SHEMALE • CHASTITY 4,364 videos

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10:22

Dildo fuck with Dragon toy

1 year ago

xHamster

anal, dildo, chastity, sissy
10:48

Jessica Bloom Numerous Encaged Assgasms

4 years ago

TrannyGem

pissing, feet, squirt, british, heels, chastity
05:11

Ebony TS Chastity Michaels bangs wild her lovers ass in bareback sex

10 years ago

TXXX

chastity
03:18

Providing Her Another Gam Jiggling Climax

7 months ago

TrannyGem

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07:22

Chastity sissy ride horse cock. AnnaMeow331

3 years ago

Upornia

chastity
03:14

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5 years ago

xHamster

chastity, sissy
05:24

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1 year ago

xHamster

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03:48

Sissy Kitten Lexi plugs her ass in a spiked chastity cage

6 years ago

ShemaleZ

chastity
06:36

Sissy Chastity Cindy - Exposed Slut Only Long Sissygasm :-(

5 years ago

HClips

chastity
08:38

Skyler Storm frolicking my caboose in a micro-skirt and fumbling my sissy pleasure button in mind-blowing crimson underpants

1 year ago

TrannyGem

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06:41

Nutting two times in a Row in a Innocence Belt

5 years ago

TrannyGem

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08:00 57%

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

2 years ago

GetTranny

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06:14

Sissy mega-slut virginity box, chastuty instrument, buttfuck railing

4 years ago

TrannyGem

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01:22

Poppers Whore cumming in chastity

3 years ago

xHamster

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28:57

Lizzy Yum August 2022 #1 chastity pussy bosoms prisoner of love and chore

1 year ago

ShemaleMovie

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02:42

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2 years ago

TrannyGem

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03:10

Trans Gal in V-Card Romped Missionary

7 months ago

TrannyGem

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10:47

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1 year ago

TrannyGem

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08:52

Ice un the Ass

2 years ago

xHamster

chastity
02:10

Chastity wearing sissy slut, Alice Latexy (latexdesires), plays with her dildo for your enjoyment

2 years ago

xHamster

latex, chastity
05:09

Cumming in Chastity E-Stimulation while Dildo Riding

7 years ago

xHamster

BDSM, chastity
10:07

Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10 Min

1 year ago

ShemaleZ

orgasm, solo, chastity
01:13

Cop Fucks Trans Woman in Chastity

2 years ago

xHamster

chastity
01:11

Full body Latex catsuit

3 years ago

xHamster

latex, french, chastity
05:50

Sissy loving her donk slapping and bringing herself to ejaculate in chastity cell

1 year ago

ShemaleTaxi

chastity
04:51

Trans Woman Fucked In Bondage And Chastity

2 years ago

Upornia

fetish, bondage, chastity
06:13

Sissy spunk with extraordinary rammed clittie

3 years ago

TrannyGem

train, chastity, cum in ass
03:10

Sissy Magic Bomb Chastity Cage Challenge

2 years ago

xHamster

chastity
33:59

Trans Latex Hands Free Cum Chastity Fuck Piss Drinkung

1 year ago

ShemaleZ

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08:53

Sissy slave Oksana shows her master sissygasms from anal training on a big black dildo

2 years ago

xHamster

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06:43

My First Sissygasm In Chastity Cam.3 Sc.28

3 years ago

ShemaleZ

chastity
08:19

Cute Teen Tranny Bunny Chastity Toe Curl Dildo Fucking

4 years ago

AShemaleTube

chastity
06:17

Day 12 Of 26 In Chastity And Denial. Vibrating My Cage And Plug For Teasing

2 years ago

GetTranny

smoking, chastity, vibrator
10:31

I am going to take your t-girl chastity lovely and softly

4 years ago

KeekAss

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10:38

SisK release her penis from chastity device and play with her horny penis after her ass being plugged.

3 years ago

xHamster

thai, penis, chastity
20:07

Fucking Sexy Sissy in Chastity Compilation

4 months ago

$$ FapHouse

amateur, compilation, chastity
14:19

Femboy Leaves The Chastity Cage To Wank Her Clitoris And Make Herself Cum

3 years ago

ShemaleZ

chastity
24:10

Full Version of My First Time Using a Chastity Cage for My Trans Big Penis

4 months ago

$$ FapHouse

mexican, chastity, first time
14:42

Sissy Maid Armbinder Gas Mask Self Bondage in Chastity

3 years ago

xHamster

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02:50

BBC destroyed white boypussy

4 years ago

xHamster

german, chastity
06:44

VIRGINITY I Love Dressing Him and Making him perceive like the lady I know She is!

1 year ago

TrannyGem

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13:04

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3 years ago

TrannyGem

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02:32

FEMBOY SISSYBOY PLUG ANAL PLAY

2 years ago

xHamster

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13:25

Medicated Lotion Rubbing Chastity And Butt Sexy Sissy Touching Slave Body Collar Owned Starfish Anal

3 years ago

ShemaleZ

chastity
04:02

SissyBree locked in chastity device

6 years ago

HClips

BDSM, chastity
25:22

Sissy slut in chastity takes it in the ass in numerous postures like a supreme trans cuck femboy slave should!

2 years ago

ShemaleTaxi

chastity, sissy
06:04

Femboy Teen 18+ Chastity Bondage And Used To Please

1 year ago

GetTranny

BDSM, chastity
07:18

Cute Femboy Locked In Chastity Have Sissygasm

3 years ago

GetTranny

chastity
07:55

Sissy Cumming in Chastity Slow Motion

3 years ago

xHamster

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07:59

Kinky Kigarumi Chastity

3 years ago

GetTranny

chastity, latex
03:14

Mall Flash In Sissy Chastity

5 years ago

AShemaleTube

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11:50

Sissy femboy in stocking and innocence belt develops a crevasse with a gigantic ass-plug

1 year ago

TrannyGem

chastity, sissy, femboy, amateur
01:19

Police Fucks Hot Trans Woman in Chastity

2 years ago

xHamster

police, chastity
06:43

Sissy selfbondage breathplay

1 year ago

xHamster

ladyboy, chastity, BDSM
03:53

Tgirl Fucked in Bondage and Chastity

2 years ago

xHamster

bondage, chastity
03:53

Tgirl Fucked In Bondage And Chastity

2 years ago

ShemaleZ

fetish, bondage, chastity
07:55

Sissy Candy in Lingerie Gets Fucked by Her Machine with a Huge Dildo

1 year ago

xHamster

huge dildo, dildo, lingerie, crossdresser, machine, chastity
13:51

Sissy shaves her worthless clitty and wears chastity implement

5 years ago

VideoSection

shaving, sissy, chastity, solo
08:00

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 4/5

10 months ago

xShemaleTube

chastity, solo
05:08

Dude with chastity anal fucked by tranny

7 years ago

AShemaleTube

domination, chastity
09:45

Lizz_ss25 street hooker deep anal

2 years ago

xHamster

sissy, chastity
05:59

Chastity Orgasm

5 years ago

xHamster

chastity
09:29

Handcuffed and Hooded Sissy Maid

4 years ago

xHamster

bondage, maid, chastity
06:00

Black whore named Chastity gives a blowjob to some dude

12 years ago

AnyPorn

black, whore, chastity
02:02

Crossdresser Get Manacled - 25 Sec JISM - First-Ever Time Self Restrain Bondage

3 years ago

TrannyGem

femdom, train, bondage, first time, hands free, cosplay, chastity
01:17

Emily Austin cuckold creampie eating hot wife sex puts sissy into chastity

4 years ago

TrannyOne

wife, cuckold, cum in mouth, chastity
02:20

Scarlet Skys Bellowing and Climax Compilation!

3 years ago

TrannyGem

bondage, BDSM, cum in mouth, cumshot compilation, chastity
05:52

Dressed In Tght Virginity Box and Sate Shaft with a Magic Wand Until Unleashed and Pulverize Bang-Out Fucktoy Muff

2 months ago

TrannyGem

shemale, sissy, chastity, goth
06:55

Tgirl In Chastity Fucked Cowgirl

2 years ago

ShemaleZ

latex, fetish, chastity
07:15

I pummel myself in innocence right on the back porch!

11 months ago

TrannyGem

outdoor, amateur, chastity, small tits, public
12:18

Brilliant sissy in purity box and cork utter vid

10 months ago

TrannyGem

creampie, thai, train, cuckold, slut, chastity
13:32

Insane victim nymph having joy boobies and spear

1 year ago

TrannyGem

beauty, 18, cumshot, old and young (18+), sissy, chastity
02:37

A good bad dragon fucking

4 years ago

xHamster

slut, chastity
03:16 67%

Sissy teaching with and sans virginity

3 years ago

TrannyGem

train, cartoon, hands free, chastity
10:49

Femboy In Chastity Solo

3 years ago

ShemaleZ

chastity
07:31

Femboy streamer violates terms of service

2 months ago

TrannyGem

ass, behind the scenes, femboy, fisting, chastity
02:16

Locked Clit cum

2 years ago

xHamster

clit, hands free, chastity
09:53

Ebony ass play!

1 year ago

xHamster

BBW, ebony, black, chastity
06:58

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

1 year ago

GetTranny

maid, bondage, chastity, latex, sissy
06:28

Love witnessing my tiny bud juggle while I rail my plaything. :)

11 months ago

TrannyGem

big cock, amateur, chastity, dildo, cute
05:24

Horny Sissy In Chastity And Pink Lingerie Pours 900ml Of Beer Inside Her Asshole With The Open Door!

3 years ago

ShemaleZ

asshole, chastity
53:38

Batman Cosplay Parody With Bbc Batman Chastity Sissy Batgirl And Latex Hit Girl

2 years ago

ShemaleZ

latex, BBC, cosplay, chastity, interracial
05:06

TS Chastity Michaels Fucks A Guy Hard

5 years ago

BeMyHole

chastity, shemale fucks guy
05:50

Tranny in Chastity Cage Plays With Her Clitty

3 years ago

xHamster

chastity
08:00

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

2 years ago

GetTranny

chastity
05:07

Playing with a thick Double Ended Dildo, Massive Rose, Gape and Prolapse in Chastity extraordinary rectal

1 year ago

ShemaleTaxi

solo, chastity
04:49

Petite Femboy Gets A Thick Assfuck Internal Ejaculation!

2 months ago

TrannyGem

dildo, sissy, chastity, hands free, feet
01:30

Chastity Addiction

2 years ago

xHamster

chastity
02:32

Ass fucked in small pink chastity - part 1

1 year ago

AShemaleTube

stockings, chastity
07:02

Crossdresser Annany Daughter-In-Law of a Nymphomaniac Dude who Relentlessly Milks at Missionary Pose ///

5 years ago

TrannyGem

pissing, missionary, chastity
06:06

Sissy fettered up and left at side of road

4 years ago

TrannyGem

public, chastity
06:06

Ebony TS Girl Chastity Michaels Trades Assfucks

10 months ago

AShemaleTube

ebony, chastity, shemale fucks guy, shemale and girl, bareback, interracial
16:45

Ultimate Innocence SISSYGASM COMPILATION - Premature Wrecked Climax Bevy July 2024

11 months ago

TrannyGem

facial, cumshot compilation, chastity, orgasm compilation
05:38

Trans sissy slut with blue hair going crazy with big dildos - MercurySissy aka Mercury Montana riding and training in chastity

1 year ago

xHamster

dildo, masturbation, chastity, femboy
07:11

Hot Trans Woman In Chastity Fucked Cowgirl 7 Min With Kelsey Masters

1 year ago

ShemaleZ

latex, chastity
10:44

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

1 year ago

ShemaleZ

sissy, latex, chastity, maid
10:31

Trans doll attempts on trio different v-card belts and blows a load arms free-for-all

1 year ago

TrannyGem

pissing, teen (18+), anal, teen anal (18+), orgasm, sissy, hands free
13:47

Brutal Big BBC Dildo in my Sissy Holes

2 years ago

xHamster

BBC, chastity
01:44

Sexy trap cum in chastity - Part 2

1 year ago

AShemaleTube

crossdresser, chastity
05:27

Pretty Cross Dresser in chastity ravaging dildo

5 years ago

HDSex

chastity
03:27

Monster Faux-Cock rail in purity

2 years ago

TrannyGem

chastity
23:43

Sissygasm Contest Day 1 - Sissy Trap Man Rails Faux-Cock

4 years ago

TrannyGem

train, prostate, massage, contest, chastity
05:15

Anna May Playing and Cum

1 year ago

xHamster

mature, stockings, mature anal, masturbation, femboy, chastity
10:26

Marvelous Transgender Encaged Sissygasms & Rectal Opening Up - Fat Fake Penis Guts Ejaculations Jessica Bloom

4 years ago

TrannyGem

fat, prostate, penis, gape, chastity
04:10

Sissy in chastity , wich looks better? pink cage or transparant cage?

2 years ago

xHamster

BDSM, JOI, chastity
07:39

Crossdresser with big tits in chastity masturbates with vibrator

2 years ago

xHamster

french, sissy, chastity
10:28

Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom

1 year ago

ShemaleMovie

sissy, compilation, chastity, femboy, orgasm compilation, orgasm
10:01

Trans Latex Hands Free Cum After Cum Sex Chastity Sex

1 year ago

ShemaleZ

shemale, latex, chastity, solo, hands free
02:25

Sissyslut Watching Hypno Videos in Metal Chastity Cage

3 years ago

xHamster

handjob, chastity
07:42

Sissy Lucy In Chastity Ass Fucked By Huge Dildo

3 years ago

ShemaleZ

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11:13

Sissy Boy In Chastity Cage Shows Of Sexy Body While Takes A Shower

3 years ago

ShemaleZ

shower, chastity
19:24

Spandex Gimp Takes Plumb Machine

3 years ago

TrannyGem

feet, latex, rubber, doll, train, bondage, spandex
13:36

Self Bondage in Leather Fist Mitts, Lycra Body Suit, Tights, PVC Knee High Boots, Gagged in Chastity ...

3 years ago

xHamster

latex, bondage, boots, BDSM, chastity
17:18

Sissy Increases her Bulls Eye with Tearing Up Machine

1 year ago

TrannyGem

amateur, sissy, machine, dildo, chastity
01:23

Chastity Cum

3 years ago

xHamster

german, teen anal (18+), vibrator, chastity
12:05

Cindy take 18 inch dildo all the way in chastity

3 years ago

xHamster

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04:13

Encaged Crossdresser Made To Jizm Stiff By A Machine

3 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity
08:12

Sissy Dream 2

1 year ago

xHamster

german, chastity
07:20

Mi Primer Sissygasm En Chastity Cam.2 Sc.28

3 years ago

ShemaleZ

chastity
03:06

Cute Chastity and Cheers black trans smut

4 months ago

PornHat

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