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Search » Sissy Crossdresser Videos » (147)

SIssy in red lingerie jerking off
SIssy in red lingerie jerking off
2025-04-08 08:55:13
xHamster
1:20
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
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
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
Mature Mistress dominates sissy
Mature Mistress dominates sissy
2020-09-03 00:00:00
xHamster
25:31
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
0:47
Mona egyptian crossdresser old bag without equal
Mona egyptian crossdresser old bag without equal
2018-06-04 00:00:00
PornHub
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
3:18
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
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
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
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
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
'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
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
'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
Femdom Prostate Orgasm For Sissy With Cumming! With Blond Boy
Femdom Prostate Orgasm For Sissy With Cumming! With Blond Boy
2025-06-16 12:25:13
HClips
7:08
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
'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
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
SISSY ADVENTURE - FULL MOVIE (The Best Hardcore Rought Anal Pegging)
SISSY ADVENTURE - FULL MOVIE (The Best Hardcore Rought Anal Pegging)
2025-04-07 20:54:20
xHamster
1:09:55
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
5:33


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Sissy in women underware
Sissy in women underware
2025-03-07 08:35:10
xHamster
5:09
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
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my sissy ass need some dick. dildo fuckn in dress and panties (pt 2)
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2025-02-13 08:14:10
xHamster
16:06
Sexy Crazy Red Outfit Crossdresser Is Wearing
Sexy Crazy Red Outfit Crossdresser Is Wearing
2024-11-27 06:46:06
xHamster
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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
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Sissy Stacy Shows How She Can Use BBC
Sissy Stacy Shows How She Can Use BBC
2025-02-09 08:14:08
xHamster
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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
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
2:15
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
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
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
wild Crossdresser Gives Skinny bitchs twat And butthole A worthwhile nailing
wild Crossdresser Gives Skinny bitchs twat And butthole A worthwhile nailing
2025-08-07 23:48:51
TXXX
18:23
Wife Sissifies You REBELLE HART SISSY TRAINING
Wife Sissifies You REBELLE HART SISSY TRAINING
2024-11-29 19:06:09
PornHub
0:28
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
Sissy Slut - Huge Cumshot During Prostate Massage!
Sissy Slut - Huge Cumshot During Prostate Massage!
2024-12-16 22:08:08
HClips
5:59
mature sissy suck and fuck Two Step daddies and big facial
mature sissy suck and fuck Two Step daddies and big facial
2025-08-07 23:34:52
TXXX
12:09
Fucking The Sissy Out Of My Stepbrother - Part Two
Fucking The Sissy Out Of My Stepbrother - Part Two
2025-03-26 21:05:16
TXXX
0:10
Naughty Mature Sissy Is Doing Her Stepson In The Bedroom While Her Husband Is At Work - MatureNl
Naughty Mature Sissy Is Doing Her Stepson In The Bedroom While Her Husband Is At Work - MatureNl
2025-06-10 00:44:52
TXXX
5:59
8 Hung Twinks Gangbang a Sissy Hardcore
8 Hung Twinks Gangbang a Sissy Hardcore
2025-07-04 09:37:25
xHamster
11:12
A Sissy Good Clean
A Sissy Good Clean
2025-03-26 08:37:17
HotMovs
0:10
Blonde Sissy in Lingerie Gags for Cock
Blonde Sissy in Lingerie Gags for Cock
2025-06-02 21:18:24
xHamster
1:54
Leya Falcon : Leya Falcon feeds her BBC Anal creampie to her chicken cuck sissy bitch!
Leya Falcon : Leya Falcon feeds her BBC Anal creampie to her chicken cuck sissy bitch!
2025-07-07 21:28:10
HotMovs
12:46
Limp Dick Sissy Ass Licker
Limp Dick Sissy Ass Licker
2025-04-28 21:02:24
xHamster
5:07
Sissy Bitches - Can You Suck a Cock as Good as Your Mistress
Sissy Bitches - Can You Suck a Cock as Good as Your Mistress
2025-04-24 21:02:17
xHamster
1:00
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