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Search » Sissy Prison Feminization Videos » (95)

Wife Cuckolds Cum Eating Sissy Husband
6:32
2022-02-05 00:00:00
Wife Cuckolds Cum Eating Sissy Husband
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Training My Hot Sissy Bitch How To Deep Throat Huge Cocks Ramming It Down Her Throat Gagging Her
4:25
2021-12-25 00:00:00
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A Mrs Loving Movie With Ms Simone and Sissy Allyson 2
10:14
2016-10-06 00:00:00
A Mrs Loving Movie With Ms Simone and Sissy Allyson 2
Cuckolds secrets – 3 BBC bulls and sissy husband fuck his wife
12:52
2021-09-26 00:00:00
Cuckolds secrets – 3 BBC bulls and sissy husband fuck his wife
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AliceInBondageLand - Sissy Spring Blossom Foursome Part
14:59
2022-10-04 00:00:00
AliceInBondageLand - Sissy Spring Blossom Foursome Part
Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification
6:30
2021-05-28 00:00:00
Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification
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Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
1:06:13
2023-10-21 22:59:15
Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
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6:07
2022-08-20 00:00:00
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Egyptian Wife With Indian Sissy
1:24
2022-07-10 00:00:00
Egyptian Wife With Indian Sissy
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Cuckolds’ secrets – 3 BBC bulls fucking sissy’s wife
22:23
2021-10-13 00:00:00
Cuckolds’ secrets – 3 BBC bulls fucking sissy’s wife
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Getting Mouth & Pussy Fucked By Horny Sissy Using My Holes
13:45
2021-12-29 00:00:00
Getting Mouth & Pussy Fucked By Horny Sissy Using My Holes
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Sissy locked in KTB chastity
11:20
2021-08-19 00:00:00
Sissy locked in KTB chastity
Big-Titted Maggie Green Has Multiracial Three-Way In Prison
13:17
2022-12-16 00:00:00
Big-Titted Maggie Green Has Multiracial Three-Way In Prison
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Hottie Gives Old Man And Gets Sissy Drilled Well
8:38
2021-08-19 00:00:00
Hottie Gives Old Man And Gets Sissy Drilled Well
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'4 hot wives cuckold their husbands and make them watch them suck and fuck big cocks while locked in chastity and sissy femdom'
2:59
2021-09-20 00:00:00
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5:00
2024-02-15 04:03:16
Busty fisting domina fists sissy asshole in BDSM lesson
Sissy locked in KTB chastity
11:20
2021-08-19 00:00:00
Sissy locked in KTB chastity
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16:02
2021-11-08 00:00:00
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'Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification'
6:30
2022-07-11 00:00:00
'Do you wanna be a sissy? First time in your life? Ok, that's video for you! FemDom POV sissification'
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Sissy Husband Masturbates in Girl's arms
5:43
2021-12-30 00:00:00
Sissy Husband Masturbates in Girl's arms
Infernal Restraints - BODY PRISON Marina, PD
25:24
2023-06-18 00:00:00
Infernal Restraints - BODY PRISON Marina, PD
'Curious Nymphet blonde wife natural tits anal masturbation handjob sissy husband fucking hairy pussy'
5:13
2022-03-29 00:00:00
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'Femdom Mistress giving sissy anal lessons'
16:19
2022-01-18 00:00:00
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'Krystal's Hotel Tease (trans, fetish, female mask, mask, feminization, crossdress, transformation)'
30:48
2022-07-10 00:00:00
'Krystal's Hotel Tease (trans, fetish, female mask, mask, feminization, crossdress, transformation)'
Cheating Archive COUGAR in tights and BIG BLACK COCK Sissy Spouse gauze
14:31
2023-07-02 00:00:00
Cheating Archive COUGAR in tights and BIG BLACK COCK Sissy Spouse gauze
sissy get spanking
0:23
2022-05-17 00:00:00
sissy get spanking
Big Ass Sissy Slut Cumming No Hands Like a Girl - the Tranny MILF
5:44
2024-11-14 12:15:06
Big Ass Sissy Slut Cumming No Hands Like a Girl - the Tranny MILF
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'Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch Femdom'
7:12
2021-06-24 00:00:00
'Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch Femdom'

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2:29
2022-01-18 00:00:00
'Creampie eating compilation of hot wives cuckolding their sissy husbands who watch them get fucked and suck out creampies'
Sissy Tammy and Dildo For Mistress Andrea
6:05
2016-07-03 00:00:00
Sissy Tammy and Dildo For Mistress Andrea
Sara Blonde In Sex In Prison With
27:56
2021-08-19 00:00:00
Sara Blonde In Sex In Prison With
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
10:45
2022-12-16 00:00:00
Massive Penis ToyBoy Gets Hump Education From Molten COUGAR Sissy Neri
Lela Star And Charles Dera - Hot Latina Slut Crazy Prison Sex Fantasy
8:00
2021-07-22 00:00:00
Lela Star And Charles Dera - Hot Latina Slut Crazy Prison Sex Fantasy
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2025-01-11 16:47:13
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Lana Sharapova Does Everything To Avoid Prison
7:59
2022-12-16 00:00:00
Lana Sharapova Does Everything To Avoid Prison
Sissy Slut Takes a Bath in White Lingerie Before Going to Bed
8:12
2024-10-16 21:48:17
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Busty Stepmom Makes Her Stepson Dick Her And Her Sissy Down
9:52
2023-10-18 21:40:16
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12:41
2025-01-21 05:36:13
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Kinky Wife Is Cuckolding Her Sissy Husband And Moaning From Pleasure During An Intense Orgasm
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2024-12-24 13:40:20
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Sissy Whore Training POV
4:30
2025-01-31 14:38:27
Sissy Whore Training POV
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Cuckold Archive - cuckold sissy watching redhead wife
16:20
2025-01-29 07:18:17
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Busty Mistress Mary train her sissy slave with dildo sucking and pegging!
5:53
2025-01-21 05:36:13
Busty Mistress Mary train her sissy slave with dildo sucking and pegging!
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Classy mature dominas pegging sissy
5:23
2025-01-10 04:53:08
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NEW sissy gets deflowered with monster DILDO
12:50
2025-01-24 18:35:24
NEW sissy gets deflowered with monster DILDO
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5:18
2025-01-25 02:32:09
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Big ass Femboy Sissy in pantyhose teasing
0:37
2025-01-15 18:00:18
Big ass Femboy Sissy in pantyhose teasing
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Jailbirds Gabby Quinteros Jessica Jaymes Bang Prison Guard
10:00
2025-01-06 00:21:19
Jailbirds Gabby Quinteros Jessica Jaymes Bang Prison Guard
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Prison Time Cut Short With Some Nice Femdom
18:44
2024-12-06 02:58:09
Prison Time Cut Short With Some Nice Femdom
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Sissy cum while fingering, gapping, hot cum,
5:26
2025-01-31 07:22:16
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Morena And Sissy: We Break Milfs Asses
11:07
2024-09-29 12:48:13
Morena And Sissy: We Break Milfs Asses
Cuckolds Secrets - sissy husband watcjug wife sucking
8:33
2024-11-05 11:24:16
Cuckolds Secrets - sissy husband watcjug wife sucking
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Sissy trained for our monster dildos - fucking bench Zeida and Alexandra
1:12
2025-01-02 04:09:11
Sissy trained for our monster dildos - fucking bench Zeida and Alexandra
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Sissy Cuckold in Chastity POV
0:20
2024-09-21 07:58:08
Sissy Cuckold in Chastity POV
Aysha Paige And Cum In Face In Blowjob Prison
11:32
2024-11-23 20:34:17
Aysha Paige And Cum In Face In Blowjob Prison
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Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl
5:59
2025-01-13 15:05:20
Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl
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Morena And Sissy: We Break Milfs Asses
11:07
2024-09-29 08:50:16
Morena And Sissy: We Break Milfs Asses
Lucie Arztin - Sissy Training
8:08
2024-11-26 13:14:16
Lucie Arztin - Sissy Training
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Performing My Husband's Transformation Into a Sissy Slut Part 4
3:12
2024-12-27 15:43:12
Performing My Husband's Transformation Into a Sissy Slut Part 4
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Sissy slut in sexy lingerie and with a finger in her ass
8:14
2024-12-09 14:08:17
Sissy slut in sexy lingerie and with a finger in her ass
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Courtney Cummz Is A Busty Tattooed Blonde Fucked In Prison
5:59
2024-09-13 08:31:12
Courtney Cummz Is A Busty Tattooed Blonde Fucked In Prison
Sissy in Red Mask Gets Cock
6:20
2025-01-10 16:46:15
Sissy in Red Mask Gets Cock
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CFNM prison guards give prisoner HJ
5:00
2024-12-24 23:36:51
CFNM prison guards give prisoner HJ
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strapon pegging role play crossdresser sissy femboy and burnette
12:17
2024-11-25 14:18:11
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FEMDOM SISSY COMPILATION - Goddess fucks, teases and humiliates sissy femboy in different positions
9:55
2024-12-29 04:34:12
FEMDOM SISSY COMPILATION - Goddess fucks, teases and humiliates sissy femboy in different positions
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Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5
6:34
2024-12-30 16:00:12
Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5
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Sissy Must Have PISS IN ASSHOLE and eat own CUM! Stretched asshole Strap-on Rough Fuck! Arya Grander
15:47
2024-09-25 08:14:07
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Sissy anal with step mother lingerie
5:51
2024-12-14 14:22:15
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Prison Warden Picks A Plaything With Diamond Jackson, Alex Little - Brazzers
1:06
2024-10-25 09:15:16
Prison Warden Picks A Plaything With Diamond Jackson, Alex Little - Brazzers
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Giant tits slave lesbian rides a huge dildo in prison
15:40
2024-11-22 01:53:09
Giant tits slave lesbian rides a huge dildo in prison
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Stretching and Wrecking My Hole with My Fist Toy Cuming Like a Little Sissy Slut
15:00
2024-12-31 04:01:11
Stretching and Wrecking My Hole with My Fist Toy Cuming Like a Little Sissy Slut
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Sissy Training 25 - Enjoy Your Your Ass
3:21
2025-01-09 04:38:10
Sissy Training 25 - Enjoy Your Your Ass
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Sissy Cumming From Big Black Dick
4:15
2024-12-19 14:44:15
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Cuckold MILF - Sissy husband wathing wife in threesome orgy
13:05
2024-11-29 01:31:16
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The Tranny MILF - Riding a 9 in Dildo Like a Sissy Bitch
5:21
2024-11-17 12:31:13
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Cuckold Archive Sissy and wife with BBC
14:33
2024-10-28 10:48:16
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WVM - PART 12 - SISSY BOY'S DELICIOUS ASS By MissKitty2K
10:53
2024-11-07 23:32:15
WVM - PART 12 - SISSY BOY'S DELICIOUS ASS By MissKitty2K
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My sissy's skirt lifted up and her ass pegged
1:58
2024-10-30 11:05:10
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1:31
2024-10-20 22:10:16
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ConnieFields sissy body
2:29
2024-12-19 14:44:15
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German Sissy Leatransteen Dildoing in a Red Satin Lingerie
3:05
2024-11-10 11:49:13
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