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Search » Sissy Crossdresser Videos » (300)

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
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
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
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
SISSY ANAL & CHASTITY training by LATEX Mistress
SISSY ANAL & CHASTITY training by LATEX Mistress
2023-11-30 04:34:20
xHamster
10:46
Patty crossdresser slideshow 2
Patty crossdresser slideshow 2
2023-08-01 00:00:00
PornHub
2:19
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
sissy trans needs help,. im good tho
sissy trans needs help,. im good tho
2023-06-19 00:00:00
PornHub
1:31
Smashing his bisexual sissy ass - check out my links for full video
Smashing his bisexual sissy ass - check out my links for full video
2023-03-13 00:00:00
PornHub
1:24
Sissy Slut for the inlaws
Sissy Slut for the inlaws
2023-02-08 00:00:00
SunPorno
9:01
Your CD Secret - Office Crossdresser Humiliation - Star Nine FULL VIDEO
Your CD Secret - Office Crossdresser Humiliation - Star Nine FULL VIDEO
2020-04-04 00:00:00
PornHub
17:29
THROAT FUCKING Old sissy wants to get his throat fucked hard and his ebony mistress does it!
THROAT FUCKING Old sissy wants to get his throat fucked hard and his ebony mistress does it!
2023-05-27 00:00:00
PornHub
0:19
'OI Metronome GYR Game with Cum for me ending THE WORD SISSY ACCIDENTLY ADDED!!!!!'
'OI Metronome GYR Game with Cum for me ending THE WORD SISSY ACCIDENTLY ADDED!!!!!'
2023-08-02 00:00:00
RedTube
21:51
CLOSEUP MATURE SISSY TINY CLITTY SAGGY BALLS AND HUGE LOAD
CLOSEUP MATURE SISSY TINY CLITTY SAGGY BALLS AND HUGE LOAD
2020-06-10 00:00:00
xHamster
3:34
'Wife pounds sissy husbands Sissypussy balls deep with bbc dildo'
'Wife pounds sissy husbands Sissypussy balls deep with bbc dildo'
2022-12-29 00:00:00
RedTube
3:00
Sissy playing in pussy w/hotel door open
Sissy playing in pussy w/hotel door open
2022-12-26 00:00:00
PornHub
0:49
Turned my husband into a sissy slut to fuck him - check out my links for full video
Turned my husband into a sissy slut to fuck him - check out my links for full video
2023-07-03 00:00:00
PornHub
2:28
strong sissy hypnosis
strong sissy hypnosis
2021-06-18 00:00:00
xHamster
8:03
'Hot Wife Cuckold Pussy Creampie eating sissy in Chastity Keyholding big cock Fucking And Sucking Big Cock While Verbal Sph'
'Hot Wife Cuckold Pussy Creampie eating sissy in Chastity Keyholding big cock Fucking And Sucking Big Cock While Verbal Sph'
2022-06-07 00:00:00
RedTube
1:20
Sissy Thick bubble butt pov position
Sissy Thick bubble butt pov position
2023-01-09 00:00:00
PornHub
0:56
Sasha Earth sissy gets fucked by Mistress Femdom Strapon
Sasha Earth sissy gets fucked by Mistress Femdom Strapon
2023-06-02 00:00:00
PornHub
9:04
'Pegging a sissy TGirl and some CBT for good measure'
'Pegging a sissy TGirl and some CBT for good measure'
2022-12-01 00:00:00
RedTube
16:12

Sissy baby foxes naughty nappy change
Sissy baby foxes naughty nappy change
2022-11-12 00:00:00
PornHub
17:36
Crossdresser with dildo sex
Crossdresser with dildo sex
2023-01-29 00:00:00
PornHub
1:38
(Test-Old video) Crossdresser Wearing a Maid Dress, Bra, Diapers and Jerking off
(Test-Old video) Crossdresser Wearing a Maid Dress, Bra, Diapers and Jerking off
2021-11-15 00:00:00
PornHub
15:23
Sissy panty peeing
Sissy panty peeing
2022-04-11 00:00:00
PornHub
0:57
SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!
2023-06-11 00:00:00
xHamster
11:10
Sissy SkY show's small cock
Sissy SkY show's small cock
2020-03-23 00:00:00
PornHub
1:09
Femdom busty HJ MILF stroking sissy dude till cumshot
Femdom busty HJ MILF stroking sissy dude till cumshot
2023-05-10 00:00:00
TXXX
5:33
Domme taunts strapped Sissy Crossdresser
Domme taunts strapped Sissy Crossdresser
2018-08-26 00:00:00
PornHub
1:49
Super-naughty sissy draining off
Super-naughty sissy draining off
2018-10-04 00:00:00
PornHub
0:42
Lynn crossdresser
Lynn crossdresser
2018-10-23 00:00:00
PornHub
1:39
Sissy Dumb plumb praying For big black cock For His wifey
Sissy Dumb plumb praying For big black cock For His wifey
2018-09-25 00:00:00
PornHub
1:12
Cheating sissy rents big black cock bull for his hookup starved wifey
Cheating sissy rents big black cock bull for his hookup starved wifey
2018-11-03 00:00:00
xHamster
12:36
Largest PYRAMIDE EVER buttfuck - meaty wide open - SISSY grubby GARDENBOY numerous E
Largest PYRAMIDE EVER buttfuck - meaty wide open - SISSY grubby GARDENBOY numerous E
2019-07-14 00:00:00
PornHub
8:03
Crossdresser Molly smacked and cock ball torture
Crossdresser Molly smacked and cock ball torture
2018-10-19 00:00:00
PornHub
0:51
Cuckolds wifey with 2 big black cock bulls Sissy keeps this tapes for
Cuckolds wifey with 2 big black cock bulls Sissy keeps this tapes for
2019-03-23 00:00:00
xHamster
14:25
Enthralling sissy haul princess smoking erotically
Enthralling sissy haul princess smoking erotically
2018-08-27 00:00:00
PornHub
5:57
Thoughts On mates plowing My wifey -- A Sissy Reflects On Her Marriage
Thoughts On mates plowing My wifey -- A Sissy Reflects On Her Marriage
2018-09-14 00:00:00
PornHub
23:17
Sissy wants some plumb from mistresss
Sissy wants some plumb from mistresss
2018-09-02 00:00:00
PornHub
0:21
Sissy gets inflatable bum butt-plug
Sissy gets inflatable bum butt-plug
2018-09-13 00:00:00
PornHub
2:35
Pussive cheating sissy eyeing 2 big black cock bulls plumb his super-plumbing-hot wifey
Pussive cheating sissy eyeing 2 big black cock bulls plumb his super-plumbing-hot wifey
2019-02-02 00:00:00
xHamster
17:18
Sissy's high-powered grounding - trotters unorthodox supreme moment Femdom POV Trailer
Sissy's high-powered grounding - trotters unorthodox supreme moment Femdom POV Trailer
2018-06-06 00:00:00
PornHub
0:54
Me And sissy spouse
Me And sissy spouse
2018-10-11 00:00:00
xHamster
0:29
Mature, plus-size & Sissy husband #1 (Recolored)
Mature, plus-size & Sissy husband #1 (Recolored)
2018-09-01 00:00:00
xHamster
3:05
Sissy donk crammed with fake penis
Sissy donk crammed with fake penis
2018-09-30 00:00:00
PornHub
10:22
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