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Search » Sissy Slave Chastity Videos » (414)

Sissy Talk: My Intimate Experience with a Mature Man + Tips for Good Girls
Sissy Talk: My Intimate Experience with a Mature Man + Tips for Good Girls
2025-05-08 21:09:29
xHamster
5:31
Sissy's sins, the princess and the pea - DVD
Sissy's sins, the princess and the pea - DVD
2025-05-14 21:13:24
xHamster
11:12
Dominatrix Nika - Great Pegging In The Kitchen. The Slave Put A Condom On His Mistresss Strap-on. And Fucked Him In The Ass
Dominatrix Nika - Great Pegging In The Kitchen. The Slave Put A Condom On His Mistresss Strap-on. And Fucked Him In The Ass
2025-06-13 12:21:19
HClips
5:15
Chaste naked sissy and the fucking machine part2
Chaste naked sissy and the fucking machine part2
2025-07-11 09:38:20
xHamster
2:40
Muscle Worship By Humiliated Chastity Cuckold
Muscle Worship By Humiliated Chastity Cuckold
2025-02-15 08:05:15
HotMovs
0:30
Cuckolds Secrets - Sissy Husband Watcjug Wife Sucking
Cuckolds Secrets - Sissy Husband Watcjug Wife Sucking
2025-03-22 23:37:11
HClips
8:27
Sissy Charlotte sucking huge cock while getting zapped and buzzed
Sissy Charlotte sucking huge cock while getting zapped and buzzed
2025-06-27 21:44:13
PornHub
10:13
Yoya Grey In Bondage Slave! Yes Step daddy My Pussy Is All Wet. Fuck Me Rough Now Please! 12 Min
Yoya Grey In Bondage Slave! Yes Step daddy My Pussy Is All Wet. Fuck Me Rough Now Please! 12 Min
2025-06-10 00:32:51
TXXX
11:49
My Lick And Flop Slave
My Lick And Flop Slave
2025-05-10 11:51:21
HClips
5:15
Sissy Dream is Getting Bored (Game)
Sissy Dream is Getting Bored (Game)
2025-02-17 08:19:10
xHamster
13:00
FelisiaSexy and her slave whore wife MilenaTS
FelisiaSexy and her slave whore wife MilenaTS
2025-04-03 21:25:14
xVideos
17:27
Everyone Has A Plan - Prison Of Sissy
Everyone Has A Plan - Prison Of Sissy
2025-05-13 09:10:30
xHamster
6:19
PREVIEW Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging
PREVIEW Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging
2025-04-18 21:09:03
PornHub
0:31
Eating pussy while fuck machine is pegging chastity sissy ass promo
Eating pussy while fuck machine is pegging chastity sissy ass promo
2025-02-28 20:40:19
PornHub
0:56
Her Submissive Male Slave - Anikka Albrite
Her Submissive Male Slave - Anikka Albrite
2025-02-17 20:08:18
HotMovs
7:59
Domina tears the slave's ass open - German
Domina tears the slave's ass open - German
2025-06-23 22:31:51
TXXX
12:25
Busty BBW Milf Sucks & Fucks Toyboy Sex Slave in Dungeon Swing! Big Facial - Lots of Cum!
Busty BBW Milf Sucks & Fucks Toyboy Sex Slave in Dungeon Swing! Big Facial - Lots of Cum!
2025-07-07 09:38:24
xHamster
11:30
Amazing foot fetish. Slave licks feet and sucks toes of his Goddess.
Amazing foot fetish. Slave licks feet and sucks toes of his Goddess.
2025-04-02 08:50:19
xHamster
7:27
Dolls Cult In Lick My Ass, My Slave Girl
Dolls Cult In Lick My Ass, My Slave Girl
2025-09-08 13:17:14
HClips
6:41
Tied Up Sex Slave Object!
Tied Up Sex Slave Object!
2025-06-25 09:23:21
HotMovs
8:06
Cuckold Sissy Sexrets getting fucked together with your wife
Cuckold Sissy Sexrets getting fucked together with your wife
2025-06-23 23:15:51
TXXX
12:20
Cute German Bdsm Slave - She Like Suffering
Cute German Bdsm Slave - She Like Suffering
2025-05-11 08:56:16
HotMovs
13:51
Training The Sissy To Be More Convincing - Part Two
Training The Sissy To Be More Convincing - Part Two
2025-05-03 21:19:21
TXXX
0:10
Fuck My Femboy Pussy : Anal Slave Tormented With Spanking, Ass Eating & Facesitting With Mistress - Stellina Obscura
Fuck My Femboy Pussy : Anal Slave Tormented With Spanking, Ass Eating & Facesitting With Mistress - Stellina Obscura
2025-06-14 21:17:15
HotMovs
8:19


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Leather Master spanks then fucks slave PREVIEW
Leather Master spanks then fucks slave PREVIEW
2025-09-15 10:14:04
PornHub
2:19
Creampie Anal Slave For A Better Day - Sucking Like A Bitch Is A Real Pleasure
Creampie Anal Slave For A Better Day - Sucking Like A Bitch Is A Real Pleasure
2025-03-22 23:37:11
HClips
4:26
2 German Amateur Dominas punish a male slave
2 German Amateur Dominas punish a male slave
2025-06-09 22:46:51
TXXX
1:00:19
Hottest Blonde Milf Turns Guy Into Sissy 6 Min With Justin Sweetsun And Emily Candys
Hottest Blonde Milf Turns Guy Into Sissy 6 Min With Justin Sweetsun And Emily Candys
2025-04-21 23:45:11
HClips
5:30
Spanking101 Series: Cheating, Chastisement, And Chastity, M/f With Rachel Adams
Spanking101 Series: Cheating, Chastisement, And Chastity, M/f With Rachel Adams
2025-04-10 23:42:14
HClips
3:43
Be A Plaything For Your Dom, Sissy...
Be A Plaything For Your Dom, Sissy...
2025-06-25 10:07:16
xVideos
5:03
Fetish Clothing Femdom: Helpless Lesbian Sensual Slave Training
Fetish Clothing Femdom: Helpless Lesbian Sensual Slave Training
2025-05-18 21:15:28
xHamster
27:34
18 Years old Femboy Ass Orgasm fuck with carrot Anal sissy sex
18 Years old Femboy Ass Orgasm fuck with carrot Anal sissy sex
2025-03-13 20:41:16
xHamster
7:57
The Slave in the Leather Bondage Sack Part 2
The Slave in the Leather Bondage Sack Part 2
2025-07-09 09:38:27
xHamster
4:32
DIAPER slave receives SPANKING punishment
DIAPER slave receives SPANKING punishment
2025-05-27 09:24:13
PornHub
5:49
Sex Slave Inga Fucks Her Captor and His Wife Patricia in a Hot Trio - Private Porn Sex Videos
Sex Slave Inga Fucks Her Captor and His Wife Patricia in a Hot Trio - Private Porn Sex Videos
2025-05-03 20:51:16
HotMovs
0:55
Training Zero Real Femdom Morning Routine! Orgasm Cum Homemade Amateur MILF Married Couple Wife Facesitting Bondage BDSM Slave
Training Zero Real Femdom Morning Routine! Orgasm Cum Homemade Amateur MILF Married Couple Wife Facesitting Bondage BDSM Slave
2025-04-08 21:00:19
xHamster
1:12
Full domination of a beautiful Witch. From leash and whip, through chastity to deep anal
Full domination of a beautiful Witch. From leash and whip, through chastity to deep anal
2025-05-03 21:13:13
PornHub
16:05
Sissy Crossdresser In Pantyhose Faggot
Sissy Crossdresser In Pantyhose Faggot
2025-09-15 13:22:18
HClips
3:55
Slave Likes Hard
Slave Likes Hard
2024-12-19 22:13:17
HClips
7:06
Caught Watching Porn in the Office! Your Boss in Red Heels Turns You Into a Nylon Slave!
Caught Watching Porn in the Office! Your Boss in Red Heels Turns You Into a Nylon Slave!
2025-05-13 09:10:30
xHamster
8:12
Parking lot jerk off while dressed as a sissy slut
Parking lot jerk off while dressed as a sissy slut
2025-03-06 08:33:11
xHamster
5:16
German Femdome - Slave Humiliation
German Femdome - Slave Humiliation
2025-04-04 11:40:17
HClips
8:06
Sweet bullying and humiliation of a busty mature slave...
Sweet bullying and humiliation of a busty mature slave...
2025-06-29 09:35:13
xHamster
7:43
I Am Your Foot Slave Trainer! Foot Sniffing POV, Double Stockings, JOI Lady Victoria Valente
I Am Your Foot Slave Trainer! Foot Sniffing POV, Double Stockings, JOI Lady Victoria Valente
2025-04-17 20:59:21
xHamster
5:00
Chubby dilf gives sissy boy dildo instructions PREVIEW
Chubby dilf gives sissy boy dildo instructions PREVIEW
2025-03-06 08:43:13
PornHub
2:19
Big Tit MILF Femdom Trains Anal Dungeon Slave in Extreme BDSM Bondage with Pegging & Fisting
Big Tit MILF Femdom Trains Anal Dungeon Slave in Extreme BDSM Bondage with Pegging & Fisting
2025-04-26 09:02:28
xHamster
7:31
Trixy Sissy Babe as a Slut Welcomes You in a Hotel
Trixy Sissy Babe as a Slut Welcomes You in a Hotel
2025-04-16 20:59:20
xHamster
2:22
I fuck SISSY's ASS, sissy fucks mine
I fuck SISSY's ASS, sissy fucks mine
2025-05-14 09:13:18
xHamster
11:45
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