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Search » Sissy Crossdresser Videos » (139)

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
8652
7:00
Crossdresser bearing burka
Crossdresser bearing burka
2018-04-04 00:00:00
PornHub
3965
0:14
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
8397
5:59
Arab Cuckold Sissy Anal Sex
Arab Cuckold Sissy Anal Sex
2022-06-27 00:00:00
xHamster
1568
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
5282
13:16
Mature Mistress dominates sissy
Mature Mistress dominates sissy
2020-09-03 00:00:00
xHamster
3041
25:31
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
5349
1:33
Crossdresser Shoots jizm All Over Another Crossdresser's schlong!!!
Crossdresser Shoots jizm All Over Another Crossdresser's schlong!!!
2018-10-28 00:00:00
PornHub
8868
0:47
Mona egyptian crossdresser old bag without equal
Mona egyptian crossdresser old bag without equal
2018-06-04 00:00:00
PornHub
9161
3:41
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
2494
3:18
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
8305
2:30
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
1510
1:14


My finer Half: A Sissy Caption story
My finer Half: A Sissy Caption story
2018-12-29 00:00:00
PornHub
7673
11:46
Crossdresser berate adjacent to knick-knack
Crossdresser berate adjacent to knick-knack
2018-04-29 00:00:00
PornHub
8293
10:35
Sissy is dripping on my foot 💦
Sissy is dripping on my foot 💦
2022-12-13 00:00:00
PornHub
5751
8:54
SIssy in red lingerie jerking off
SIssy in red lingerie jerking off
2025-04-08 08:55:13
xHamster
6744
1:20
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon part 2
Dungeon of Love. Mistress Fucks Her Sissy Step Daughter With a Strapon part 2
2025-04-20 08:59:22
xHamster
3273
5:33
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
8807
5:59
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
6139
6:29
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
4298
14:16
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
4905
2:11
'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
5407
2:29
'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
3784
2:13
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
2350
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
1670
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
6464
1:19
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
6238
6:10
'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
733
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
224
2:12
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
7758
4:38
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
8944
10:45
Sissy in women underware
Sissy in women underware
2025-03-07 08:35:10
xHamster
7377
5:09
Mistress Stellina Obscura Exposes Her Sissy Husband - Deep Throating, Pegging, Double Anal & Fisting
Mistress Stellina Obscura Exposes Her Sissy Husband - Deep Throating, Pegging, Double Anal & Fisting
2025-02-09 10:56:08
HClips
270
7:15
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
7618
3:09
my sissy ass need some dick. dildo fuckn in dress and panties (pt 2)
my sissy ass need some dick. dildo fuckn in dress and panties (pt 2)
2025-02-13 08:14:10
xHamster
6070
16:06
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
9446
15:19
Sexy Crazy Red Outfit Crossdresser Is Wearing
Sexy Crazy Red Outfit Crossdresser Is Wearing
2024-11-27 06:46:06
xHamster
4167
1:58
Fishnet Sissy 2025#02 - Riding a huge 95mm anal plug(2) -
Fishnet Sissy 2025#02 - Riding a huge 95mm anal plug(2) -
2025-02-05 20:13:16
xHamster
9808
5:35
Sissy Stacy Shows How She Can Use BBC
Sissy Stacy Shows How She Can Use BBC
2025-02-09 08:14:08
xHamster
1532
4:29
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
1979
8:00
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
1188
21:31
Fucking The Sissy Out Of My Stepbrother - Part Two
Fucking The Sissy Out Of My Stepbrother - Part Two
2025-03-26 20:37:18
HotMovs
6061
0:10
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
6363
6:15
Sissy Bitch Acceptance Sissy Slut Bussy Training Sissygasm Denial
Sissy Bitch Acceptance Sissy Slut Bussy Training Sissygasm Denial
2025-03-29 09:00:08
PornHub
7842
9:57
Older sissy with a HUGE girly dick explodes with an intense pleasure cumshot in a ???? ????swimsuit
Older sissy with a HUGE girly dick explodes with an intense pleasure cumshot in a ???? ????swimsuit
2025-02-10 08:24:15
PornHub
653
2:15
Fucking The Sissy Out Of My Stepbrother - Part Four
Fucking The Sissy Out Of My Stepbrother - Part Four
2025-04-27 21:18:25
TXXX
1370
0:10
Alyssa Bounty has multiple orgasms from oral with mature slut Sissy
Alyssa Bounty has multiple orgasms from oral with mature slut Sissy
2025-02-08 08:02:20
HotMovs
8573
6:59
Naughty And Ready! Widow Sissy, 47, Explores Wild New Pleasures On The Freelove Adult Dating Site!
Naughty And Ready! Widow Sissy, 47, Explores Wild New Pleasures On The Freelove Adult Dating Site!
2025-05-18 11:59:17
HClips
3062
8:33
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