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Search » Sissy Instructions Videos » (169)

'Two big tit MILFS humiliate you while giving you jerk off instructions'
'Two big tit MILFS humiliate you while giving you jerk off instructions'
2021-09-30 00:00:00
RedTube
6:15
Freaky she-male SISSY grubby GARDENBOY NETSTOCKINGS faggot rectal
Freaky she-male SISSY grubby GARDENBOY NETSTOCKINGS faggot rectal
2019-04-21 00:00:00
PornHub
2:40
Sissy boyfriend fucked in front of your girlfriend
Sissy boyfriend fucked in front of your girlfriend
2023-09-16 00:00:00
PornHub
1:19
'Hot wife Harmony Rose in femdom cuckold creampie eating sissy chastity keyholding sph sex while husband watches face sitting'
'Hot wife Harmony Rose in femdom cuckold creampie eating sissy chastity keyholding sph sex while husband watches face sitting'
2021-05-29 00:00:00
RedTube
1:39
Me Emma handjob masturbation sissy training crossdresser amateur
Me Emma handjob masturbation sissy training crossdresser amateur
2022-05-21 00:00:00
PornHub
2:12
Be a good boy and follow my instructions - JOI, Tease
Be a good boy and follow my instructions - JOI, Tease
2023-03-11 00:00:00
PornHub
7:53
Sissy Faggot Humilation JOI with 19 year old Kymmy Harper
Sissy Faggot Humilation JOI with 19 year old Kymmy Harper
2021-12-15 00:00:00
PornHub
4:38
A Visit with 58yo Step-Aunt-In-Law Mrs. Kugar (Jerk Off Instructions)
A Visit with 58yo Step-Aunt-In-Law Mrs. Kugar (Jerk Off Instructions)
2023-01-02 00:00:00
Aunt Judy's
19:38
'Dirty talk Jerk off instructions '
'Dirty talk Jerk off instructions '
2021-07-26 00:00:00
RedTube
5:44
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
2023-01-02 00:00:00
Mature NL
10:45
"More jerk off instructions from busty mature Lady Sonia"
"More jerk off instructions from busty mature Lady Sonia"
2020-06-01 00:00:00
Tube8
7:49
'ASMR JOI At Work In The Office When Hot Little Intern Gives Boss Jerk Off Instructions!'
'ASMR JOI At Work In The Office When Hot Little Intern Gives Boss Jerk Off Instructions!'
2022-01-13 00:00:00
RedTube
16:11
"Incredibly sexy cougar Julia Ann In Jerk Off Instructions With Siri PornStar"
"Incredibly sexy cougar Julia Ann In Jerk Off Instructions With Siri PornStar"
2019-12-20 00:00:00
Tube8
7:30
'Busty blonde nun Lady Sonia helps you rub one out with her jerk off instructions'
'Busty blonde nun Lady Sonia helps you rub one out with her jerk off instructions'
2021-06-17 00:00:00
RedTube
8:15
Lippy asian panda domina domina for sissy fellows
Lippy asian panda domina domina for sissy fellows
2018-09-06 00:00:00
Tube8
7:35
1195 January 2025 I added some jerkoff instructions to this Panty Parade with orgasm denial. over 20 minutes!
1195 January 2025 I added some jerkoff instructions to this Panty Parade with orgasm denial. over 20 minutes!
2025-01-14 20:20:13
xVideos
23:50
I Am a Dirty Matured Sissy CD in Christmas Times
I Am a Dirty Matured Sissy CD in Christmas Times
2024-12-28 07:30:11
xHamster
3:09
Jerk Of Instructions - Feet Fetish
Jerk Of Instructions - Feet Fetish
2025-01-02 10:23:17
HClips
10:13
Tutorial! Instructions For Prostate Massage! This Is How You Find Your G-spot!
Tutorial! Instructions For Prostate Massage! This Is How You Find Your G-spot!
2025-01-21 22:34:15
HClips
7:12
Sarah Vandella Jerk Off Instructions
Sarah Vandella Jerk Off Instructions
2025-01-26 20:21:22
TXXX
1:00
2 Mature Tranny Tgirls spitroast and piss fuck their male slave, very vicious. CD Sissy play Great video from the wonderfu...
2 Mature Tranny Tgirls spitroast and piss fuck their male slave, very vicious. CD Sissy play Great video from the wonderfu...
2025-01-04 08:13:11
xVideos
15:19
Blowjob instructions for stepsister from stepbrother were extremely successful
Blowjob instructions for stepsister from stepbrother were extremely successful
2025-01-22 19:50:26
xHamster
14:34
Wanking Sissy In Shiny Satin
Wanking Sissy In Shiny Satin
2025-01-13 07:37:16
xHamster
5:10
Kinky Wife Is Cuckolding Her Sissy Husband And Moaning From Pleasure During An Intense Orgasm
Kinky Wife Is Cuckolding Her Sissy Husband And Moaning From Pleasure During An Intense Orgasm
2024-12-24 08:00:20
TXXX
8:00
JOI Jerk off Instructions. Otk Boots, Leather Gloves, Masturbation in Pvc Coat! Arya Grander
JOI Jerk off Instructions. Otk Boots, Leather Gloves, Masturbation in Pvc Coat! Arya Grander
2024-11-23 06:23:17
xHamster
17:51
masked bbw sissy stuffs her holes with huge dildos
masked bbw sissy stuffs her holes with huge dildos
2024-12-04 06:55:05
xHamster
21:31
Naughty Silvie Titty Cumshot With Sissy Neri And Silvie Sunny
Naughty Silvie Titty Cumshot With Sissy Neri And Silvie Sunny
2025-01-16 19:34:21
HotMovs
6:15
Wife Sissifies You REBELLE HART SISSY TRAINING
Wife Sissifies You REBELLE HART SISSY TRAINING
2024-11-29 19:06:09
PornHub
0:28
Sissy Transformation And Licking Ass
Sissy Transformation And Licking Ass
2024-09-25 20:35:17
HClips
5:23
Lina Fitness And Sissy Crossdresser In German Crossdresser Goes To The Casting With His Wife
Lina Fitness And Sissy Crossdresser In German Crossdresser Goes To The Casting With His Wife
2024-11-06 21:17:16
HClips
14:24
a quick fist for sissy
a quick fist for sissy
2025-01-04 19:49:11
PornHub
6:19
Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon
Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon
2024-12-28 07:30:11
xHamster
40:24
Newbie Sissy Used for Sexual Pleasure Of Strict Mistress. Arya Grander.
Newbie Sissy Used for Sexual Pleasure Of Strict Mistress. Arya Grander.
2025-01-04 07:49:09
PornHub
20:24
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
2024-12-21 07:22:13
xHamster
5:30
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
2025-01-02 07:31:14
xHamster
23:35
Cuckold MILF - Cuckold sissy and his wife
Cuckold MILF - Cuckold sissy and his wife
2024-11-16 06:19:08
xHamster
13:06
Ball Tying Teasing Joi Ballbusting Instructions By
Ball Tying Teasing Joi Ballbusting Instructions By
2024-12-24 22:19:13
HClips
2:58
MILF Mistress Fucks and Peggs Her Polish Sissy
MILF Mistress Fucks and Peggs Her Polish Sissy
2024-11-15 06:25:11
xHamster
5:41
Femdom Wife Shoves a 30cm Long Butt Plug Deep in Sissy Husband While Giving a Handjob, CBT
Femdom Wife Shoves a 30cm Long Butt Plug Deep in Sissy Husband While Giving a Handjob, CBT
2025-01-29 08:06:21
xHamster
4:52
Sissy Cuckold Humiliation
Sissy Cuckold Humiliation
2024-07-10 20:51:11
TXXX
8:06
Sissy follando su culo con dildo
Sissy follando su culo con dildo
2024-11-24 21:45:13
HClips
4:50
Tall Thick Ex-girlfriend Gives You Jerk Off Instructions - JOIBabes
Tall Thick Ex-girlfriend Gives You Jerk Off Instructions - JOIBabes
2025-01-06 20:06:28
TXXX
6:00
Huge 12 in Dildo up My Ass, Sissy Slut
Huge 12 in Dildo up My Ass, Sissy Slut
2024-11-09 05:25:12
xHamster
7:14
Fetish Chubby Mistress in Spandex Catsuit and Her Slutty Sissy-cunt! Arya Grander
Fetish Chubby Mistress in Spandex Catsuit and Her Slutty Sissy-cunt! Arya Grander
2025-01-08 07:52:07
PornHub
20:08
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock
2024-11-20 18:21:17
xHamster
2:57
Pov Jerk Off Instructions From Hot Babe
Pov Jerk Off Instructions From Hot Babe
2024-07-10 20:51:11
TXXX
7:30
Sissy riding a delicious huge dildo
Sissy riding a delicious huge dildo
2024-11-25 06:22:15
xHamster
2:35
Fiona Fortune In Cd Sissy Relaxes Her Man With A Cigar And A Blowjob Smoking Femboy Massage Facial
Fiona Fortune In Cd Sissy Relaxes Her Man With A Cigar And A Blowjob Smoking Femboy Massage Facial
2025-01-31 22:45:10
HClips
19:25
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