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2 years ago
0:37

aShemaleTube

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3 years ago
9:05

ShemaleTaxi

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3 years ago
6:18

ShemaleMovie

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Sissy in White Stockings and Play with Faux-Cock and Jizm
2 years ago
10:35

KeekAss

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2 years ago
3:15

PornHub

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2 years ago
0:32

aShemaleTube

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2 years ago
4:58

PornHub

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2 years ago
12:36

KeekAss

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Sissy Valerie part 2 - Best
3 years ago
9:12

PornHub

Sissy Valerie part 2 - Best

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2 years ago
5:05

PornHub

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2 years ago
5:00

PornHub

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2 years ago
12:37

ShemaleTaxi

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THE ULTIMATE CHASTITY CAGE REVIEW AND GUIDE VIDEO
3 years ago
37:09

BeMyHole

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3 years ago
16:07

ShemaleTaxi

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2 years ago
12:31

ShemaleTaxi

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2 years ago
5:25

ShemaleTaxi

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2 years ago
15:11

aShemaleTube

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2 years ago
17:26

PornHub

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3 years ago
5:08

BeMyHole

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2 years ago
8:31

aShemaleTube

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3 years ago
11:52

ShemaleSin

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2 years ago
5:56

aShemaleTube

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2 years ago
2:54

PornHub

A little strip and piss in nature

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Reaching my Sissygasm
2 years ago
1:09

aShemaleTube

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39# Laury Angel - Modern Damsels Have No Need For Clitoris
2 years ago
3:01

KeekAss

39# Laury Angel - Modern Damsels Have No Need For Clitoris

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Sissy slave dare to flash Chastity cage in store
2 years ago
0:33

PornHub

Sissy slave dare to flash Chastity cage in store

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4 years ago
4:41

ShemaleZ

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Small Teen Sissy Crossdresser In Chasity Cage Gapes Ass And Plays With
2 years ago
12:15

ShemaleZ

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Sissy plays in chastity
2 years ago
0:51

aShemaleTube

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2 years ago
19:58

KeekAss

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2 years ago
7:14

PornHub

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4 years ago
2:57

aShemaleTube

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Muddy Maid Arielle Aquinas is Penalized by the Super-Sexy Roxxie Moth
3 years ago
10:15

KeekAss

Muddy Maid Arielle Aquinas is Penalized by the Super-Sexy Roxxie Moth

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Sissy Slut Lori Her Ass And Chastity Cage
2 years ago
8:47

ShemaleZ

Sissy Slut Lori Her Ass And Chastity Cage

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Caged Cum Shot live stream
6 years ago
1:35:36

aShemaleTube

Caged Cum Shot live stream

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2 years ago
6:14

ShemaleTaxi

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Juggling and Throating with Restrain Bondage and Nip Clips
2 years ago
5:47

KeekAss

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1 year ago
8:22

ShemaleTaxi

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2 years ago
18:51

KeekAss

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2 years ago
9:13

ShemaleTaxi

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Transgirl Fingers Herself with Her Cock In A Cage
2 years ago
5:00

PornHub

Transgirl Fingers Herself with Her Cock In A Cage

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2 years ago
1:03

PornHub

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3 years ago
8:44

ShemaleTaxi

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Sissy fucking her ass hard with dildo (almost gets full inside)
3 years ago
5:14

PornHub

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Painful Ruined Orgasm in Chastity for Sissy Emma
2 years ago
2:10

PornHub

Painful Ruined Orgasm in Chastity for Sissy Emma

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A Sissy Exposed Video
2 years ago
1:57

PornHub

A Sissy Exposed Video

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3 years ago
8:10

ShemaleTaxi

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*Trailer* Sissy Teaching Basics With Kelli Frost
2 years ago
11:15

KeekAss

*Trailer* Sissy Teaching Basics With Kelli Frost

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Tiny clit crossdresser in chastity removes cage
3 years ago
2:11

aShemaleTube

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CHRISTMAS PARTY at SISSY ACADEMY! Caged Trans VERONICA TABOO has fun with SEX DOLL and SEX MACHINE
2 years ago
8:56

PornHub

CHRISTMAS PARTY at SISSY ACADEMY! Caged Trans VERONICA TABOO has fun with SEX DOLL and SEX MACHINE

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sissylucylove shemale Hands free sperm cock cage
1 year ago
6:01

aShemaleTube

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39# Laury Angel - Modern Women Have No Need For Clit
2 years ago
3:03

PornHub

39# Laury Angel - Modern Women Have No Need For Clit

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Sissy in G-Cable and Innocence Porked Firm
1 year ago
12:35

KeekAss

Sissy in G-Cable and Innocence Porked Firm

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Sextoy, hd videos
2 years ago
19:47

ShemaleTaxi

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2 years ago
26:53

ShemaleTaxi

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2 years ago
8:10

aShemaleTube

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Marina In A Cage
2 years ago
19:17

ShemaleZ

Marina In A Cage

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2 years ago
8:19

ShemaleTaxi

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Sissy in pink cage shows her pink pin in her ass
2 years ago
2:20

PornHub

Sissy in pink cage shows her pink pin in her ass

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Cumming in chastity Cage (Huge Cumshot)
3 years ago
1:23

PornHub

Cumming in chastity Cage (Huge Cumshot)

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3 years ago
27:47

ShemaleTaxi

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2 years ago
8:20

ShemaleTaxi

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SMALL TEEN SISSY CROSSDRESSER BOUNCES ON PINK DILDO 4K
2 years ago
10:33

PornHub

SMALL TEEN SISSY CROSSDRESSER BOUNCES ON PINK DILDO 4K

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Ladyboy, convict
2 years ago
9:59

ShemaleTaxi

Ladyboy, convict

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Blue Haired Teen Sissy Femboy loves fucking his Big Slutty Ass
2 years ago
4:42

PornHub

Blue Haired Teen Sissy Femboy loves fucking his Big Slutty Ass

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Teen Femboy Cums In Cage With Vibrator!
1 year ago
7:52

ShemaleZ

Teen Femboy Cums In Cage With Vibrator!

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2 years ago
7:09

ShemaleTaxi

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Sissy Puts Her New Xtra Small Chastity on Her Little Clitty & Proceeds to have a Sissygasm In It.
2 years ago
1:58

PornHub

Sissy Puts Her New Xtra Small Chastity on Her Little Clitty & Proceeds to have a Sissygasm In It.

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Femboy gets fucked with pride
2 years ago
8:01

PornHub

Femboy gets fucked with pride

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trans girl sissy cums in her cage while machine fucks her with BBC
2 years ago
2:47

PornHub

trans girl sissy cums in her cage while machine fucks her with BBC

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2 years ago
2:22

aShemaleTube

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Emily Adaire In Horny German Trans Girl Cums While Being Cage - Solo Trailer
2 years ago
4:53

ShemaleZ

Emily Adaire In Horny German Trans Girl Cums While Being Cage - Solo Trailer

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2 years ago
15:20

ShemaleTaxi

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sissygasm in chastity cage
5 years ago
1:00

aShemaleTube

sissygasm in chastity cage

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2 years ago
10:50

ShemaleTaxi

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Relentlessly Fucked Till Her Whole Body Shakes
2 years ago
4:39

PornHub

Relentlessly Fucked Till Her Whole Body Shakes

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Milky, trap
2 years ago
11:55

ShemaleTaxi

Milky, trap

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Shemale, futa
3 years ago
8:28

ShemaleTaxi

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42# Laury Angel - Butts Are For Sex!
2 years ago
2:05

PornHub

42# Laury Angel - Butts Are For Sex!

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Trans slut finally gets to uncage and enjoy new toy
2 years ago
1:04

PornHub

Trans slut finally gets to uncage and enjoy new toy

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Sissy in Chastity Rides BBC Dildo
2 years ago
1:20

aShemaleTube

Sissy in Chastity Rides BBC Dildo

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Sissy cums, solo
2 years ago
6:42

ShemaleTaxi

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Caged Sissy Drink Her Cum From Condom Watching a Porn Movie
2 years ago
6:07

PornHub

Caged Sissy Drink Her Cum From Condom Watching a Porn Movie

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2 years ago
5:22

ShemaleTaxi

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2 years ago
8:58

AlphaPorno

Shemale butt fucked in rough manners by horny black partner

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2 years ago
8:37

aShemaleTube

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2 years ago
13:28

ShemaleTaxi

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Shemale Jacks Off Cums in Chastity Cage
2 years ago
4:15

aShemaleTube

Shemale Jacks Off Cums in Chastity Cage

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Transgirl with a huge dick trying to put on a chastity cage
2 years ago
17:49

PornHub

Transgirl with a huge dick trying to put on a chastity cage

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2 years ago
1:10

aShemaleTube

Big TS cock fucks boy in a cock cage

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Just Look! Femboy Sara Cage Has Mind-blowing Orgasm!!
2 years ago
3:37

ShemaleZ

Just Look! Femboy Sara Cage Has Mind-blowing Orgasm!!

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Facet rżnie shemale, interrasial
2 years ago
39:09

ShemaleTaxi

Facet rżnie shemale, interrasial

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1 year ago
13:00

KeekAss

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Watch this sissy teasing her dildo with her feet till she can't take it and has to sit on it!
2 years ago
15:51

PornHub

Watch this sissy teasing her dildo with her feet till she can't take it and has to sit on it!

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Watch Her Edging To An Explosive Orgasm In Chastity
2 years ago
4:42

PornHub

Watch Her Edging To An Explosive Orgasm In Chastity

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Submissive Sissy Slut Takes Off Cage And Blows Huge Load
2 years ago
24:07

ShemaleZ

Submissive Sissy Slut Takes Off Cage And Blows Huge Load

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Pantyhose, nylon
2 years ago
14:40

ShemaleTaxi

Pantyhose, nylon

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Sissy Lucy anal training with Lisa using Dildos, Pegging and Fisting
3 years ago
10:38

aShemaleTube

Sissy Lucy anal training with Lisa using Dildos, Pegging and Fisting

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Natalie Mars and Riley Reyes: Hog Wild
3 years ago
7:38

ShemaleSin

Natalie Mars and Riley Reyes: Hog Wild

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Sissification lecture "The Smallest Chastity for Best Sissy" Mistress Veronica Taboo's Vibrator Cum
2 years ago
6:58

PornHub

Sissification lecture "The Smallest Chastity for Best Sissy" Mistress Veronica Taboo's Vibrator Cum

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3 years ago
10:10

ShemaleTaxi

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Sissy Deep Throat Training by Dildo Machine
2 years ago
5:03

PornHub

Sissy Deep Throat Training by Dildo Machine

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Cute tgirl playing with chastity cage and cum delay until open it
2 years ago
7:22

PornHub

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DIVINE TGIRLS - Trans stunner smashing ginger girlfriend and cucking pitiful beau in box
2 years ago
8:00

KeekAss

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Riding Her Dildo In Chastity Cage
3 years ago
10:15

aShemaleTube

Riding Her Dildo In Chastity Cage

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SisK Tiny Cock Cage Under G String
2 years ago
1:06

PornHub

SisK Tiny Cock Cage Under G String

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Femboy cums in chastity then strokes himself to a second orgasm
2 years ago
11:33

PornHub

Femboy cums in chastity then strokes himself to a second orgasm

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Multiple Anal Sissy Orgasms In Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom
1 year ago
10:10

ShemaleZ

Multiple Anal Sissy Orgasms In Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

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Sissy Emma Is Powerless Against Cumming With Her Tight Ass Filled
2 years ago
7:59

PornHub

Sissy Emma Is Powerless Against Cumming With Her Tight Ass Filled

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Sissy, european
2 years ago
8:47

ShemaleTaxi

Sissy, european

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Tearing Up My Booty With A AMPLE Fuck Stick While Sitting!
1 year ago
10:08

KeekAss

Tearing Up My Booty With A AMPLE Fuck Stick While Sitting!

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sissy in Chastity Cage Put a cm Long Dildo into Anus ji
2 years ago
9:20

aShemaleTube

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1 year ago
17:30

KeekAss

SisK ravage her donk with bead dilldo

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TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION
2 years ago
14:35

KeekAss

TEENIE SISSY CROSSDRESSER IN CHASITY BELT HANDSFREE EJACULATION

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Sissy whore destiny in chassity cage
2 years ago
0:45

PornHub

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Cute Sissy Wants Your Cum Inside Her
2 years ago
3:07

PornHub

Cute Sissy Wants Your Cum Inside Her

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2 years ago
3:34

aShemaleTube

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3 years ago
7:00

ShemaleSin

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Sissy whore training in chastity cage and ass plug
1 year ago
15:50

ShemaleSin

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Chastity Sissy Fag
1 year ago
0:36

aShemaleTube

Chastity Sissy Fag

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Part 2-NO Petticoat. Sissy Mindy walking in rush hour traffic walking a busy street with her chastity cage nude
6 months ago
2:09

ShemaleSin

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tgirl_fun 2022-2-7 Chaturbate Stream
2 years ago
1:39:12

PornHub

tgirl_fun 2022-2-7 Chaturbate Stream

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Selbstbefriedigung, shemale sex
2 years ago
6:02

ShemaleTaxi

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2 years ago
0:59

ShemaleSin

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3 years ago
0:43

aShemaleTube

Sissy Lucy showing off in latex dress

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Banging-machines Bangs TS-Beauty in the Doggy Style, Booty Cum + Shlong Cage
3 years ago
16:58

ShemaleSin

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Riding Her Dildo In hottie Cage
2 years ago
10:16

TrannyOne

Riding Her Dildo In hottie Cage

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1 year ago
3:16

PornHub

Sissy slut getting a creampie from a bad dragon

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Trans Bitch keeps Revealing how much of a Wench that babe is
2 years ago
0:30

ShemaleSin

Trans Bitch keeps Revealing how much of a Wench that babe is

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Luna in chastity cage gets horny and cums
3 years ago
19:58

aShemaleTube

Luna in chastity cage gets horny and cums

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May third 2021
3 years ago
15:47

ShemaleSin

May third 2021

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Locked Horny Sissy Femboy Cumplay
2 years ago
26:52

PornHub

Locked Horny Sissy Femboy Cumplay

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Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later
10 months ago
8:10

PornHub

Tiny dick sissy pissing like a slave in chastity cage and butt plug try to scape chastity cage later

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cum in chastity cage 2
2 years ago
1:21

aShemaleTube

cum in chastity cage 2

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Sissy Maid Locking her Lil' Will-Less Clitty in a highly Puny Purity Box
4 years ago
3:57

KeekAss

Sissy Maid Locking her Lil' Will-Less Clitty in a highly Puny Purity Box

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Sissy Sophie´s new Cage. try to Cum, not Gonna Happen.
3 years ago
4:32

BeMyHole

Sissy Sophie´s new Cage. try to Cum, not Gonna Happen.

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Sissyjune_69 maid outfit
2 years ago
2:28

PornHub

Sissyjune_69 maid outfit

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Urethra play while inside a stainless steel chastity cage
2 years ago
0:39

PornHub

Urethra play while inside a stainless steel chastity cage

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Sissy rides dildo
5 years ago
2:54

PornHub

Sissy rides dildo

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Queen Dominatrix Frida tortures Gagged Tranny in Chastity Cage and Bondage
4 years ago
5:31

PornHub

Queen Dominatrix Frida tortures Gagged Tranny in Chastity Cage and Bondage

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Pornstars: frida

cage Block F (Futa on Male)
4 years ago
13:25

ShemaleMovie

cage Block F (Futa on Male)

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PUNY TEENIE SISSY CROSSDRESSER IN CHASITY CELL GAPES BUTT AND PLAYS WITH JIZM 4k
2 years ago
12:40

KeekAss

PUNY TEENIE SISSY CROSSDRESSER IN CHASITY CELL GAPES BUTT AND PLAYS WITH JIZM 4k

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Uso el Lovense Domi para hacer vibrar mi jaula y ponerme cachonda
3 years ago
7:41

PornHub

Uso el Lovense Domi para hacer vibrar mi jaula y ponerme cachonda

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Sissygasm in chastity cage with suspenders
2 years ago
1:04

ShemaleSin

Sissygasm in chastity cage with suspenders

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No cum for 6months. Instructions: Leave the cage on and solely use the tube inside for stimulation.  Clean up as Headmistress expects. Maybe the ball
3 years ago
3:35

ShemaleSin

No cum for 6months. Instructions: Leave the cage on and solely use the tube inside for stimulation. Clean up as Headmistress expects. Maybe the ball

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Anal trap caged again
2 years ago
1:22

aShemaleTube

Anal trap caged again

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massive sex tool on wooden pony, spiked chastity cage locked on, tens pads shocking booty cheeks, gagged, icy hawt on pony underneath balls.. and weig
1 year ago
17:38

ShemaleSin

massive sex tool on wooden pony, spiked chastity cage locked on, tens pads shocking booty cheeks, gagged, icy hawt on pony underneath balls.. and weig

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Chastity cage cum, prostate massage cum
2 years ago
17:12

ShemaleTaxi

Chastity cage cum, prostate massage cum

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A sissy crossdresser in a PVC costume and haunch length PVC boots fingers her arse and tries to fist herself, previous to banging a biggest sex toy an
1 year ago
5:39

ShemaleSin

A sissy crossdresser in a PVC costume and haunch length PVC boots fingers her arse and tries to fist herself, previous to banging a biggest sex toy an

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Big-tits, big-ass
3 years ago
8:12

ShemaleTaxi

Big-tits, big-ass

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Sissy floozy destiny in chassity cage
2 years ago
0:37

ShemaleSin

Sissy floozy destiny in chassity cage

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Mileena with Cassie Cage cg Futagirls
3 years ago
0:14

ShemaleSin

Mileena with Cassie Cage cg Futagirls

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Princess in Chasity Cums Through her Cage After Deepthroat
2 years ago
8:48

PornHub

Princess in Chasity Cums Through her Cage After Deepthroat

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Lucy Essex CD Getting machine fucked with glow in the dark alien knot dildo
2 years ago
5:14

PornHub

Lucy Essex CD Getting machine fucked with glow in the dark alien knot dildo

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This is 1st episode on xhamster, here u can watch my 1st time get in chastity cage, it takes me around 8 sec to ruin my climax and it was admirable. F
2 years ago
1:09

ShemaleSin

This is 1st episode on xhamster, here u can watch my 1st time get in chastity cage, it takes me around 8 sec to ruin my climax and it was admirable. F

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Sissy Lucy's toy time in chastity
2 years ago
58:26

aShemaleTube

Sissy Lucy's toy time in chastity

Tags: anal, cage, crossdressing, dick, dildo

Asian Sissy Girl Has Semi-Hard Cock in Cage
6 years ago
0:53

xHamster

Asian Sissy Girl Has Semi-Hard Cock in Cage

Tags: asian, dick, sissy, small tits, solo

This is my second time cumming in Chastity Cage but 1st time using a ButtPlug. This combination got me a wonderfull climax and ruined handsfree ejacul
2 years ago
1:17

ShemaleSin

This is my second time cumming in Chastity Cage but 1st time using a ButtPlug. This combination got me a wonderfull climax and ruined handsfree ejacul

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Sissy out in public flashing her chastity cage and riding a BBC sex tool in front of her block of flats.
2 years ago
6:00

ShemaleSin

Sissy out in public flashing her chastity cage and riding a BBC sex tool in front of her block of flats.

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(3dxChat) Found in a cage
2 years ago
4:17

aShemaleTube

(3dxChat) Found in a cage

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AK fucks a guy in a cage
4 years ago
9:34

TrannyOne

AK fucks a guy in a cage

Tags: bdsm, cage, domination

nylondelux in victoria's secret lace top stocking wang cage. hot striptease and feet show. you can buy full version..
2 years ago
3:00

ShemaleSin

nylondelux in victoria's secret lace top stocking wang cage. hot striptease and feet show. you can buy full version..

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Pornstars: tori lux

Swedish sissy exposed outside hands locked
1 year ago
1:07

aShemaleTube

Swedish sissy exposed outside hands locked

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Rolling on Machines
1 year ago
6:46

PornHub

Rolling on Machines

Tags: amateur, assfucking, bdsm, bondage, hardcore

Femboy Sara Cage lock in chastity and costume in nylons to screw her butt with sextoy to  mind-blowing climax with biggest cum load
2 years ago
3:37

ShemaleSin

Femboy Sara Cage lock in chastity and costume in nylons to screw her butt with sextoy to mind-blowing climax with biggest cum load

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Shemale toying ass hole
2 years ago
10:01

TrannyOne

Shemale toying ass hole

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Piss compilation - sissy, chastity belt, locked, crossdresser, public, in front of girl, cock cage
10 months ago
10:23

TrannyOne

Piss compilation - sissy, chastity belt, locked, crossdresser, public, in front of girl, cock cage

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sissy in v-card , wich looks finer? pinkish box or transparant box?
10 months ago
4:10

KeekAss

sissy in v-card , wich looks finer? pinkish box or transparant box?

Tags: amateur, bdsm, crossdressing, dick, ladyboy

Perfect TS 
9 years ago
9:34

PornHub

Perfect TS 

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Shemale mega-slut in tiny innocence Cage
4 years ago
7:02

ShemaleMovie

Shemale mega-slut in tiny innocence Cage

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3 way with luxurious Tgirls Gigi and April in the cage at a sex club
4 years ago
19:02

ShemaleMovie

3 way with luxurious Tgirls Gigi and April in the cage at a sex club

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danielle et vicki
4 years ago
21:54

VideoSection

danielle et vicki

Tags: anal, big cock, blonde, blowjob, stockings

Tranny in chastity 22 inch Dildo fully in ass
2 years ago
2:45

PornHub

Tranny in chastity 22 inch Dildo fully in ass

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sexy sissy bimbo slut in chastity cage in fitting room
5 years ago
4:52

xHamster

sexy sissy bimbo slut in chastity cage in fitting room

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Sophie, a sissy in front of the hypermarket with cage
3 years ago
0:50

xHamster

Sophie, a sissy in front of the hypermarket with cage

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Sissy Maid Squirts through Her Cage
4 years ago
32:52

ShemaleZ

Sissy Maid Squirts through Her Cage

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Sissy Crossdresser in corset and heels fucking her ass with dildo
3 years ago
3:32

PornHub

Sissy Crossdresser in corset and heels fucking her ass with dildo

Tags: anal, ass, solo, stockings, transsexual

Kitten
4 years ago
22:19

PornHub

Kitten

Tags: cage, fetish, spanking, transsexual

Sissy and the City (part 1 - Upskirt & Flashing Cock Cage)
2 years ago
15:00

PornHub

Sissy and the City (part 1 - Upskirt & Flashing Cock Cage)

Tags: anal, cumshot, dick, fetish, solo

Sissy Screws herself to Handsfree Sissygasm in V-Card Box
3 years ago
5:05

KeekAss

Sissy Screws herself to Handsfree Sissygasm in V-Card Box

Tags: anal, hd, masturbation, solo, stockings