
2021-09-28 00:00:00
PornHub
2:56
'Her Big Ass on Her Sissy Bitch Face'
'Her Big Ass on Her Sissy Bitch Face'
2022-11-01 00:00:00
RedTube
1:47
Cute Sissy Swallowing Cum and Jerking Off for Me
Cute Sissy Swallowing Cum and Jerking Off for Me
2023-07-23 00:00:00
PornHub
1:04
Throat fucking my sissy boy/OnlyFans @missskittykatt
Throat fucking my sissy boy/OnlyFans @missskittykatt
2023-05-15 00:00:00
PornHub
0:17
Sissy teasing ass play with wife’s strap on
Sissy teasing ass play with wife’s strap on
2022-10-14 00:00:00
PornHub
2:28
Sissy 12” BWC training
Sissy 12” BWC training
2021-11-15 00:00:00
PornHub
1:34
My Molten Wifey Humps Our Trainer While I See
My Molten Wifey Humps Our Trainer While I See
2023-01-02 00:00:00
Touch My Wife
12:32
Blonde Sissy Student in Glasses Deepthroats Daddies Big Fat Cock
Blonde Sissy Student in Glasses Deepthroats Daddies Big Fat Cock
2022-06-20 00:00:00
PornHub
3:24

Cuckold sissy husband getting off watching wife with BBC bul
Cuckold sissy husband getting off watching wife with BBC bul
2023-03-18 00:00:00
SunPorno
14:10
Sissy whore with no anal limits
Sissy whore with no anal limits
2022-06-18 00:00:00
PornHub
2:28
Sissy Rachel Plays with her BBC Dildo
Sissy Rachel Plays with her BBC Dildo
2020-10-23 00:00:00
PornHub
1:29
Sissy spouse has demolished ejaculation then eats his jism off my feet|1::Big jugs,6::Amateur,16::Mature,17::Fetish,26::Blonde,38::HD,46::Verified Ama
Sissy spouse has demolished ejaculation then eats his jism off my feet|1::Big jugs,6::Amateur,16::Mature,17::Fetish,26::Blonde,38::HD,46::Verified Ama
2019-10-20 00:00:00
RedTube
7:55
BLACKED Bored housewife needs her individual trainer's BIG BLACK COCK
BLACKED Bored housewife needs her individual trainer's BIG BLACK COCK
2023-01-02 00:00:00
Blacked
12:32
'GRANNYLOVESBLACK - Black Personal Trainer Pounds Grandma's Pussy'
'GRANNYLOVESBLACK - Black Personal Trainer Pounds Grandma's Pussy'
2023-04-16 00:00:00
RedTube
10:12
'Emo Stepmom Episode 3 Sissy Crossdresser Brainwashing Feminization Make Over For Stepson With JOI'
'Emo Stepmom Episode 3 Sissy Crossdresser Brainwashing Feminization Make Over For Stepson With JOI'
2022-05-13 00:00:00
RedTube
19:44
Sissy Husband gets Feminized and Pegged with my huge Strapon Dildo
Sissy Husband gets Feminized and Pegged with my huge Strapon Dildo
2022-08-12 00:00:00
PornHub
11:27
'Caged sissy slut get the strapon fuck and sissygasm'
'Caged sissy slut get the strapon fuck and sissygasm'
2021-07-21 00:00:00
RedTube
7:43
My old video - sissy flower
My old video - sissy flower
2022-08-26 00:00:00
PornHub
1:26
Locktober, Putting the sissy hubby in a 8 inch strap on so i can fuck a big dick
Locktober, Putting the sissy hubby in a 8 inch strap on so i can fuck a big dick
2021-10-06 00:00:00
PornHub
10:32
Pink sissy dance
Pink sissy dance
2020-01-27 00:00:00
PornHub
3:50
Chastity Sissy Pegging
Chastity Sissy Pegging
2022-12-16 00:00:00
xHamster
0:48
Creampie compilation eating hot wife sex bbc interracial chastity sissy strapon and cum eating cucks
Creampie compilation eating hot wife sex bbc interracial chastity sissy strapon and cum eating cucks
2022-10-03 00:00:00
PornHub
1:18
Mistress Cathy Sissy Strapon.humiliation
Mistress Cathy Sissy Strapon.humiliation
2020-02-13 00:00:00
xHamster
1:01
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon, Pegging, Femdom, CD
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon, Pegging, Femdom, CD
2021-12-05 00:00:00
PornHub
5:13
'Letting sissy hubby feel my fucked pussy, while Scissoring his tiny cock'
'Letting sissy hubby feel my fucked pussy, while Scissoring his tiny cock'
2022-01-04 00:00:00
RedTube
12:37
Sissy Charlotte gets flogged and Electro stim on her cock
Sissy Charlotte gets flogged and Electro stim on her cock
2021-10-09 00:00:00
PornHub
8:30
"Got Mum - Fit Mom Fucked by Trainer"
"Got Mum - Fit Mom Fucked by Trainer"
2020-08-16 00:00:00
Tube8
12:06
'Gangbang Cuckold Creampie eating sissy cuckold watches hot Wife Sex With Bbc Interracial while Sissy Cuck watches her fuckHer'
'Gangbang Cuckold Creampie eating sissy cuckold watches hot Wife Sex With Bbc Interracial while Sissy Cuck watches her fuckHer'
2022-10-07 00:00:00
RedTube
1:18
Personal Trainer Fucks Latina Wife
Personal Trainer Fucks Latina Wife
2020-07-24 00:00:00
PornHub
2:00
Sissy and domina share 18" dual ender fake penis
Sissy and domina share 18" dual ender fake penis
2018-08-28 00:00:00
RedTube
1:00
Sissy humiliation and pegging
Sissy humiliation and pegging
2022-08-12 00:00:00
PornHub
20:00
CAM SISSY COCKSUCKER FOR ELLIE IDOL (slut training pov)
CAM SISSY COCKSUCKER FOR ELLIE IDOL (slut training pov)
2022-09-25 00:00:00
PornHub
8:49
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