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Search » Sissy Prison Feminization Videos » (140)

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

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

2:15

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

6:59

Sissy Transformation And Licking Ass

Sissy Transformation And Licking Ass

2024-09-25 20:35:17

HClips

5:23

A Sissy Good Clean

A Sissy Good Clean

2025-03-26 08:37:17

HotMovs

0:10

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

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

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 follando su culo con dildo

Sissy follando su culo con dildo

2024-11-24 21:45:13

HClips

4:50

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

Wanking Sissy In Shiny Satin

Wanking Sissy In Shiny Satin

2025-01-13 07:37:16

xHamster

5:10

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

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

Sissy riding a delicious huge dildo

Sissy riding a delicious huge dildo

2024-11-25 06:22:15

xHamster

2:35

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

2025-03-27 23:38:16

HClips

9:32

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

Wife Sissifies You REBELLE HART SISSY TRAINING

Wife Sissifies You REBELLE HART SISSY TRAINING

2024-11-29 19:06:09

PornHub

0:28

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

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

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

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

L Summers And Inmate Got Gangbanged By Prison Guard With Angell Summers And Angel Hott

L Summers And Inmate Got Gangbanged By Prison Guard With Angell Summers And Angel Hott

2025-04-01 20:38:14

HotMovs

4:00

Naughty Lil Chase Gets Spsnked By Stepmom And Sissy

Naughty Lil Chase Gets Spsnked By Stepmom And Sissy

2025-04-14 23:43:08

HClips

1:59

Special Dildo Pussy Knot Play Sissy Mommy Fetish Festival - Uncut with Slapstick Elements Part 2

Special Dildo Pussy Knot Play Sissy Mommy Fetish Festival - Uncut with Slapstick Elements Part 2

2025-04-08 09:05:14

PornHub

2:30

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

Fucking The Sissy Out Of My Stepbrother - Full Clip

Fucking The Sissy Out Of My Stepbrother - Full Clip

2025-03-13 08:29:11

HotMovs

0:10

Dirty Lesbo Games In The Prison - NaughtyGirls

Dirty Lesbo Games In The Prison - NaughtyGirls

2024-05-13 07:58:13

TXXX

5:59

Second Cam Of Moaning Sissy Bitch Hd

Second Cam Of Moaning Sissy Bitch Hd

2025-03-09 23:30:10

HClips

0:20

Mature woman gets punished in the prison

Mature woman gets punished in the prison

2025-04-15 20:58:24

xHamster

1:02:43

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

a quick fist for sissy

a quick fist for sissy

2025-01-04 19:49:11

PornHub

6:19

Sissy Sex Slave - Humiliating Handjob For A Guy

Sissy Sex Slave - Humiliating Handjob For A Guy

2024-08-27 20:03:09

HClips

5:59

F4A | Erotic Audio | Tempting Petals (Feminization)

F4A | Erotic Audio | Tempting Petals (Feminization)

2025-02-26 21:03:10

xVideos

19:26

Sissy boy sucks his master's cock

Sissy boy sucks his master's cock

2025-01-21 07:48:15

xHamster

4:11

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

Sissy Subs Just Want To Be Used

Sissy Subs Just Want To Be Used

2025-02-04 08:45:11

xVideos

1:46

Sissy showing off big belly

Sissy showing off big belly

2024-12-24 07:26:08

xHamster

2:45

little small dick humiliation chastity slave sissy verbal femdom tattooed spoiled bitch princess

little small dick humiliation chastity slave sissy verbal femdom tattooed spoiled bitch princess

2024-12-18 19:31:12

PornHub

3:02

SPH British domina in stockings humped in front sissy

SPH British domina in stockings humped in front sissy

2024-09-25 22:02:17

Xozilla

5:00

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

Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck

Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Cuck

2025-01-08 19:52:13

PornHub

13:10

Older Mistress With Her Sissy Maid

Older Mistress With Her Sissy Maid

2024-12-09 19:01:16

HotMovs

7:59

Sissy dick play, fisting, big toy

Sissy dick play, fisting, big toy

2025-04-19 21:09:10

PornHub

7:56

CFNM femdom mommy in lingerie pegs crossdressing sissy

CFNM femdom mommy in lingerie pegs crossdressing sissy

2024-02-16 06:01:15

Xozilla

8:20

He woke up blindfolder in a prison cell

He woke up blindfolder in a prison cell

2024-11-26 19:02:05

PornHub

12:20

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