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Search » Sissy Prison Feminization Videos » (131)

Worthless sissy man can&#039_t satiate Micky Lynn
Worthless sissy man can&#039_t satiate Micky Lynn
2018-10-15 00:00:00
xVideos
7:00
Arab Cuckold Sissy Anal Sex
Arab Cuckold Sissy Anal Sex
2022-06-27 00:00:00
xHamster
1:19
Cuckold Archive, Thick Arab Sissy sucks and fucks wife
Cuckold Archive, Thick Arab Sissy sucks and fucks wife
2020-09-05 00:00:00
xHamster
13:16
Breastfeeding My Sissy Babe While Naked Getting Her Full Before Having Her Fuck Me
Breastfeeding My Sissy Babe While Naked Getting Her Full Before Having Her Fuck Me
2022-01-20 00:00:00
PornHub
1:33
Mature Mistress dominates sissy
Mature Mistress dominates sissy
2020-09-03 00:00:00
xHamster
25:31
SECRETARY IN NYLON FUCK SISSY BOSS WITH STRAPON IN WOMEN THONGS, CHASTITY BELT, PANTYHOSE AND HEELS
SECRETARY IN NYLON FUCK SISSY BOSS WITH STRAPON IN WOMEN THONGS, CHASTITY BELT, PANTYHOSE AND HEELS
2022-02-19 00:00:00
PornHub
3:18
Domme BBWPrincessMary turns hotwife bf into her sissy boi mega-bitch
Domme BBWPrincessMary turns hotwife bf into her sissy boi mega-bitch
2018-11-01 00:00:00
PornHub
9:39
Recording My Wife Sucking A Smooth Sissy Cute Clit Taking It All In Her Mouth
Recording My Wife Sucking A Smooth Sissy Cute Clit Taking It All In Her Mouth
2021-12-01 00:00:00
PornHub
2:30
Sexy Bbw Spanking tight Sissy Ass
Sexy Bbw Spanking tight Sissy Ass
2022-10-07 00:00:00
PornHub
12:48
Pregnant wife fisting also strapon pegging sissy husband
Pregnant wife fisting also strapon pegging sissy husband
2021-08-26 00:00:00
SunPorno
16:24
SWOLLEN SISSY BITCH
SWOLLEN SISSY BITCH
2022-07-12 00:00:00
PornHub
0:35
MILF Self Sucking Cock While Sissy Training Maxine Cayenne
MILF Self Sucking Cock While Sissy Training Maxine Cayenne
2021-12-22 00:00:00
PornHub
1:14
My finer Half: A Sissy Caption story
My finer Half: A Sissy Caption story
2018-12-29 00:00:00
PornHub
11:46
Mistress Milks Her Slaves Dick Very Hot! - Sissy Slut And Dick Hot
Mistress Milks Her Slaves Dick Very Hot! - Sissy Slut And Dick Hot
2025-01-07 10:25:11
HClips
5:59
Big-Titted Maggie Green Has Multiracial Three-Way In Prison
Big-Titted Maggie Green Has Multiracial Three-Way In Prison
2023-01-02 00:00:00
Dogfart Network
13:17
SL Home Alone Sissy Get Hard Anal Fuck From Daddy
SL Home Alone Sissy Get Hard Anal Fuck From Daddy
2024-12-28 07:30:11
xHamster
6:29
Prostate Cock Milking For Hot And Horny Sissy Twink
Prostate Cock Milking For Hot And Horny Sissy Twink
2024-01-29 04:03:16
HClips
5:59
Hotwife Fucks Sissy With 2 dildo's befor she fists her ass
Hotwife Fucks Sissy With 2 dildo's befor she fists her ass
2022-09-20 00:00:00
PornHub
14:16
Paris & Nicole Go To Prison Feat With Sindee Jennings
Paris & Nicole Go To Prison Feat With Sindee Jennings
2023-08-09 00:00:00
TXXX
8:06
Crossdresser sissy pegged by group of CFNM busty dominas
Crossdresser sissy pegged by group of CFNM busty dominas
2023-02-20 00:00:00
HotMovs
6:10
Wife pegging sissy slut husband and give him ass gape
Wife pegging sissy slut husband and give him ass gape
2022-06-20 00:00:00
PornHub
2:11
Sissy is dripping on my foot 💦
Sissy is dripping on my foot 💦
2022-12-13 00:00:00
PornHub
8:54
'Best Of Harmony Rose vol 7 Cuckolds her Sissy Husbands who eat Creampies hot Slut Wife Strapon Domination Sex blowjob femdom'
'Best Of Harmony Rose vol 7 Cuckolds her Sissy Husbands who eat Creampies hot Slut Wife Strapon Domination Sex blowjob femdom'
2022-04-12 00:00:00
RedTube
2:13
'Creampie eating compilation of hot wives cuckolding their sissy husbands who watch them get fucked and suck out creampies'
'Creampie eating compilation of hot wives cuckolding their sissy husbands who watch them get fucked and suck out creampies'
2022-01-17 00:00:00
RedTube
2:29
Anastasia Mistress strap on her guy sissy slave anal toy female domination
Anastasia Mistress strap on her guy sissy slave anal toy female domination
2023-04-06 00:00:00
PornHub
6:47
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
'Hot Blonde Milf With Big Boobs Tanya Tate Prison Wild Hardcore'
'Hot Blonde Milf With Big Boobs Tanya Tate Prison Wild Hardcore'
2022-01-07 00:00:00
RedTube
10:14
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
Lana Sharapova Does Everything To Avoid Prison
Lana Sharapova Does Everything To Avoid Prison
2023-01-02 00:00:00
Dogfart Network
7:59
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
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
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
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
a quick fist for sissy
a quick fist for sissy
2025-01-04 19:49:11
PornHub
6:19
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
Sissy boy sucks his master's cock
Sissy boy sucks his master's cock
2025-01-21 07:48:15
xHamster
4:11
A Life Worth Living Hot Wife In Prison Episode 34
A Life Worth Living Hot Wife In Prison Episode 34
2025-01-10 07:31:18
HotMovs
6:00
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
Sissy riding a delicious huge dildo
Sissy riding a delicious huge dildo
2024-11-25 06:22:15
xHamster
2:35
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
Sissy dildo play
Sissy dildo play
2024-12-19 19:21:14
xHamster
7:11
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck
2025-01-08 19:52:13
PornHub
13:10
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
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