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Search » Sissy Jail Videos » (281)

Femdom CFNM mom in nylon pegging and tugging sissy
Femdom CFNM mom in nylon pegging and tugging sissy
2024-02-29 06:22:11
Xozilla
8:30
Brooke Brand - Get Down And Dirty In Jail
Brooke Brand - Get Down And Dirty In Jail
2023-05-20 00:00:00
HotMovs
9:43
Pegging my sissy femboy on a leash and chastity
Pegging my sissy femboy on a leash and chastity
2023-09-01 00:00:00
PornHub
4:04
Sissy maid licks pussy and toes
Sissy maid licks pussy and toes
2023-03-24 00:00:00
PornHub
6:24
Hairy twat dyke anally drilled in jail by Asian mature
Hairy twat dyke anally drilled in jail by Asian mature
2023-12-28 04:48:16
Xozilla
8:01
Femdom large-breasted mature fucks sissy in asshole with strapon
Femdom large-breasted mature fucks sissy in asshole with strapon
2024-01-20 05:23:11
Xozilla
8:20
Femdom pegging her sissy cuckold husband
Femdom pegging her sissy cuckold husband
2023-09-30 00:00:00
PornHub
7:36
'Sissy Charlotte gets a big cock face fucking and ass fucking'
'Sissy Charlotte gets a big cock face fucking and ass fucking'
2024-02-09 15:16:14
RedTube
10:52
Tattooed pantyhose domina pegging guy sissy booty with st
Tattooed pantyhose domina pegging guy sissy booty with st
2024-01-23 05:27:16
Xozilla
8:30
Cuckold MILF gets fucked by 2 bulls while sissy watches her
Cuckold MILF gets fucked by 2 bulls while sissy watches her
2024-02-20 06:47:13
xHamster
19:03
BDSM busty MILF whipping and pegging straponface sissy
BDSM busty MILF whipping and pegging straponface sissy
2023-03-14 00:00:00
TXXX
6:10
Cuckold MILF Sissy husband watching wife roughed up by BBC
Cuckold MILF Sissy husband watching wife roughed up by BBC
2023-12-22 05:10:07
xHamster
19:06
845 I Turned My Bf Into A Sissy Hes In My Dirty Panties With That Huge Bulge
845 I Turned My Bf Into A Sissy Hes In My Dirty Panties With That Huge Bulge
2023-04-12 00:00:00
TXXX
8:24
Spun Sissy Spreading in the Snow
Spun Sissy Spreading in the Snow
2023-08-29 00:00:00
PornHub
4:56
Small Penis Humiliation Strap-on And Sissy Dirty Talk Compilation Femdom Pov Video By - Arya Grander
Small Penis Humiliation Strap-on And Sissy Dirty Talk Compilation Femdom Pov Video By - Arya Grander
2023-11-20 15:48:27
TXXX
8:06
Crossdresser Sissy Strapon Pegged By Group Of Dominas
Crossdresser Sissy Strapon Pegged By Group Of Dominas
2023-03-19 00:00:00
HClips
3:45
Beautiful Babe Loves Getting Fucked While in Jail
Beautiful Babe Loves Getting Fucked While in Jail
2023-04-27 00:00:00
PornHub
10:40
Bisexual sissy husband taking my cock - check out my links for full video
Bisexual sissy husband taking my cock - check out my links for full video
2023-05-06 00:00:00
PornHub
2:56
Woman fucks a man with a big dildo with strap PEGGING POV #98 Turns It Into Her Sissy Part 1
Woman fucks a man with a big dildo with strap PEGGING POV #98 Turns It Into Her Sissy Part 1
2024-03-02 07:00:10
xHamster
10:14
Sissy Husbands Asshole Gaped And Stuffed Like A Real Anal Slut - Mistress J
Sissy Husbands Asshole Gaped And Stuffed Like A Real Anal Slut - Mistress J
2023-10-04 00:00:00
HClips
11:02
Busty Jail Bird
Busty Jail Bird
2023-09-21 00:00:00
TXXX
0:41
Sissy Really Does Have A Nice Rack Feat. Syssy With Joe Monti And Karl Kinkaid
Sissy Really Does Have A Nice Rack Feat. Syssy With Joe Monti And Karl Kinkaid
2023-07-15 00:00:00
TXXX
8:06
Brooke Brand - Get Down And Dirty In Jail
Brooke Brand - Get Down And Dirty In Jail
2023-05-20 00:00:00
TXXX
9:43
Sissy Diaper rash by making a messy
Sissy Diaper rash by making a messy
2020-05-12 00:00:00
PornHub
8:55

CD Sissy jerking on the couch
CD Sissy jerking on the couch
2023-08-22 00:00:00
PornHub
0:23
21 SEXTREME - Sexy Mature Sissy Is Excited To Fuck Her Hot 18yo Delivery Girl Alyssa Bounty
21 SEXTREME - Sexy Mature Sissy Is Excited To Fuck Her Hot 18yo Delivery Girl Alyssa Bounty
2024-02-02 17:53:12
TXXX
12:40
Sissy Programmed and controlled
Sissy Programmed and controlled
2023-10-10 00:00:00
PornHub
3:21
Latex femina demanding of Black sissy to whipping himself
Latex femina demanding of Black sissy to whipping himself
2023-06-06 00:00:00
TXXX
6:00
Sissy Cuckold Humiliation QoS Branded
Sissy Cuckold Humiliation QoS Branded
2023-12-19 17:17:07
PornHub
2:04
'sissy slut bitch boy cum free as pussy'
'sissy slut bitch boy cum free as pussy'
2023-10-14 00:00:00
RedTube
8:53
Amazing sex with Abigail Mac in the jail
Amazing sex with Abigail Mac in the jail
2023-06-17 00:00:00
Xozilla
12:00
'ruined orgasm for sissy hubby'
'ruined orgasm for sissy hubby'
2022-12-02 00:00:00
RedTube
6:25
'Stunning TGirl Jackeline Boing Boing & Horny Chick Sissy Neri Get Banged By Mature Guy - TRANS BELLA'
'Stunning TGirl Jackeline Boing Boing & Horny Chick Sissy Neri Get Banged By Mature Guy - TRANS BELLA'
2023-04-26 00:00:00
RedTube
15:30
Wife pegging sissy husband/ crossdresser fucked
Wife pegging sissy husband/ crossdresser fucked
2023-07-15 00:00:00
PornHub
3:48
Big stepbrother taking care of sissy
Big stepbrother taking care of sissy
2022-12-06 00:00:00
PornHub
2:48
Wife spanking sissy husband for not finishing cleaning the house! She makes him lick and cum on her feet!
Wife spanking sissy husband for not finishing cleaning the house! She makes him lick and cum on her feet!
2023-03-20 00:00:00
xHamster
5:30
sissy girl chockes on big cock while being denied and locked
sissy girl chockes on big cock while being denied and locked
2023-08-25 00:00:00
PornHub
3:02
Sissy slut put in PVC thongs & his ass pounded sissifying this bitch every second
Sissy slut put in PVC thongs & his ass pounded sissifying this bitch every second
2023-04-29 00:00:00
xHamster
1:52
TEASER-Sissy Dress Up Night on The Town
TEASER-Sissy Dress Up Night on The Town
2023-07-25 00:00:00
PornHub
1:02
Hot wife pegging sissy husband then he fucks her.
Hot wife pegging sissy husband then he fucks her.
2023-11-19 04:07:07
xHamster
30:19
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
2023-09-25 00:00:00
xHamster
3:12
Cuck being a Sissy, while wife is out getting some real cock.
Cuck being a Sissy, while wife is out getting some real cock.
2020-03-04 00:00:00
PornHub
3:57
SISSY ANAL & CHASTITY training by LATEX Mistress
SISSY ANAL & CHASTITY training by LATEX Mistress
2023-11-30 04:34:20
xHamster
10:46
Miss Parker throws it back fresh out of jail pussy (Missparkerog)
Miss Parker throws it back fresh out of jail pussy (Missparkerog)
2023-02-01 00:00:00
PornHub
2:45
Hairy pussy dyke anally drilled in jail by Asian MILF
Hairy pussy dyke anally drilled in jail by Asian MILF
2023-05-26 00:00:00
TXXX
8:01
Bulgarian chick with tanned body polishes her sissy in front of web chat viewers
Bulgarian chick with tanned body polishes her sissy in front of web chat viewers
2023-03-03 00:00:00
PornHub
10:01
Caged Sissy Wife Watches Me Cum - Clara Dee JOI
Caged Sissy Wife Watches Me Cum - Clara Dee JOI
2023-08-07 00:00:00
xHamster
14:51
Sissy faggot cd pegged and jacked clitty
Sissy faggot cd pegged and jacked clitty
2022-12-06 00:00:00
PornHub
1:17
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