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Search » Sissy Humiliation Videos » (142)

Small Humiliation 2

Small Humiliation 2

2025-01-25 20:03:22

xHamster

3:18

Wanking Sissy In Shiny Satin

Wanking Sissy In Shiny Satin

2025-01-13 07:37:16

xHamster

5:10

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

8:00

Cutie-Pie Florence Loves Humiliation

Cutie-Pie Florence Loves Humiliation

2025-01-24 07:50:20

xHamster

7:42

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

21:31

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

Wife Sissifies You REBELLE HART SISSY TRAINING

Wife Sissifies You REBELLE HART SISSY TRAINING

2024-11-29 19:06:09

PornHub

0:28

Sissy Transformation And Licking Ass

Sissy Transformation And Licking Ass

2024-09-25 20:35:17

HClips

5:23

Lina Fitness And Sissy Crossdresser In German Crossdresser Goes To The Casting With His Wife

Lina Fitness And Sissy Crossdresser In German Crossdresser Goes To The Casting With His Wife

2024-11-06 21:17:16

HClips

14:24

Porn to Order, Humiliation, Femdom, Dirty Panties, Asks for Pussy Licking, Dirty Talk

Porn to Order, Humiliation, Femdom, Dirty Panties, Asks for Pussy Licking, Dirty Talk

2024-12-20 07:19:13

xHamster

3:48

a quick fist for sissy

a quick fist for sissy

2025-01-04 19:49:11

PornHub

6:19

Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon

Hard Femdom SISSY TRAINING, Cock Sounding, Anal Destruction, Strapon

2024-12-28 07:30:11

xHamster

40:24

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

SMALL DICK HUMILIATION HOTWIFE COMES BACK TO HUSBAND AFTER HOOK UP WITH THE PUSSY FULL OF CREAMPIE

SMALL DICK HUMILIATION HOTWIFE COMES BACK TO HUSBAND AFTER HOOK UP WITH THE PUSSY FULL OF CREAMPIE

2024-12-25 19:47:12

PornHub

12:40

Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock

Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock

2024-12-21 07:22:13

xHamster

5:30

Cuckold MILF - Cuckold sissy and his wife

Cuckold MILF - Cuckold sissy and his wife

2024-11-16 06:19:08

xHamster

13:06

MILF Mistress Fucks and Peggs Her Polish Sissy

MILF Mistress Fucks and Peggs Her Polish Sissy

2024-11-15 06:25:11

xHamster

5:41

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

Sissy Cuckold Humiliation

Sissy Cuckold Humiliation

2024-07-10 20:51:11

TXXX

8:06

Sissy follando su culo con dildo

Sissy follando su culo con dildo

2024-11-24 21:45:13

HClips

4:50

loser humiliation: I've been cheating on u & everyone knows - full video on Veggiebabyy Manyvids

loser humiliation: I've been cheating on u & everyone knows - full video on Veggiebabyy Manyvids

2024-10-27 02:14:11

xHamster

1:36

Huge 12 in Dildo up My Ass, Sissy Slut

Huge 12 in Dildo up My Ass, Sissy Slut

2024-11-09 05:25:12

xHamster

7:14

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

Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock

Peter's Hentai Delicious Sissy Slut Swallowing Big Huge Cock Sweet Gaping Anus Destroyed by Big Cock

2024-11-20 18:21:17

xHamster

2:57

Small penis humiliation by a charming Dominatrix. Look at this huge strap-on and compare it to your tiny appendage.

Small penis humiliation by a charming Dominatrix. Look at this huge strap-on and compare it to your tiny appendage.

2024-12-16 07:13:08

xHamster

6:22

Sissy riding a delicious huge dildo

Sissy riding a delicious huge dildo

2024-11-25 06:22:15

xHamster

2:35

Fiona Fortune In Cd Sissy Relaxes Her Man With A Cigar And A Blowjob Smoking Femboy Massage Facial

Fiona Fortune In Cd Sissy Relaxes Her Man With A Cigar And A Blowjob Smoking Femboy Massage Facial

2025-01-31 22:45:10

HClips

19:25

Huge Dildo in My Sissy Ass - the Tranny MILF

Huge Dildo in My Sissy Ass - the Tranny MILF

2024-11-11 18:18:12

xHamster

5:34

Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl

Anal Loving Stepmom Sissy Neri Loves Getting Fucked In The Ass By Her Horny Stepson - MatureNl

2025-01-13 20:12:17

TXXX

5:59

A Wayward Church Wife Masturbates In The Back Of A Van To N Word Humiliation and Degradation

A Wayward Church Wife Masturbates In The Back Of A Van To N Word Humiliation and Degradation

2024-11-18 18:26:12

xVideos

1:11

Cuckold Condom Feeding Humiliation From Bowl - FemdomSex

Cuckold Condom Feeding Humiliation From Bowl - FemdomSex

2024-02-23 17:13:09

HotMovs

6:00

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

2025-01-02 07:31:14

xHamster

23:35

CFNM femina in lingerie pegging sissy with dildo after

CFNM femina in lingerie pegging sissy with dildo after

2024-04-19 19:45:16

Xozilla

7:40

Sissy Slut - Huge Cumshot During Prostate Massage!

Sissy Slut - Huge Cumshot During Prostate Massage!

2024-12-16 22:08:08

HClips

5:59

Horny sissy mature outdoors wants to eat cum

Horny sissy mature outdoors wants to eat cum

2024-11-19 18:20:17

xHamster

7:49

Sissy Angel - A Quick Fuck With Mature Lady

Sissy Angel - A Quick Fuck With Mature Lady

2024-05-04 03:10:10

HClips

8:48

Mistress Kennya - SPH Verbal Humiliation Power Exchange Cigar Smoking Cuckolding - Professional Domme in Charge

Mistress Kennya - SPH Verbal Humiliation Power Exchange Cigar Smoking Cuckolding - Professional Domme in Charge

2024-11-02 07:06:07

TXXX

2:00

Sissy Strap-On Training - full vid in my stores!

Sissy Strap-On Training - full vid in my stores!

2024-10-29 02:36:17

PornHub

0:45

Femdom Puppy Training Play Tail Fetch Humiliation Huge Buttplug Male Training Zero Miss Raven Real FLR

Femdom Puppy Training Play Tail Fetch Humiliation Huge Buttplug Male Training Zero Miss Raven Real FLR

2024-08-10 11:51:07

xVideos

1:08

The Ultimate Cuckold Humiliation Part 1 - FemdomSex

The Ultimate Cuckold Humiliation Part 1 - FemdomSex

2024-02-22 05:11:09

HotMovs

6:00

Pretty sissy bitch gets bent over, pegged & humiliated

Pretty sissy bitch gets bent over, pegged & humiliated

2025-01-09 07:34:13

xHamster

1:29

Naked Sissy Spreading Legs

Naked Sissy Spreading Legs

2024-12-18 07:16:16

xHamster

0:47

Chastity Sissy Gets Gorgeous Gaping Asshole Annihilated by Mistress Gwen

Chastity Sissy Gets Gorgeous Gaping Asshole Annihilated by Mistress Gwen

2024-11-20 18:23:15

xHamster

4:55

Happy Birthday, Sissy Bitch!! Hot Training of Your Cunt! Arya Grander

Happy Birthday, Sissy Bitch!! Hot Training of Your Cunt! Arya Grander

2024-12-13 07:05:15

xHamster

7:23

Sissy showing off big belly

Sissy showing off big belly

2024-12-24 07:26:08

xHamster

2:45

Cum Like a Sissy Slut, No Hands - the Tranny MILF

Cum Like a Sissy Slut, No Hands - the Tranny MILF

2024-11-03 17:26:08

xHamster

6:15

Leathered Inferno Verbal Humiliation In Human Ashtray Servitude

Leathered Inferno Verbal Humiliation In Human Ashtray Servitude

2024-09-10 11:54:14

TXXX

2:00

Glamour Barbies Cuckold Humiliation For Her Hubby Part 2 - FemdomSex

Glamour Barbies Cuckold Humiliation For Her Hubby Part 2 - FemdomSex

2024-01-19 17:33:13

TXXX

6:00

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