SHEMALE • CHASTITY 3,701 videos

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08:08

Machine fucking in chastity cage

1 year ago

xHamster

BDSM, machine, chastity
32:11

Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY

1 year ago

xHamster

mature, mature anal, BDSM, erotic, machine, chastity
05:31

I will tease your manmeat while you are locked in chastity

3 weeks ago

ShemaleTaxi

chastity
07:11

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

6 months ago

xHamster

huge dildo, anal orgasm, chastity
04:58

Sasha Toys Ass Locked In Chastity

3 years ago

ShemaleZ

chastity
26:38

SISSY IN HIGH HIGH-HEELED SLIPPERS XXL STRAP ON DILDO IN THE BOOTY Pegging Extraordinary Ass Fucking Opening Up FEMALE DOM RUMP GOING KNUCKLE DEEP

2 years ago

TrannyGem

femdom, strapon, huge dildo, fisting, heels, pegging, chastity
04:46

She Gets Continuously Romped To An Explosive Ejaculation

1 year ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity
06:42

Walking in chastity cage and buttplug

4 years ago

AShemaleTube

outdoor, chastity
07:13

Sissy Maid Cumming in Chastity During Self Bondage

1 year ago

xHamster

latex, huge dildo, bondage, maid, BDSM, chastity, cum in ass
11:58

Sissy Lucy In Chastity With The Fucking Machine

11 months ago

ShemaleZ

chastity
01:30

Chastity Addiction

8 months ago

xHamster

chastity
03:08

Huge Ass Ts In Chastity Fucked Missionary

1 year ago

Upornia

missionary, chastity
01:02

Caged Daniela no hands cum

6 months ago

TrannyGem

chastity
02:20

Big dick makes me cum from anal

12 months ago

xHamster

amateur, teen (18+), teen anal (18+), compilation, cumshot compilation, hands free, chastity
01:05

Maid Dress & Chastity Cumshot

8 months ago

xHamster

maid, dress, chastity
04:13

Sissy locks her cock in a chastity cage

1 year ago

xHamster

chastity
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

4 months ago

xHamster

dildo, BBC, chastity
02:20

Latex Sissy In Chastity Fucks Hole And Rides Toy

3 years ago

xHamster

chastity
07:34

Tranny cleans Mistress house in chastity

6 years ago

xHamster

femdom, chastity
14:41

Sassy TS babe wears a chastity while stuffing the plastic lover in her juicy ass

3 years ago

BeMyHole

chastity, cum in ass
04:20

Fat Sissy in chastity fucking fleshlight with dildo

10 months ago

xHamster

german, BBW, chastity
05:18

Trans innocence ejaculation

11 months ago

TrannyGem

bondage, leather, pegging, chastity
04:47

Erika Oak Cums in Chastity

6 months ago

xHamster

chastity
08:58

How my Dominant Wife and her BBC Lover Persuaded me into a Shemale Relationship (Chastity Femdom}

3 years ago

BeMyHole

femdom, wife, chastity
02:45

Strap-on Fuckers: Sissy Slut in Chastity Used by Her Domina

11 months ago

xHamster

femdom, strapon, chastity
49:11

Podcast Ep13: Sissy, Chastity and Lust

3 years ago

xHamster

chastity
05:19

Busty ebony shemale boinking boy

1 year ago

ShemaleTaxi

domination, hardcore, chastity
10:27

Exclusive Full version of Sissy Schoolgirl in the Chastity Cage was humped with a fat fake penis

1 year ago

ShemaleTaxi

fat, chastity
10:15

V-Card Encaged At Bedtime

3 years ago

TrannyGem

chastity
03:23

Young 20 years engaged losing his chastity had never had fuck-a-thon in his life (Utter movie on Crimson)

2 years ago

TrannyGem

orgasm, chastity
01:20

BrokenEVA - Idol sanctuary

2 years ago

xHamster

chastity
07:12

Sissygasms in chastity

1 year ago

xHamster

train, chastity
07:18

Cute Femboy Locked In Chastity Have Sissygasm

1 year ago

GetTranny

chastity
06:59

Chastity Femboy Teasing Cage With Wand

1 year ago

GetTranny

chastity
08:00

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

1 year ago

GetTranny

bondage, cosplay, chastity
07:59

Kinky Kigarumi Chastity

1 year ago

GetTranny

chastity
18:25

Plastic shemale whore in chastity rides huge dildos

3 years ago

TXXX

huge dildo, fetish, dildo, riding, whore, chastity
11:28

Shemale Blowjob Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

2 years ago

BeMyHole

feet, fetish, panties, deepthroat, dress, chastity
05:42

Sissy in chastity in black lingerie and stockings riding 12.5 inch circumference dildo

1 year ago

xHamster

chastity
09:48

Piss Compilation - Sissy, Chastity Belt, Locked, Public Pee 10 Min

6 months ago

ShemaleZ

pissing, public, chastity
08:30

Mistress fucks a sissy in the chastity with the red assfuck buttplug

1 year ago

ShemaleTaxi

femdom, taxi, chastity
03:10

Sissy Magic Bomb Chastity Cage Challenge

4 months ago

xHamster

chastity
07:05

Alexa fucking ass-pussy with large Beowulf in chastity & corset

1 year ago

xHamster

german, chastity
17:11

CHASTITY SISSY FUCKS HER ASS HARD WITH A meaty faux-cock AND cum ON HER ASS

2 years ago

ShemaleMovie

chastity, femboy
06:44

Cumming Sissy Slut Anal Masturbation

1 year ago

BeMyHole

fetish, fisting, clit, jerking, toys, slut, chastity
13:40

Latex Sissy In Chastity Anal Play With Big Dildos

2 years ago

ShemaleZ

latex, chastity
08:25

Dominatrix pokes handsome Sissy in chastity

6 months ago

ShemaleTaxi

bondage, chastity
02:42

Ali interchanges her daytime ass butt-plug for her night time speculum

4 months ago

TrannyGem

chastity
06:38

Real Sissy Maid Service Dishes

7 months ago

xHamster

maid, cosplay, chastity
07:22

Treadmill Trussed Emo Sissy in Ache over Inflatable Ass Buttplug and V-Card Box

1 week ago

TrannyGem

bondage, femboy, amateur, chastity, emo
21:51

Self Suspension Bondage - Sissy Maid

8 months ago

xHamster

latex, bondage, maid, chastity
06:06

Chastity contraption with ass Plug Attachment

1 year ago

ShemaleTaxi

BDSM, taxi, chastity
04:28

Taking It On All 4S Gets Her Every Time

1 month ago

TrannyGem

orgasm, chastity, machine
02:51

So lovely Gurl in play and chastity

4 years ago

xHamster

chastity
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

11 months ago

ShemaleZ

dildo, chastity
09:33

Femboy With A Delightsome Shlong, Puts On Her Chastity Lock And Inserts An Ass-plug

2 years ago

ShemaleZ

insertion, chastity
09:43

The Lost Chapters pt three - Accomplished Nymph Takes Dolls Chastity by Foxie2K

5 months ago

TrannyGem

anime, cartoon, chastity
09:17

Sissy chastity training with big black dildo

1 year ago

xHamster

train, chastity
05:03

Feet Toes Ass Chastity Cage Transgender Slut Showing Nude Ass Smooth Shaved Tgirl Gurl With Sissy Slave

1 year ago

ShemaleZ

feet, shaving, slut, chastity
23:19

Ghotic trap solo in chastity

4 years ago

ShemaleZ

chastity
03:07

18 year old puppy femboy in chastity has first anal orgasm

8 months ago

xHamster

orgasm, ladyboy, anal orgasm, chastity
12:54

SISSY ASH-BLONDE IN LOCKED IN PURITY EXPLORING NIP CLOTHESPINS Nip Tweak Getting Off

2 years ago

TrannyGem

bondage, nipples, chastity
07:50

Phat Rump Tgirl Phat Ass White Girl Porking Machine in V-Card

4 months ago

TrannyGem

interracial, BBC, chastity
15:05

Its time to lose your chastity to a transgender princess

1 year ago

ShemaleTaxi

threesome, taxi, chastity
01:51

Locked up unicorn in chastity performs for mistress

2 years ago

xHamster

femdom, chastity
05:25

Sissy In Chastity Taking Two Beers Via Anal. (two Beers Enema)

1 year ago

ShemaleZ

chastity
07:33

Full time chastity

7 years ago

TXXX

latex, chastity
01:57

Kelli makes herself leak with a jewel plug

1 year ago

xHamster

british, chastity
02:26

Plugged and encaged superb gal sissy

1 year ago

TrannyGem

bondage, panties, chastity
01:18

Sissy Whore In Chastity Bareback Fucked Hard In The Ass

7 years ago

PornHub

whore, bareback, chastity
13:47

Brutal Big BBC Dildo in my Sissy Holes

11 months ago

xHamster

BBC, chastity
10:20

Chastity joue avec son dard

5 years ago

ShemaleZ

chastity
05:43

Abh052 in chastity prostate rubdown and incontinence twice

6 months ago

ShemaleMovie

massage, chinese, chastity
12:20

Subordinated trap railing a black lollipop

1 year ago

TrannyGem

heels, slut, chastity
24:34

Sissy Trans Mega-Bitch screws her Butt and jizzes in Virginity

4 months ago

TrannyGem

feet, dildo, chastity
05:59

Long sissygasm compilation

3 months ago

TrannyGem

cumshot compilation, BBC, sissy, anal orgasm, hands free, chastity, femboy
06:57

You wont be able to break out of your chastity device

1 month ago

ShemaleTaxi

chastity
05:07

Yummy black tranny Chastity Michaels gets her tight ass pounded

10 years ago

AShemaleTube

tight, chastity
02:26

Sexy TS in Chastity Fucked Doggystyle

1 year ago

xHamster

BDSM, dogging, chastity
11:08

Sissy ejaculates in her box to white extinction BIG BLACK COCK dork pornography Breed black Angel scarlett Black

2 years ago

TrannyGem

femdom, natural, BBC, chastity
14:16

Alpha Male Fucking Sissy Bareback Cums Inside And She Starts Masturbating Like A Girl In Chastity

11 months ago

ShemaleZ

chastity
12:41

I lost my t-girl chastity with 2 t-girls

4 years ago

KeekAss

teen anal (18+), compilation, handjob compilation, chastity
26:45

Naughty Chastity Sandy.

5 years ago

ShemaleZ

chastity
09:09

Chastity Sandy Fucked Hard

4 years ago

xHamster

vintage, chastity
07:52

Chastity desire Gudrun and Angie

3 years ago

AShemaleTube

chastity
11:24

Chastity sissy rides a big dildo

1 year ago

XXXDan

dildo, chastity
01:25

Elmo Fucks Tgirl in Chastity

1 year ago

xHamster

chastity, cum in ass
10:35

Deepthroat cd s69ah, chastity toy

5 months ago

xHamster

chastity
08:31

Trans Woman in Chastity and Bondage Fucked

1 year ago

xHamster

bondage, chastity
01:44

Smoking in chastity

6 years ago

xHamster

smoking, chastity
08:00

Brandi Nash in high high-heeled shoes milking after chastity

2 years ago

ShemaleTaxi

milk, crossdresser, heels, shoes, chastity
02:30

Chastity Latex

4 years ago

xHamster

latex, vintage, chastity
05:08

Huge tits and pumped lips for sissy bimbo Andreina

3 months ago

xHamster

cute, italian, crossdresser, chastity
03:01

Laury Angel - Modern Ladies Have No Need For Pleasure Button

2 years ago

TrannyGem

squirt, orgasm, anal orgasm, chastity
05:30

Black TS Chastity cums on her mans face

9 years ago

AShemaleTube

ebony, chastity
04:08

Virginias new chastity belt and a dirty surprise

5 years ago

TXXX

surprise, chastity
15:31

Trans slave in chastity made to bury her belongings by her Mistress

4 years ago

ShemaleZ

femdom, BDSM, chastity
03:22

SDS Chastity Caged at Bedtime

4 years ago

ShemaleZ

chastity
03:39

Pegging My Sissy Femboy On A Leash And Chastity

7 months ago

ShemaleZ

pegging, chastity, femboy
02:26

Sissy chastity enjoys with dildo

1 year ago

xHamster

turkish, sissy, chastity
05:36

Sissy maid blow teaching and magic wand jism

8 months ago

TrannyGem

chastity, femboy
10:53

Asian Sissy Cd Cosplay With Chastity And Foxtail Sexyas

2 years ago

ShemaleZ

cosplay, chastity
04:55

Getting Pegged With The Spocks Cock Dildo Whilst In Chastity With Lucy Essex Cd

2 years ago

HClips

pegging, chastity
01:21

Sissy Slut Haileydoll In Chastity Anal Training BBC Dildo

11 months ago

xHamster

chastity
10:54

Chastity sandy shemale

6 years ago

ShemaleZ

teen (18+), chastity
02:25

Sissyslut Witnessing Mental Domination Vids in Iron Purity Box

1 year ago

TrannyGem

domination, slut, chastity
11:22

Sexy sissy in Chastity sexyAsiansissy

2 years ago

AShemaleTube

chastity
03:02

Trans Girl In Chastity Plays With Her Vibrator

5 months ago

ShemaleZ

chastity
05:50

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

2 months ago

ShemaleTaxi

chastity
05:31

Spandex sissy in purity and pummeled by Domme - AbbyKitty

2 years ago

TrannyGem

femdom, latex, bondage, spandex, heels, pegging, chastity
12:45

Emo Trap In Chastity pounds fake penis And Eats Her Ruined agonorgasmos

4 years ago

ShemaleZ

emo, penis, chastity
20:15

Sissy Maids Bathroom Bondage, Locked to Toilet

2 years ago

xHamster

toilet, latex, bondage, maid, bathroom, chastity
13:51

Sissy Maid Self Bondage Armbinder In Chastity Harness Gag With Large Black Dildo Locked In Ass

1 year ago

HClips

latex, gagging, bondage, maid, sissy, chastity
07:48

Chastity Masturbation

1 year ago

xHamster

dildo, chastity
04:02

Slimsissyjessica fucks with dildo in motel in chastity belt

3 months ago

JizzBunker

pantyhose, huge dildo, hotel, chastity
03:37

Horny slut ride dildo

10 months ago

xHamster

italian, dildo, chastity
08:43

Angel Black wish sissy encouraged to take viagra and in purity

2 years ago

TrannyGem

femdom, public, JOI, chastity
01:34

Sissy slut in chastity and sexy lingerie fucked raw outdoors besides the street

1 year ago

xHamster

public, teen anal (18+), 18, slut, chastity
08:15

Striptease for you from sissy Oksana_ macro shot Asshole_sc.58

1 year ago

TrannyGem

strip, cosplay, chastity
06:08

Ebony TS Chastity Michaels gets sucked

10 years ago

AShemaleTube

shemale fucks guy, chastity

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