Cutie cums in chastity for the first time đź’—
25 days ago
9:27

aShemaleTube

Cutie cums in chastity for the first time đź’—

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Sissy Slut
3 years ago
0:37

aShemaleTube

Sissy Slut

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Compilation of Innocence: Trans and Sissy Nymphs Controlled and Drilled
6 months ago
9:50

ShemaleTaxi

Compilation of Innocence: Trans and Sissy Nymphs Controlled and Drilled

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Sissy in chastity heels and nylons.
5 years ago
2:55

aShemaleTube

Sissy in chastity heels and nylons.

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Cage and dildo
1 year ago
19:37

JizzBunker

Cage and dildo

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Amateur sissy crossdresser shows off her body
1 year ago
7:16

aShemaleTube

Amateur sissy crossdresser shows off her body

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Une trans soumise en cage de chasteté se fait pénétrer avec un gode vibrant !
11 months ago
5:13

ShemaleSin

Une trans soumise en cage de chasteté se fait pénétrer avec un gode vibrant !

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My fresh toy lastly arrived so I just had to give it a ride, literally.. My boypussy is getting greater amount and greater amount used to the stretchi
2 months ago
6:41

ShemaleSin

My fresh toy lastly arrived so I just had to give it a ride, literally.. My boypussy is getting greater amount and greater amount used to the stretchi

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Submissive ladyboy fucked by kinky dude
1 year ago
6:26

aShemaleTube

Submissive ladyboy fucked by kinky dude

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Armbinder Tied To Chastity Cage Sissy Maid Self Bondage
2 years ago
8:00

getTranny

Armbinder Tied To Chastity Cage Sissy Maid Self Bondage

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Futanari cybernetic angel enjoys a steamy session with a gorgeous ebony babe in a futuristic laboratory
11 months ago
11:50

ShemaleTaxi

Futanari cybernetic angel enjoys a steamy session with a gorgeous ebony babe in a futuristic laboratory

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Handsfree Jizz flow Compilation - Chastity Cage and Ass Plug
9 months ago
7:22

ShemaleSin

Handsfree Jizz flow Compilation - Chastity Cage and Ass Plug

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sissygasm caged
11 months ago
3:17

aShemaleTube

sissygasm caged

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Sissy Intro at home and pleasant BBC Sextoy
2 months ago
13:00

ShemaleSin

Sissy Intro at home and pleasant BBC Sextoy

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1 year ago
24:15

JizzBunker

Lizzy Yum July 2022 5 levitation Hz hang inside cage electro pussy anal hook twist nipple pump

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my husband turns his pathetic cock into a pretty pussy
1 year ago
9:04

TrannyOne

my husband turns his pathetic cock into a pretty pussy

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Does pink make me look girly?
7 months ago
0:33

aShemaleTube

Does pink make me look girly?

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French teen TS fucked in bdsm and chastity cage by Actorfab
5 months ago
11:31

aShemaleTube

French teen TS fucked in bdsm and chastity cage by Actorfab

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Vibrator, spunking
4 months ago
8:30

ShemaleTaxi

Vibrator, spunking

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Sissy BNWO whilst get banged by sex maschine
10 days ago
11:17

ShemaleSin

Sissy BNWO whilst get banged by sex maschine

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My earliest purchase - a cage that was too small! Escaped in no time! The disappointment of a useless little package
1 year ago
9:43

ShemaleTaxi

My earliest purchase - a cage that was too small! Escaped in no time! The disappointment of a useless little package

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Sissy Mindy Chastity Cage Vibrations
1 year ago
2:33

xHamster

Sissy Mindy Chastity Cage Vibrations

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Charlotte Suck and Fuck
1 year ago
1:34

xHamster

Charlotte Suck and Fuck

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3 years ago
13:58

ShemaleSin

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Sexy ebony babe pounded rough by a futuristic shemale in the intergalactic jail
11 months ago
10:22

ShemaleTaxi

Sexy ebony babe pounded rough by a futuristic shemale in the intergalactic jail

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Anal Pounding in Cage with Mistresse Lunatika
1 year ago
1:43

ShemaleSin

Anal Pounding in Cage with Mistresse Lunatika

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Femdom Mistresse screws Sissy doxy butt, Chastity cage ???? @Sasha_de_Sade & @Saskia_de_Sade
11 months ago
0:38

ShemaleSin

Femdom Mistresse screws Sissy doxy butt, Chastity cage ???? @Sasha_de_Sade & @Saskia_de_Sade

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I locked sissy charlotte in an E-Stim chastity cage to zap her sissy clitty while pegging her taut sissy vagina. That Babe takes it all and craves gre
2 years ago
9:07

ShemaleSin

I locked sissy charlotte in an E-Stim chastity cage to zap her sissy clitty while pegging her taut sissy vagina. That Babe takes it all and craves gre

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Beautiful blonde bitch caged
4 months ago
0:49

aShemaleTube

Beautiful blonde bitch caged

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Sissy maid4
1 year ago
2:03

KeekAss

Sissy maid4

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Pinned Sissy Jacking Like A Great Gal Till She Leaks
1 year ago
4:09

KeekAss

Pinned Sissy Jacking Like A Great Gal Till She Leaks

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Crossdresser sissy maid endures strict restroom bondage predicament
4 months ago
29:44

ShemaleMovie

Crossdresser sissy maid endures strict restroom bondage predicament

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Crossdresser Astolfo can finnaly open his cage after riding biggest toys for hours
2 years ago
8:10

ShemaleSin

Crossdresser Astolfo can finnaly open his cage after riding biggest toys for hours

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Sissy Delilah Snow at the hotel locked in her pink chastity cage playing with her XXL booty plug hoping to get banged by a real knob. That Babe strech
3 years ago
0:58

ShemaleSin

Sissy Delilah Snow at the hotel locked in her pink chastity cage playing with her XXL booty plug hoping to get banged by a real knob. That Babe strech

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Does this cage look cute below the costume?
1 year ago
1:19

ShemaleSin

Does this cage look cute below the costume?

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TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS
1 year ago
0:53

xHamster

TVROSE CROSSDRESSER SHOWING PINK SISSY CHASTITY CAGE IN BLACK LACE DRESS, STOCKINGS AND FLUFFY WHITE HEELS

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Purity Assfucking Ejaculations With Ample Fuck sticks Sissy Jessica Bloom
1 year ago
8:49

KeekAss

Purity Assfucking Ejaculations With Ample Fuck sticks Sissy Jessica Bloom

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this bad slut behind the cage get to be punished
2 years ago
18:41

ShemaleSin

this bad slut behind the cage get to be punished

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twenty feet up on a warehouse rack and made to perform.
3 years ago
19:47

ShemaleSin

twenty feet up on a warehouse rack and made to perform.

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Preview: 1st time wearing a cage was intensive
2 years ago
0:52

ShemaleSin

Preview: 1st time wearing a cage was intensive

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See my sissy backside ravaged by a long fake penis while I'm in innocence
1 year ago
3:30

KeekAss

See my sissy backside ravaged by a long fake penis while I'm in innocence

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Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
4 months ago
2:19

xHamster

Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying

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This Babe likes showing off her clitty so u know that this babe is willing to get screwed
3 years ago
3:12

ShemaleSin

This Babe likes showing off her clitty so u know that this babe is willing to get screwed

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Squirting and cumming on my feet through my flat cagee
22 days ago
1:25

aShemaleTube

Squirting and cumming on my feet through my flat cagee

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See Anna play with her beloved sex-toy in hawt underware and a wang cage until that babe explodes .
2 years ago
7:34

ShemaleSin

See Anna play with her beloved sex-toy in hawt underware and a wang cage until that babe explodes .

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PT2 Chastity cage solo plays and cum
6 years ago
2:29

aShemaleTube

PT2 Chastity cage solo plays and cum

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using a vibrator on my clit cage and butt plug and flogging myself
1 year ago
3:46

xHamster

using a vibrator on my clit cage and butt plug and flogging myself

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Sissy bitch Delilah Snow uses a massive schlong sex-toy whilst wearing a pink chastity cage. This Babe's so lewd pre cum oozes. That Babe's
3 years ago
2:01

ShemaleSin

Sissy bitch Delilah Snow uses a massive schlong sex-toy whilst wearing a pink chastity cage. This Babe's so lewd pre cum oozes. That Babe's

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Sissy with big ass in fishnet showing her ass and cock in chastity cage
1 year ago
5:46

xHamster

Sissy with big ass in fishnet showing her ass and cock in chastity cage

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Inflatable ass plug fastened in place, two liters of warm water willing to fill Sissy Maids filthy arse, shackled with timer padlock to the water clos
3 years ago
13:27

ShemaleSin

Inflatable ass plug fastened in place, two liters of warm water willing to fill Sissy Maids filthy arse, shackled with timer padlock to the water clos

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Muscle Latin slavemaster Draven Navarro feeds TS pussycat Pixi Craving in cage then screws her in throat and binds and anal screws her with large dick
3 years ago
5:11

ShemaleSin

Muscle Latin slavemaster Draven Navarro feeds TS pussycat Pixi Craving in cage then screws her in throat and binds and anal screws her with large dick

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Sissy Showing chastity cage and drubbing herself
2 years ago
1:31

ShemaleSin

Sissy Showing chastity cage and drubbing herself

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Wang elimination - successful. Ramrod has been successfully transformed into a clitty
2 years ago
0:48

ShemaleSin

Wang elimination - successful. Ramrod has been successfully transformed into a clitty

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Sissy Lili put a chastity cage and teases u with it. Little sissy whiteboy clitoris put in chastity. Tranny wang in chastity cage teasing
3 years ago
2:04

ShemaleSin

Sissy Lili put a chastity cage and teases u with it. Little sissy whiteboy clitoris put in chastity. Tranny wang in chastity cage teasing

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Dec 26th 2021
3 years ago
16:31

ShemaleSin

Dec 26th 2021

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I spend twenty minutes riding my 2 beloved dildos having multiple anal orgasms with my knob in a chastity cage, until I can't resist taking it of
3 years ago
10:31

ShemaleSin

I spend twenty minutes riding my 2 beloved dildos having multiple anal orgasms with my knob in a chastity cage, until I can't resist taking it of

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Nov 12th 2022
2 years ago
11:40

ShemaleSin

Nov 12th 2022

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Sissy crossdresser CD TS tg in venom mask and chastity cage puts on heels fixes nylons feet trans
2 months ago
2:08

ShemaleSin

Sissy crossdresser CD TS tg in venom mask and chastity cage puts on heels fixes nylons feet trans

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Anal Sissygasm Chastity Cage
6 months ago
0:22

ShemaleSin

Anal Sissygasm Chastity Cage

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Hot little tranny shaking and squirting in a her pink chastity cage using her wand to sissygasm
3 months ago
1:18

ShemaleSin

Hot little tranny shaking and squirting in a her pink chastity cage using her wand to sissygasm

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Unlocking and railing my gimp
1 year ago
5:55

KeekAss

Unlocking and railing my gimp

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Cute Trans Beauty Spends her 1St Time in Chastity Cage Riding Dragon Cock
3 years ago
8:27

ShemaleSin

Cute Trans Beauty Spends her 1St Time in Chastity Cage Riding Dragon Cock

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Chastity Cage from 1970Madness
2 years ago
15:27

ShemaleSin

Chastity Cage from 1970Madness

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Hot Succubus Teaches u How to Suck and Bang like a Wonderful Sissy Floozy
2 years ago
2:06

ShemaleSin

Hot Succubus Teaches u How to Suck and Bang like a Wonderful Sissy Floozy

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Sissy takes biggest anal sex-toy close up gape ts tg cd cross dresser chastity cage fishnets
2 months ago
1:27

ShemaleSin

Sissy takes biggest anal sex-toy close up gape ts tg cd cross dresser chastity cage fishnets

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i got rly close to sissygasm but couldnt take it any longer so i took of the cage
1 year ago
1:04

ShemaleSin

i got rly close to sissygasm but couldnt take it any longer so i took of the cage

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2025 First Hotel visit pt 2
6 months ago
5:17

aShemaleTube

2025 First Hotel visit pt 2

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Sissy in chastity cage masturbates with sex-toy Hey! Really, my name is Tony, but for u, I'll be a excited sissy doxy Linda! I like wearing hawt
1 year ago
6:58

ShemaleSin

Sissy in chastity cage masturbates with sex-toy Hey! Really, my name is Tony, but for u, I'll be a excited sissy doxy Linda! I like wearing hawt

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Crossdresser servitude, e-stim chastity cage & buttplug, trembling climax
4 years ago
23:29

ShemaleSin

Crossdresser servitude, e-stim chastity cage & buttplug, trembling climax

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Sissy cums in a cage
4 years ago
6:34

ShemaleSin

Sissy cums in a cage

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Pounding hard and unfathomable with chocolate sex-toy,8 inches,is how a sissy feels valuable ,Don't forget educate yourself always in tiny chasti
1 year ago
5:16

ShemaleSin

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Captive TS Uncaged for Bareback Sex and Facial
4 years ago
7:00

ShemaleSin

Captive TS Uncaged for Bareback Sex and Facial

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Peed in my real sewing nylons and wear an electric cage
6 months ago
6:27

ShemaleSin

Peed in my real sewing nylons and wear an electric cage

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Sissy in flat chastity cage anal masturbation HD
3 years ago
1:52

ShemaleSin

Sissy in flat chastity cage anal masturbation HD

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Sissy Kenzie Star turns into a filthy anal slut - getting her tight hole filled and stretched wide!
11 months ago
6:11

ShemaleTaxi

Sissy Kenzie Star turns into a filthy anal slut - getting her tight hole filled and stretched wide!

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TEEN FEMBOY CROSSDRESSER CUMS IN CHASITY CAGE
4 years ago
11:49

ShemaleSin

TEEN FEMBOY CROSSDRESSER CUMS IN CHASITY CAGE

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Trans in chastity cage playing with a sex-toy (no release)
1 year ago
4:03

ShemaleSin

Trans in chastity cage playing with a sex-toy (no release)

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Squeezing a knob into a micro cage
2 years ago
11:40

ShemaleSin

Squeezing a knob into a micro cage

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Restrained sissy in chastity cage and anal plug eagerly awaiting intense pounding
1 year ago
6:03

ShemaleTaxi

Restrained sissy in chastity cage and anal plug eagerly awaiting intense pounding

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TVROSE CROSSDRESSER IN BLACK NET DRESS WITH PINK SISSY CAGE
1 year ago
0:22

xHamster

TVROSE CROSSDRESSER IN BLACK NET DRESS WITH PINK SISSY CAGE

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A aged sissy faggot ride her giant sex-toy and gape her butt gap ewaring her little chastity cage to have a sissygasm
2 years ago
3:30

ShemaleSin

A aged sissy faggot ride her giant sex-toy and gape her butt gap ewaring her little chastity cage to have a sissygasm

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3 years ago
11:08

ShemaleSin

sissy cums in her cage to white extinction BBC loser porn Breed ebony Beauty scarlett Ebony

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Sissy crossdresser in nylons and high heels and pink chastity cage whore banging her butt with a sextoy. Have pleasure! :)
4 years ago
4:34

ShemaleSin

Sissy crossdresser in nylons and high heels and pink chastity cage whore banging her butt with a sextoy. Have pleasure! :)

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Feb 2nd 2023
2 years ago
12:39

ShemaleSin

Feb 2nd 2023

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Putting on a show for the guys on the webcam show playing in chastity - a favourite of mine, how about u?  I'm all disappointed from the cage, bu
3 years ago
4:58

ShemaleSin

Putting on a show for the guys on the webcam show playing in chastity - a favourite of mine, how about u? I'm all disappointed from the cage, bu

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cum in penis cage barefoot cum play
4 months ago
2:54

xHamster

cum in penis cage barefoot cum play

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Cage loser, u stay locked up - during the time that I’m masturbating! Shemale JOI
7 months ago
1:16

ShemaleSin

Cage loser, u stay locked up - during the time that I’m masturbating! Shemale JOI

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Kinky Latex Maid in Chastity Cage
1 year ago
0:32

ShemaleSin

Kinky Latex Maid in Chastity Cage

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Early sissy days
2 years ago
0:36

aShemaleTube

Early sissy days

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Sissy in self bondage with time lock and chasity cage + BONUS Video - ElisaSecrets69
1 year ago
6:43

xHamster

Sissy in self bondage with time lock and chasity cage + BONUS Video - ElisaSecrets69

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Sir Rob, Mrs Samantha and Shemales Lumina and Marina have some pleasure initiating a recent S&M iron cage athletic by Lumina to lock up Marina and
3 years ago
25:21

ShemaleSin

Sir Rob, Mrs Samantha and Shemales Lumina and Marina have some pleasure initiating a recent S&M iron cage athletic by Lumina to lock up Marina and

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Sissy Jayana Cums In Her Cage And Licks Her Fingers Clean!
4 years ago
0:47

ShemaleSin

Sissy Jayana Cums In Her Cage And Licks Her Fingers Clean!

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Femboy in ebony chastity cage is playing with vibrator
2 years ago
3:42

ShemaleSin

Femboy in ebony chastity cage is playing with vibrator

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shemale sissy anal chastity cage climax squirts
3 years ago
14:09

ShemaleSin

shemale sissy anal chastity cage climax squirts

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Lisa proceeds to feminize well with cock cage & exercises every single day her analpussy with big sex toy for the constant readiness of a tail. Li
1 year ago
3:51

ShemaleSin

Lisa proceeds to feminize well with cock cage & exercises every single day her analpussy with big sex toy for the constant readiness of a tail. Li

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chastity cage
3 years ago
8:10

ShemaleSin

chastity cage

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FTM chastity cage + soaked vagina
40 days ago
1:32

ShemaleSin

FTM chastity cage + soaked vagina

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Sissy Trains Herself with BBC Dildo
2 years ago
6:12

aShemaleTube

Sissy Trains Herself with BBC Dildo

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Sissy Luxiana in chastity cage and sextoy
2 years ago
25:04

ShemaleSin

Sissy Luxiana in chastity cage and sextoy

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Femboy SuperSubbySoup uses vibrator and Bad Dragon Dildo to cum while wearing chastity cage
2 years ago
2:17

aShemaleTube

Femboy SuperSubbySoup uses vibrator and Bad Dragon Dildo to cum while wearing chastity cage

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Mar 2nd 2022
3 years ago
18:59

ShemaleSin

Mar 2nd 2022

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21250127
6 months ago
24:10

aShemaleTube

21250127

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Headmistress is going to let me out of my chastity dick cage this day! But to do so I 1st have to lick up her spit, lick her feet clean of sweat and t
6 months ago
5:35

ShemaleSin

Headmistress is going to let me out of my chastity dick cage this day! But to do so I 1st have to lick up her spit, lick her feet clean of sweat and t

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Gorgeous trans woman enjoys anal play with toys
8 months ago
10:01

ShemaleMovie

Gorgeous trans woman enjoys anal play with toys

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Trans Beauties - Doms Crystal Thayer & Lauren Phillips Put A Leash & A Chastity Cage On Tony Orlando
3 years ago
10:00

ShemaleSin

Trans Beauties - Doms Crystal Thayer & Lauren Phillips Put A Leash & A Chastity Cage On Tony Orlando

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Sara cage in this episode redhead sissy saracage do anal bang with sex-toy and then begin jerking dong with oral sex till take cum in throat and face.
3 years ago
4:32

ShemaleSin

Sara cage in this episode redhead sissy saracage do anal bang with sex-toy and then begin jerking dong with oral sex till take cum in throat and face.

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HAWT SISSY ANAL SEX-TOY AND CHASTITY CAGE PLAY
2 years ago
6:43

ShemaleSin

HAWT SISSY ANAL SEX-TOY AND CHASTITY CAGE PLAY

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Real Sissy Mindy Maid Service cleaning mirrors
1 year ago
4:27

xHamster

Real Sissy Mindy Maid Service cleaning mirrors

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Sissygasm in Chastity Cage
2 years ago
6:16

ShemaleSin

Sissygasm in Chastity Cage

Tags: amateur, cage, cum, cumshot, fetish, german, masturbation

lustful german trans beauty cums whilst being locked up in chastity cage - solo - Emily Adaire trailer
3 years ago
4:24

ShemaleSin

lustful german trans beauty cums whilst being locked up in chastity cage - solo - Emily Adaire trailer

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Sissy Lucy Loced down in metal chastity and chains
2 years ago
10:58

TrannyOne

Sissy Lucy Loced down in metal chastity and chains

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Happy Locktober no more hands on my clit
10 months ago
2:47

xHamster

Happy Locktober no more hands on my clit

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Imágenes de transexuales, cage chastity otro movie scene sobre los deseos reprimidos que sientes
4 years ago
7:20

ShemaleSin

Imágenes de transexuales, cage chastity otro movie scene sobre los deseos reprimidos que sientes

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Sissy Crossdresser in Chastity Cage has Climax for Sex Toy
3 years ago
3:09

ShemaleSin

Sissy Crossdresser in Chastity Cage has Climax for Sex Toy

Tags: amateur, cage, crossdressing, cumshot, fetish, kinky, masturbation

Latex Kitty Gets Horny In The Chastity Cage
1 year ago
1:38

xHamster

Latex Kitty Gets Horny In The Chastity Cage

Tags: amateur, cage, hd, latex, shemale, sissy

Sissy in chastity is hairless and back to the cage
5 months ago
5:53

ShemaleSin

Sissy in chastity is hairless and back to the cage

Tags: amateur, bdsm, bondage, cage, feminization, hairless, homevideo

Sissy shoots a load in vapid purity box after being drilled by her machine
1 year ago
4:09

KeekAss

Sissy shoots a load in vapid purity box after being drilled by her machine

Tags: amateur, anal, anal toying, big ass, cage, crossdressing, cum

Sheer robe, sheer nylons, stiletto heels, chastity cage and a lustful sissy
2 years ago
2:26

ShemaleSin

Sheer robe, sheer nylons, stiletto heels, chastity cage and a lustful sissy

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Mar fourth 2022
3 years ago
10:00

ShemaleSin

Mar fourth 2022

Tags: 3some, anal, big cock, big tits, blonde, blowjob, booty

if you like it, send me your dick <3
9 months ago
0:33

aShemaleTube

if you like it, send me your dick <3

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trans rides large sex-toy during the time that caged
2 years ago
0:49

ShemaleSin

trans rides large sex-toy during the time that caged

Tags: anal, anal toying, cage, huge dildo, interracial, masturbation, small tits

Obese Sissy Playing Wit Large Abdomen, Large Bazookas And Small Cage Clitoris
3 years ago
0:54

ShemaleSin

Obese Sissy Playing Wit Large Abdomen, Large Bazookas And Small Cage Clitoris

Tags: amateur, bbw, big tits, cage, clit, german, mature

My continued play I so enjoyed having my knob locked away in a cage and feels so priceless toi remove it also
2 years ago
2:05

ShemaleSin

My continued play I so enjoyed having my knob locked away in a cage and feels so priceless toi remove it also

Tags: amateur, cage, european, masturbation, mature, solo

Walking in public in a super short mini costume,kitty tail, kitty ears, butt wiggling and a metallic chastity cage u can watch.
2 years ago
3:09

ShemaleSin

Walking in public in a super short mini costume,kitty tail, kitty ears, butt wiggling and a metallic chastity cage u can watch.

Tags: ass, beauty, cage, costume, crossdressing, fetish, ladyboy

Squirting with my sissy chastity cage in high heels
2 years ago
4:11

ShemaleSin

Squirting with my sissy chastity cage in high heels

Tags: amateur, cage, fetish, high heels, masturbation, miniskirt, pissing

Anal Slut Chained to the Fuck Machine by Her Balls
1 year ago
6:48

xHamster

Anal Slut Chained to the Fuck Machine by Her Balls

Tags: amateur, american, anal, anal toying, balls, big ass, bondage

Sissy has kinky edge session
3 years ago
15:11

aShemaleTube

Sissy has kinky edge session

Tags: cage, crossdressing, dick, hd, kinky, ladyboy, shemale

screwing my butt with biig dildos and a fuckmachine - sissy in cage
11 months ago
5:31

ShemaleSin

screwing my butt with biig dildos and a fuckmachine - sissy in cage

Tags: anal, ass, ass to mouth, assfingering, assfucking, big ass, cage

HandsFree Chained Sissy Thrall in Chastity Cage - Huge Cum Load
1 year ago
2:00

ShemaleSin

HandsFree Chained Sissy Thrall in Chastity Cage - Huge Cum Load

Tags: amateur, bondage, cage, chained, cum, cumshot, handcuffed

GROOBYVR: Rachael Belle is Meat Caged!
1 year ago
3:02

TransHero

GROOBYVR: Rachael Belle is Meat Caged!

Tags: anal, barebacking, beauty, blowjob, cage, couple, dick

Underware transsexual in pen taken out for erotic sex in 3some
4 years ago
7:00

ShemaleSin

Underware transsexual in pen taken out for erotic sex in 3some

Tags: 3some, anal, assfucking, barebacking, bdsm, blowjob, brunette

Sissy whore training in chastity cage and ass plug
3 years ago
15:50

ShemaleSin

Sissy whore training in chastity cage and ass plug

Tags: anal, ass, assfucking, cage, dick, dildo, feet

Ladyboy ravages her fuckhole in the crimson rays
1 year ago
15:03

KeekAss

Ladyboy ravages her fuckhole in the crimson rays

Tags: amateur, anal, anal toying, brunette, cage, crossdressing, cum

Shy Racoon is testing a fresh chastity cage
1 year ago
11:42

ShemaleSin

Shy Racoon is testing a fresh chastity cage

Tags: cage, feminization, fetish, pissing, public, shy, toys

May 28th 2021
4 years ago
6:14

ShemaleSin

May 28th 2021

Tags: anal, assfucking, cage, hd, latina, pov, reality

Crossdresser Zaya multiple cumshots
1 year ago
23:32

aShemaleTube

Crossdresser Zaya multiple cumshots

Tags: cage, crossdressing, cumshot, homevideo, lingerie, masturbation, shemale

Sissy Delilah Snow cumming hard after screwing her biggest penis sextoy whilst wearing her pink chastity cage. Her cage breaks open so this babe takes
3 years ago
1:07

ShemaleSin

Sissy Delilah Snow cumming hard after screwing her biggest penis sextoy whilst wearing her pink chastity cage. Her cage breaks open so this babe takes

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Riding a sex tool whilst wearing a chastity cage feels so nice
2 years ago
1:06

ShemaleSin

Riding a sex tool whilst wearing a chastity cage feels so nice

Tags: anal, anal toying, cage, cumshot, european, gaping hole, ladyboy

Face Fucked Through The Bars Of The Cage
2 years ago
4:00

FlyFlv

Face Fucked Through The Bars Of The Cage

Tags: anal, asslick, bdsm, big tits, blowjob, bondage, brunette

My costume still be the same sort as the previous series but please don't get bored at least I've changed the color and my dick cage. Purple
2 years ago
11:25

ShemaleSin

My costume still be the same sort as the previous series but please don't get bored at least I've changed the color and my dick cage. Purple

Tags: asian, cage, costume, cum, dick, dress, fetish

the cage is so constricted. plan to be a lengthy week...
1 year ago
5:35

ShemaleSin

the cage is so constricted. plan to be a lengthy week...

Tags: anal, bdsm, cage, fetish, ladyboy, toys

Sissy Kitten Fastened on Sybian with Hands Free Climax in Chastity Cage
4 years ago
9:41

ShemaleSin

Sissy Kitten Fastened on Sybian with Hands Free Climax in Chastity Cage

Tags: amateur, anal, assfucking, cage, fetish, kinky, masturbation

I'm watching babes's oral pleasure pov and brining myself to climax with a litzle magic wand whilst locked in a Chastity cage. In the pont o
2 years ago
1:01

ShemaleSin

I'm watching babes's oral pleasure pov and brining myself to climax with a litzle magic wand whilst locked in a Chastity cage. In the pont o

Tags: amateur, babe, bdsm, cage, cum, cumshot, european

Latex Sissy Putting On Tiny Chastity Cage
1 year ago
2:45

xHamster

Latex Sissy Putting On Tiny Chastity Cage

Tags: cage, cute, hd, latex, shemale, sissy, stockings

Cute Trans Hotty Cums throughout her Cage
4 years ago
2:52

ShemaleSin

Cute Trans Hotty Cums throughout her Cage

Tags: anal, cage, cum, cumshot, cute, gay, masturbation

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage
1 year ago
6:51

xHamster

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

Tags: amateur, anal, beauty, big black cock, blonde, cage, candy ass

Jessica Bloom - The Sissy Bitch at Candy Shop gets her ass pounded
11 months ago
7:36

ShemaleTaxi

Jessica Bloom - The Sissy Bitch at Candy Shop gets her ass pounded

Tags: amateur, anal, ass, barebacking, beauty, bitch, blonde

Sexy young sissy in a cage fucks with a big dildo
1 year ago
1:58

JizzBunker

Sexy young sissy in a cage fucks with a big dildo

Tags: anal, cage, dildo, hardcore, huge dildo, shemale, sissy

TRANSFIXED - Compliant With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT
10 months ago
15:37

ShemaleSin

TRANSFIXED - Compliant With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT

Tags: big cock, big tits, blowjob, cage, deep throat, femdom, lingerie

Hawt Sissy Crossdresser  Chastity Cage High Heels Nylons
3 years ago
3:02

ShemaleSin

Hawt Sissy Crossdresser Chastity Cage High Heels Nylons

Tags: bdsm, cage, crossdressing, high heels, lingerie, nylon, sissy

Trans Hijab Muslim ride Dildo with chastity cage
1 year ago
6:26

xHamster

Trans Hijab Muslim ride Dildo with chastity cage

Tags: anal, anal toying, arab, austrian, bathroom, cage, dildo

Massive cum explosion trapped in small chastity cage
9 months ago
9:12

ShemaleTaxi

Massive cum explosion trapped in small chastity cage

Tags: cage, crossdressing, cum, dildo, shemale, toys

jiggle tits in nylon and cock cage
6 years ago
0:57

aShemaleTube

jiggle tits in nylon and cock cage

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Krystall Cox in a chastity cage using a pussy and a vibrator to make a beautiful rosebud
1 year ago
2:09

XXXDan

Krystall Cox in a chastity cage using a pussy and a vibrator to make a beautiful rosebud

Tags: amateur, anal, beauty, cage, gaping hole, insertion, masturbation

Sissy Christiane in a barefaced Sissy Floozy Presentation of herself to gain attention. Showing of her cage, watch how this babe plugs herself and how
3 years ago
14:16

ShemaleSin

Sissy Christiane in a barefaced Sissy Floozy Presentation of herself to gain attention. Showing of her cage, watch how this babe plugs herself and how

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Ts Hucow Sissy In Chastity Vibrator Orgasm - Bimbo Slut Makes A Cummy Mess In Her Cage!
3 years ago
8:00

getTranny

Ts Hucow Sissy In Chastity Vibrator Orgasm - Bimbo Slut Makes A Cummy Mess In Her Cage!

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Bunny Kitsy in a cosplay maids outfit gets banged and pounded in a little chastity cage.
3 years ago
8:10

ShemaleSin

Bunny Kitsy in a cosplay maids outfit gets banged and pounded in a little chastity cage.

Tags: anal, bunny, cage, cosplay, european, ladyboy, latina

Crystal Thayer Lauren Phillips Have Tony Orlando In A Cage Watching 'em Banging - Trans Beauties
3 years ago
10:00

ShemaleSin

Crystal Thayer Lauren Phillips Have Tony Orlando In A Cage Watching 'em Banging - Trans Beauties

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cum in chastity cage 3
3 years ago
0:32

aShemaleTube

cum in chastity cage 3

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Amateur femboy Sissykanisa demonstrates how to rock sexy lingerie and take a kinky pee
11 months ago
7:10

ShemaleTaxi

Amateur femboy Sissykanisa demonstrates how to rock sexy lingerie and take a kinky pee

Tags: amateur, asian, cage, crossdressing, cum, jizz, kinky

Chained femboy suck a sextoy with a chastity cage
9 months ago
10:21

ShemaleSin

Chained femboy suck a sextoy with a chastity cage

Tags: blowjob, bondage, brunette, cage, chained, handjob, huge dildo

This rubber sissy stretches and fills her taut gurl twat in latex underware and a chastity cage. That Babe likes to stretch her gurl vagina wide so th
1 year ago
29:23

ShemaleSin

This rubber sissy stretches and fills her taut gurl twat in latex underware and a chastity cage. That Babe likes to stretch her gurl vagina wide so th

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Different Cages and no sex for Crossdresser
2 years ago
11:08

ShemaleSin

Different Cages and no sex for Crossdresser

Tags: amateur, anal, bdsm, cage, crossdressing, cum, european

rachael Belle - Feet and Ass
1 year ago
3:41

aShemaleTube

rachael Belle - Feet and Ass

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Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!
1 year ago
8:50

xHamster

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

Tags: amateur, american, beauty, blonde, cage, compilation, crossdressing

Submissive sissy prisoner pees like a woman in an innocent cell
1 year ago
7:24

ShemaleTaxi

Submissive sissy prisoner pees like a woman in an innocent cell

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anal self trusting sextoy whilst in chastity cage
8 months ago
5:15

ShemaleSin

anal self trusting sextoy whilst in chastity cage

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See Sissy Mindy walk the hallway halls clothed in underware with her chastity cage nude
2 years ago
3:52

ShemaleSin

See Sissy Mindy walk the hallway halls clothed in underware with her chastity cage nude

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Sissy Maid Self Bondage in Spiked Chastity Cage
1 year ago
20:08

XXXDan

Sissy Maid Self Bondage in Spiked Chastity Cage

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Cute femboy in Astolfo Coseplay, with plug, toy, cage, gets sissygasm
8 months ago
12:13

xHamster

Cute femboy in Astolfo Coseplay, with plug, toy, cage, gets sissygasm

Tags: amateur, anal, anal toying, buttplug, cage, cute, european

TVROSE CROSSDRESSER BLACK LACE DRESS HEEL STOCKINGS AND PINK SISSY CAGE
1 year ago
1:17

xHamster

TVROSE CROSSDRESSER BLACK LACE DRESS HEEL STOCKINGS AND PINK SISSY CAGE

Tags: big ass, black, british, cage, crossdressing, dress, european

Sisk Pantyhos Jerking off After Release Her Penis From Chastity Cage
1 year ago
2:22

xHamster

Sisk Pantyhos Jerking off After Release Her Penis From Chastity Cage

Tags: amateur, anal, anal toying, asian, ass, cage, crossdressing

Corded up sissy in purity box with assfuck ass-plug well-prepped for tear up
1 year ago
5:52

KeekAss

Corded up sissy in purity box with assfuck ass-plug well-prepped for tear up

Tags: amateur, ass, assfucking, big ass, cage, crossdressing, cute

using a vibrator on my clit cage and butt plug and flogging myself
10 months ago
3:41

aShemaleTube

using a vibrator on my clit cage and butt plug and flogging myself

Tags: amateur, anal, big tits, buttplug, cage, clit, crossdressing

Sissy Frisky Fucking BBC Dildo in Garage
8 months ago
2:10

xHamster

Sissy Frisky Fucking BBC Dildo in Garage

Tags: amateur, anal, big ass, big black cock, blowjob, cage, crossdressing

Sissy Chrissy shows off in Chastity Cage, collared and anal plug
2 years ago
2:22

ShemaleSin

Sissy Chrissy shows off in Chastity Cage, collared and anal plug

Tags: anal, bdsm, cage, european, fetish, german, ladyboy

Obese sissy clothed in blacked locked in her cage playing with her nipps
6 months ago
1:26

ShemaleSin

Obese sissy clothed in blacked locked in her cage playing with her nipps

Tags: bbw, black, cage, clothed sex, fetish, high heels, homevideo

Trans chick banging ginger gf and cucking pathetic bf in cage during this kinky and erotic bang session
3 years ago
8:00

ShemaleSin

Trans chick banging ginger gf and cucking pathetic bf in cage during this kinky and erotic bang session

Tags: anal, banging, bdsm, bondage, boyfriend, cage, erotic

Sissy Mindy cleans the crapper for u in a hawt teddy during the time that locked in a taut chastity cage
2 years ago
5:58

ShemaleSin

Sissy Mindy cleans the crapper for u in a hawt teddy during the time that locked in a taut chastity cage

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sissy girl’s pitiful clitty gets locked away jessiesissyadventures
1 year ago
2:25

KeekAss

sissy girl’s pitiful clitty gets locked away jessiesissyadventures

Tags: amateur, anal, brunette, cage, crossdressing, hd, homevideo