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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Chastity Cage Locked Sissy Fucking Toys
2 years ago
7:45

ShemaleZ

Chastity Cage Locked Sissy Fucking Toys

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Cute Trans Girl had to Cum Twice after her First Time in Chastity
1 year ago
40:47

PornHub

Cute Trans Girl had to Cum Twice after her First Time in Chastity

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Sissymia Small Chastity Cage Cumshot
1 year ago
3:05

ShemaleZ

Sissymia Small Chastity Cage Cumshot

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Crossdresser Riding her Dildo Deep and Hard in Chastity
3 years ago
2:48

PornHub

Crossdresser Riding her Dildo Deep and Hard in Chastity

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RebeccaaCD - Butt play in a cage
2 years ago
9:55

PornHub

RebeccaaCD - Butt play in a cage

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Sissygasm without Ejaculation! Nympho Sissy Veronica Taboo fucks herself with everything she gets!
11 months ago
14:09

PornHub

Sissygasm without Ejaculation! Nympho Sissy Veronica Taboo fucks herself with everything she gets!

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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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3 years ago
11:10

ShemaleTaxi

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Machine fucking in chastity cage
1 year ago
8:08

xHamster

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2 years ago
2:46

PornHub

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first-ever SISSYGASM purity Slut Misty Cane Cums in her Cage with vibrating hitachi
1 year ago
8:09

ShemaleTaxi

first-ever SISSYGASM purity Slut Misty Cane Cums in her Cage with vibrating hitachi

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femboy fucks his tight ass with a big dildo in chastity
2 years ago
4:54

PornHub

femboy fucks his tight ass with a big dildo in chastity

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2 years ago
14:40

ShemaleTaxi

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1 year ago
10:15

KeekAss

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1 year ago
0:21

xHamster

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Sissy slut Lori shows off her ass and chastity cage
2 years ago
8:47

xHamster

Sissy slut Lori shows off her ass and chastity cage

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1 year ago
15:33

ShemaleTaxi

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DIVINE TGIRLS - Lean tranny in fishnets nails ginger-haired huge-titted COUGAR
1 year ago
10:00

KeekAss

DIVINE TGIRLS - Lean tranny in fishnets nails ginger-haired huge-titted COUGAR

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Sissy Play with Two Dildos & Cum in Chastity
2 years ago
9:15

PornHub

Sissy Play with Two Dildos & Cum in Chastity

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Sissygasm - Cumming in a very tight cage~
4 years ago
1:51

PornHub

Sissygasm - Cumming in a very tight cage~

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Will you be a good sissy for Trans Goddess Sasha? 🎀 @Sasha_de_Sade on all sites )
10 months ago
1:33

PornHub

Will you be a good sissy for Trans Goddess Sasha? 🎀 @Sasha_de_Sade on all sites )

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This Bad Bitch Behind The Cage Must Be Punished
10 months ago
18:35

ShemaleZ

This Bad Bitch Behind The Cage Must Be Punished

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1 year ago
10:44

ShemaleTaxi

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1 year ago
14:50

ShemaleTaxi

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1 year ago
3:37

PornHub

Anal dildo pleasure till droplets from chastity cage

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11 months ago
13:18

PornHub

Stretching my ass and cumming while riding my new Large stallion dildo

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Horny Crossdresser Fucking Dildo
3 years ago
3:18

PornHub

Horny Crossdresser Fucking Dildo

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Alternative Shemale In Chastity Destroys Ass with Huge Telescopic Dildo
1 year ago
3:15

PornHub

Alternative Shemale In Chastity Destroys Ass with Huge Telescopic Dildo

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Beautiful Ass Milf in cage cum in her mouth
4 years ago
8:21

PornHub

Beautiful Ass Milf in cage cum in her mouth

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1 year ago
7:56

ShemaleTaxi

Asian crossdresser, chastity cage

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3 years ago
3:40

PornHub

Sissy boy ride on big black dildo

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2 years ago
26:53

ShemaleTaxi

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Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages
1 year ago
10:17

KeekAss

Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Anal Invasion from Xxl Sausages

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sissygasm in chastity cage
5 years ago
1:00

aShemaleTube

sissygasm in chastity cage

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Sissy Maid Cums In Chastity Cage
3 years ago
2:16

xHamster

Sissy Maid Cums In Chastity Cage

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3 years ago
6:43

ShemaleTaxi

Spreading, femboi

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First Sissygasm Chastity Slut Misty Cane Cums In Her Cage With Vibrating Wand
1 year ago
7:52

ShemaleZ

First Sissygasm Chastity Slut Misty Cane Cums In Her Cage With Vibrating Wand

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Sissy in slutty mini dress and chastity cage gets ass up to take a full bottle of beer in the ass
1 year ago
3:35

PornHub

Sissy in slutty mini dress and chastity cage gets ass up to take a full bottle of beer in the ass

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2 years ago
11:55

ShemaleTaxi

Milky, trap

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Horny Femboy Slut Fucks a Big BBC Dildo while Locked in Chastity Cage
1 year ago
2:58

xHamster

Horny Femboy Slut Fucks a Big BBC Dildo while Locked in Chastity Cage

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Sissy Lucy gets Pegged in Chastity whilst trying to wash up
3 years ago
2:08

PornHub

Sissy Lucy gets Pegged in Chastity whilst trying to wash up

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Sissy cums, solo
2 years ago
6:42

ShemaleTaxi

Sissy cums, solo

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Sissygasm Cockslut Encaged Instructing Hefty Jizz Flow & Assfuck Masturbating Jessica Bloom
1 year ago
10:46

KeekAss

Sissygasm Cockslut Encaged Instructing Hefty Jizz Flow & Assfuck Masturbating Jessica Bloom

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Ladyboy, convict
2 years ago
9:59

ShemaleTaxi

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crossdresser quick flashing chastity cage outdoors
2 years ago
0:39

PornHub

crossdresser quick flashing chastity cage outdoors

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Sissy training riding a black dildo with my pink chastity cage on
2 years ago
4:17

PornHub

Sissy training riding a black dildo with my pink chastity cage on

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Caged Ass Training Sissy Bimbo Brandynette Lovense Hush 45mm Anal Plug
4 years ago
19:57

PornHub

Caged Ass Training Sissy Bimbo Brandynette Lovense Hush 45mm Anal Plug

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Caged sissy
10 months ago
1:16

aShemaleTube

Caged sissy

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1 year ago
3:54

PornHub

Predicament bondage in ballet hells

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Lisa Controls My Electro Stim Chastity Cage And Dildo Fucks My Ass
3 years ago
14:36

ShemaleZ

Lisa Controls My Electro Stim Chastity Cage And Dildo Fucks My Ass

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Cute Sissy Slut Chasty Cage
3 years ago
6:42

HClips

Cute Sissy Slut Chasty Cage

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Crossdresser Wearing Chastity Cage
2 years ago
0:30

xHamster

Crossdresser Wearing Chastity Cage

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SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training
1 year ago
7:08

PornHub

SISSYGASM without CUMSHOT is the Highest SISSIFICATION Level! Sissy Mistress Veronica Taboo Training

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41# Laury Angel - Anal Comes First, Clit is A Waste Of Time!
2 years ago
2:46

PornHub

41# Laury Angel - Anal Comes First, Clit is A Waste Of Time!

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Chastity cock cage, wig
1 year ago
28:01

ShemaleTaxi

Chastity cock cage, wig

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Día 27 de 26 - Me quito la jaula con la llave y me corro tras 27 días en castidad (Teaser)
3 years ago
5:13

PornHub

Día 27 de 26 - Me quito la jaula con la llave y me corro tras 27 días en castidad (Teaser)

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3 years ago
6:25

ShemaleTaxi

Transgender, oral pleasure

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Levy experiences her first sissygasm while caged: anal play with toys and shemale fun
1 year ago
18:26

ShemaleTaxi

Levy experiences her first sissygasm while caged: anal play with toys and shemale fun

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Edging Herself To Multiple Ruined Orgasms
10 months ago
4:33

PornHub

Edging Herself To Multiple Ruined Orgasms

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Ride on big black coock
3 years ago
2:39

PornHub

Ride on big black coock

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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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Self internal ejaculation "Holy smashing cumslut: Rondango Nikki"
1 year ago
13:25

KeekAss

Self internal ejaculation "Holy smashing cumslut: Rondango Nikki"

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The cage
1 year ago
0:47

xHamster

The cage

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2 years ago
17:32

ShemaleTaxi

Amateur sissy, shemale and shemale

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CROSSDRESSER IN PANTYHOSE AND SHOES WITH a HIGH HEEL IN THE BELT OF PURITY AND NIP CLOTHESPINS
2 years ago
11:55

KeekAss

CROSSDRESSER IN PANTYHOSE AND SHOES WITH a HIGH HEEL IN THE BELT OF PURITY AND NIP CLOTHESPINS

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Cute Blonde Cums RIght Into Her Mouth Through Her Chastity Cage
1 year ago
4:06

xHamster

Cute Blonde Cums RIght Into Her Mouth Through Her Chastity Cage

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Milady Silvia Helena Receive a Mistery Cage
1 year ago
2:46

KeekAss

Milady Silvia Helena Receive a Mistery Cage

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Mr. Hankey's XXL Chorizo N' Eggs Couldn't be contained
1 year ago
1:46

PornHub

Mr. Hankey's XXL Chorizo N' Eggs Couldn't be contained

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Asian maid playing solo part2
1 year ago
10:11

PornHub

Asian maid playing solo part2

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Dungeon space, oral pleasure
1 year ago
10:41

ShemaleTaxi

Dungeon space, oral pleasure

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Skinny shemale in fishnets fucks redhead busty MILF
10 months ago
10:00

its.PORN

Skinny shemale in fishnets fucks redhead busty MILF

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encaged sissy April Diamond getting poked by her fav fuck stick
1 year ago
11:40

KeekAss

encaged sissy April Diamond getting poked by her fav fuck stick

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Sissy get ass dildoed and cum handsfree in chastity cage
3 years ago
6:19

PornHub

Sissy get ass dildoed and cum handsfree in chastity cage

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1 year ago
2:01

PornHub

using my vibrator to cum through my chastity cage

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sissy in chastity cage handjob dildo to orgasm
1 year ago
0:30

aShemaleTube

sissy in chastity cage handjob dildo to orgasm

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2 years ago
1:23

PornHub

Long dildo explorer my sissy ass

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Lewd transgender bunny dress, cosplay in pink leather harness, pink leather garter thong, pink and white striped thing high socks, pink pleated pettic
1 year ago
12:24

ShemaleSin

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Sissy in pink micro bikini filling up her horny hole with three bottles of beer!
1 year ago
7:16

PornHub

Sissy in pink micro bikini filling up her horny hole with three bottles of beer!

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1 year ago
1:36

xHamster

Great ass tranny in cage

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Trans officer Drika Lima engages in hardcore bareback sex with an inmate behind prison bars
1 year ago
15:15

ShemaleTaxi

Trans officer Drika Lima engages in hardcore bareback sex with an inmate behind prison bars

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Blondie Sissy Dual Intrusion
3 years ago
13:31

KeekAss

Blondie Sissy Dual Intrusion

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Sissification Training "HOW to PUT CHASTITY ON?" Sissy Teacher Veronica Taboo explains and shows!
1 year ago
9:01

PornHub

Sissification Training "HOW to PUT CHASTITY ON?" Sissy Teacher Veronica Taboo explains and shows!

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Sissy in chastity and pink dress filling up her ass with two beers
1 year ago
4:41

PornHub

Sissy in chastity and pink dress filling up her ass with two beers

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Outdoor exhibition day for a sissy, sex in her chastity cage
9 months ago
10:10

xHamster

Outdoor exhibition day for a sissy, sex in her chastity cage

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Slave Pig Exposed Outdoor Sounding Nettle In Urethra Penis Cage Bdsm Cbt
11 months ago
4:47

ShemaleZ

Slave Pig Exposed Outdoor Sounding Nettle In Urethra Penis Cage Bdsm Cbt

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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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4 years ago
20:55

ShemaleMovie

kinky prison guard pokes asian shemale

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Wearing Tght Chastity Cage and Please Penis with a Vibrator Until Released and Fuck Sex Toy Pussy
1 year ago
5:51

PornHub

Wearing Tght Chastity Cage and Please Penis with a Vibrator Until Released and Fuck Sex Toy Pussy

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11 months ago
8:10

PornHub

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How to become sissy
1 year ago
8:23

KeekAss

How to become sissy

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Amateur crossdresser wears hard-on cage and suspenders outside in lingerie and stockings
1 year ago
9:14

ShemaleTaxi

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3 years ago
6:00

ShemaleTaxi

Opened up, transgender princess

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1 year ago
7:35

ShemaleTaxi

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11 months ago
10:32

xHamster

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1 year ago
16:35

KeekAss

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@Ava_Adora DESTROYING her BOOTY 🍑🔥 on Wachabate (Free Cams)
1 year ago
7:40

aShemaleTube

@Ava_Adora DESTROYING her BOOTY 🍑🔥 on Wachabate (Free Cams)

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chastity cage instruction
3 years ago
1:45

ShemaleSin

chastity cage instruction

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She Gets Relentlessly Fucked To An Explosive Orgasm
2 years ago
4:46

PornHub

She Gets Relentlessly Fucked To An Explosive Orgasm

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Flat Chested Sissy In Chastity Cage Sucks And Rides Bareback Cock
11 months ago
8:22

ShemaleZ

Flat Chested Sissy In Chastity Cage Sucks And Rides Bareback Cock

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New vagina sex toy got fucked very hard to please dick after release from chastity
1 year ago
8:05

PornHub

New vagina sex toy got fucked very hard to please dick after release from chastity

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sissy in chastity , wich looks better? pink cage or transparant cage?
10 months ago
4:10

xHamster

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4 months ago
2:20

ShemaleSin

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Beach or bi-atch apparel ?
11 months ago
2:33

KeekAss

Beach or bi-atch apparel ?

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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

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The black monster breaks out, squirt
6 years ago
10:13

PornHub

The black monster breaks out, squirt

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Sissy in micro chastity cage shoving two bananas up her ass. Sissy in body stockings.
3 years ago
6:17

PornHub

Sissy in micro chastity cage shoving two bananas up her ass. Sissy in body stockings.

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6 years ago
9:01

aShemaleTube

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3 years ago
9:22

ShemaleTaxi

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Big Butt Femboi Sloppy Anal With CREAMPIE Dildo 4K
1 year ago
3:42

PornHub

Big Butt Femboi Sloppy Anal With CREAMPIE Dildo 4K

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Caged Sissy Cums Multiple Time from Anal
2 years ago
1:54

ShemaleSin

Caged Sissy Cums Multiple Time from Anal

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Shemale In Purple Stockings Rides On Huge Dildo And Cums In Cage!
11 months ago
11:09

ShemaleZ

Shemale In Purple Stockings Rides On Huge Dildo And Cums In Cage!

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Gagged Young Sissy Has Huge Sissygasm
7 months ago
3:08

PornHub

Gagged Young Sissy Has Huge Sissygasm

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Sissy Crossdresser locking up her clitty
1 year ago
2:27

aShemaleTube

Sissy Crossdresser locking up her clitty

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misr4 - chastity cage anal nipple sissygasms
9 months ago
12:48

xHamster

misr4 - chastity cage anal nipple sissygasms

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Tranny seduces guy in cage
4 years ago
4:55

ShemaleZ

Tranny seduces guy in cage

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Natalie Mars: Ask and Ye Shall Receive an Ass Fucking!
5 years ago
12:43

PornHub

Natalie Mars: Ask and Ye Shall Receive an Ass Fucking!

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After being locked and denied for 60 days my Dominatrix-Bitch generously allowed me to cum in my cage ruining it! It felt so weird after so much time,
10 months ago
5:12

ShemaleSin

After being locked and denied for 60 days my Dominatrix-Bitch generously allowed me to cum in my cage ruining it! It felt so weird after so much time,

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Real Sissy Maid Service DUSTING
11 months ago
0:58

xHamster

Real Sissy Maid Service DUSTING

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Submissive Shebabe Thrown In Cage After Gagging Master Cock
10 months ago
5:30

ShemaleZ

Submissive Shebabe Thrown In Cage After Gagging Master Cock

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

ShemaleSin

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

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SMALL TEEN SISSY CROSSDRESSER GAPES ASS AND PLAYS WITH CUM 4k
2 years ago
8:23

PornHub

SMALL TEEN SISSY CROSSDRESSER GAPES ASS AND PLAYS WITH CUM 4k

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Sissy Squirts spunk firm in innocence Cage With Vibrator
1 year ago
6:28

ShemaleTaxi

Sissy Squirts spunk firm in innocence Cage With Vibrator

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taniax sissy training
1 year ago
2:12

aShemaleTube

taniax sissy training

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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?

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Sissy Maid Self Restrain Bondage Electro Penalty
10 months ago
36:35

KeekAss

Sissy Maid Self Restrain Bondage Electro Penalty

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HERMAPHRODITISM x Doll - SUCKY-SUCKY Part1
4 years ago
2:59

KeekAss

HERMAPHRODITISM x Doll - SUCKY-SUCKY Part1

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Daily evening training with my dildo
2 years ago
1:14

PornHub

Daily evening training with my dildo

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TS Hucow Sissy in Chastity Sex Toy Climax - BIMBO Floozy Makes a CUMMY MESS in Her Cage!
2 years ago
5:54

ShemaleSin

TS Hucow Sissy in Chastity Sex Toy Climax - BIMBO Floozy Makes a CUMMY MESS in Her Cage!

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2 years ago
16:24

aShemaleTube

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cage with toy
1 year ago
3:15

aShemaleTube

cage with toy

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Chastity Anal Orgasms With Massive Dildos Sissy Jessica Bloom
7 months ago
8:49

ShemaleSin

Chastity Anal Orgasms With Massive Dildos Sissy Jessica Bloom

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Noir Sissy’s Leather Cage
1 year ago
0:25

ShemaleSin

Noir Sissy’s Leather Cage

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sissy walks around in denim mini petticoat and shows her butt and wang in her chastity cage
8 months ago
2:55

ShemaleSin

sissy walks around in denim mini petticoat and shows her butt and wang in her chastity cage

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Teasing my sissy while she is caged. Part 1
1 year ago
6:49

TrannyOne

Teasing my sissy while she is caged. Part 1

Tags: amateur, bdsm, cage, crossdressing, dick, femdom, humiliation

Sissy cum in inverted chastity cage after being denied for 60 days
10 months ago
5:12

xHamster

Sissy cum in inverted chastity cage after being denied for 60 days

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Cock Cage Guide How to Put on Chastity Device Clit Cage
1 year ago
9:00

aShemaleTube

Cock Cage Guide How to Put on Chastity Device Clit Cage

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Encaged, deep anal
10 months ago
5:23

ShemaleTaxi

Encaged, deep anal

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Sissy slut dildo fack to creampie
2 years ago
17:26

PornHub

Sissy slut dildo fack to creampie

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Plastic Ladyboy Biotch in V-Card Rails Enormous Fuck Sticks
3 years ago
18:49

KeekAss

Plastic Ladyboy Biotch in V-Card Rails Enormous Fuck Sticks

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Sissy CD riding dildo in chastity
3 years ago
7:30

PornHub

Sissy CD riding dildo in chastity

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Horny Latex Slut Locked In The Inverted Chastity Cage
11 months ago
2:31

xHamster

Horny Latex Slut Locked In The Inverted Chastity Cage

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JUST A TRAILLER- Crossdresser Jessie Ebony, first night with my Chastity cage!!! Clothed as a Leopard Gurl and screwing vibrator unfathomable!! I take
2 years ago
1:53

ShemaleSin

JUST A TRAILLER- Crossdresser Jessie Ebony, first night with my Chastity cage!!! Clothed as a Leopard Gurl and screwing vibrator unfathomable!! I take

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femboy cums from anal during the time that using a chastity cage
1 year ago
0:56

ShemaleSin

femboy cums from anal during the time that using a chastity cage

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Tranny piss in chastity cage
1 year ago
2:40

aShemaleTube

Tranny piss in chastity cage

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Transvesti First chastity cage
2 years ago
9:21

aShemaleTube

Transvesti First chastity cage

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harness gag belted to ceiling.. arms secured in box armbinder.. knees thonged jointly with magic wand crammed up beneath me balls whilst a metallic sp
9 months ago
18:39

ShemaleSin

harness gag belted to ceiling.. arms secured in box armbinder.. knees thonged jointly with magic wand crammed up beneath me balls whilst a metallic sp

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Twitter- MJChastitySissy Pursue ME:)Sissy Mara Jade teaches us how to Put on a Metal chastity cage that too comes with an 8mm urethral tubing to pit U
2 years ago
5:18

ShemaleSin

Twitter- MJChastitySissy Pursue ME:)Sissy Mara Jade teaches us how to Put on a Metal chastity cage that too comes with an 8mm urethral tubing to pit U

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Cage & Dildo for JOI
3 years ago
8:49

aShemaleTube

Cage & Dildo for JOI

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Sissy Bitch Mindy Dancing at the adult toy store, showing off her chastity cage and checking out all the large Dildos for sale.
7 months ago
3:57

ShemaleSin

Sissy Bitch Mindy Dancing at the adult toy store, showing off her chastity cage and checking out all the large Dildos for sale.

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TS dom lets sub out of cage for anal fucking
3 years ago
9:45

BeMyHole

TS dom lets sub out of cage for anal fucking

Tags: anal, barebacking, brunette, cage, couple, doggystyle, domination

SisK on daddy's princess pajamas pissing
3 years ago
0:34

PornHub

SisK on daddy's princess pajamas pissing

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Shemale Dominatrix And Her Submissive Sexslaves
11 years ago
4:00

FlyFlv

Shemale Dominatrix And Her Submissive Sexslaves

Tags: bdsm, blonde, blowjob, bondage, cage, dominatrix, licking

Sissy Ravaging her Culo Rock Hard with Fuck Stick (nearly Gets Total Inwards)
3 years ago
5:17

KeekAss

Sissy Ravaging her Culo Rock Hard with Fuck Stick (nearly Gets Total Inwards)

Tags: amateur, anal, anal toying, assfucking, cage, crossdressing, dildo

Ashtray Pig - Rough Pegging for Miss Piggy
1 year ago
3:10

aShemaleTube

Ashtray Pig - Rough Pegging for Miss Piggy

Tags: anal, ass, cage, dildo, femdom, gaping hole, hardcore

SISSY LOCKED IN CHASTITY PERMANENT CHASTITY CUM SOLELY IN THE CHASTITY CAGE
2 years ago
11:26

ShemaleSin

SISSY LOCKED IN CHASTITY PERMANENT CHASTITY CUM SOLELY IN THE CHASTITY CAGE

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LilxJanexT shows her Feet off and gives Monster Dildo a Footjob
1 year ago
8:40

PornHub

LilxJanexT shows her Feet off and gives Monster Dildo a Footjob

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

TrannyOne

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

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Sissyjune_69 maid outfit
2 years ago
2:28

PornHub

Sissyjune_69 maid outfit

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Howdy, this is my 3rd movie where u can watch my premature climax that i got in just 22 seconds of using magic wand and chastity cage. I was thinking
2 years ago
0:59

ShemaleSin

Howdy, this is my 3rd movie where u can watch my premature climax that i got in just 22 seconds of using magic wand and chastity cage. I was thinking

Tags: anal, bondage, cage, cum, cumshot, fetish, ladyboy

Goth sissy playing in chastity
3 years ago
7:35

PornHub

Goth sissy playing in chastity

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Outdoor fun with a buttplug while in chastity
1 year ago
6:02

PornHub

Outdoor fun with a buttplug while in chastity

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Try and Try but I dont cum in the cage
4 years ago
26:21

ShemaleZ

Try and Try but I dont cum in the cage

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Sissygasm in chastity and swallow
2 years ago
5:05

PornHub

Sissygasm in chastity and swallow

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trying the green screen anew with me fresh christmas present to me.. leather suspension harness...leather chastity strap bound to chains pulling on bi
2 years ago
9:47

ShemaleSin

trying the green screen anew with me fresh christmas present to me.. leather suspension harness...leather chastity strap bound to chains pulling on bi

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Sissy's Cute Little Chastity Cage Bounces Up & Down As That Babe RIdes Large Weenie
2 years ago
3:38

ShemaleSin

Sissy's Cute Little Chastity Cage Bounces Up & Down As That Babe RIdes Large Weenie

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No tears shed over spilled milk, ruined orgasm
11 months ago
0:35

PornHub

No tears shed over spilled milk, ruined orgasm

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Cumming & Squirting
10 months ago
2:07

xHamster

Cumming & Squirting

Tags: amateur, anal, cage, clit, compilation, cum, dildo

Hands Free Anal Orgasm Sissygasm Cumpilation 9
8 months ago
5:18

PornHub

Hands Free Anal Orgasm Sissygasm Cumpilation 9

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Boinked Rigid On All 4s Till Her Prize
5 months ago
4:55

KeekAss

Boinked Rigid On All 4s Till Her Prize

Tags: amateur, anal, cage, crossdressing, cum, cumshot, hardcore

First time fucking a StarDust Dragon Amarok from Fantasy Grove!! SHAKING CUM!!!
1 year ago
11:38

PornHub

First time fucking a StarDust Dragon Amarok from Fantasy Grove!! SHAKING CUM!!!

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Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom
2 years ago
10:34

PornHub

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

Tags: amateur, anal, babe, beauty, big cock, british, cage

Culo to gullet penetrate sissy
7 months ago
3:59

KeekAss

Culo to gullet penetrate sissy

Tags: amateur, anal, ass to mouth, asslick, big ass, big tits, cage

Black Bull Fucking A Fat Caged Crossdressing Slut
2 years ago
2:13

TrannyOne

Black Bull Fucking A Fat Caged Crossdressing Slut

Tags: amateur, anal, anus, ass, barebacking, black, booty

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: amateur, cage, dick, shemale, sissy, small tits, solo

Holy sissygasm's batman, that was literally also effortless.  It took less than five minutes to sissygasm after I posted a story saying that was
3 years ago
3:08

ShemaleSin

Holy sissygasm's batman, that was literally also effortless. It took less than five minutes to sissygasm after I posted a story saying that was

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Rolling on Machines
1 year ago
6:46

PornHub

Rolling on Machines

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Dani rides to caged sissygasm clip
9 months ago
0:41

aShemaleTube

Dani rides to caged sissygasm clip

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chastity cage on her cock oriental shemale orgy fucked
2 years ago
8:37

aShemaleTube

chastity cage on her cock oriental shemale orgy fucked

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Femboy flat Chastity sounding
3 months ago
1:11

xHamster

Femboy flat Chastity sounding

Tags: amateur, asian, cage, dick, fetish, hardcore, hd