SHEMALE • CHASTITY 3,844 videos

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12:45

Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF

6 months ago

AShemaleTube

mature, amateur, strapon, mature anal, redhead, double anal, group
31:05

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

1 year ago

ShemaleZ

dildo, chastity
07:23

Sissy chick rails fat plaything while being locked jessiesissyadventures

3 months ago

TrannyGem

fat, dildo, crossdresser, 18, sissy, chastity, femboy
19:47

Sissy Bitch Shagging Machine Ass Fucking Teaching and Good-Sized Playthings (long Version)

3 years ago

TrannyGem

train, huge dildo, mask, machine, chastity
06:47

Sissy husband pegged in chastity

5 years ago

ShemaleZ

husband, pegging, chastity
06:38

Transgender Slut Lilith Eclipse Fisting Herself And Playing With Her Asshole In A Tiny Chastity Cage And Dark Pantyhose

1 year ago

GetTranny

pantyhose, fisting, chastity
10:11

Sisk Release Her Clit From Chastity Cage

4 months ago

xHamster

small cock, chastity, clit
01:23

Crossdresser Barebacked Dildo While in Chastity

2 years ago

xHamster

chastity
06:46

Sissy BarbieLoki Dildo Play and Cumshot

5 months ago

xHamster

anal, cumshot, chastity, norwegian
11:00

Trans Doll milks after College thinking about a Sensational Person (you)

4 months ago

TrannyGem

feet, teen (18+), anal, big ass, fetish, dildo, milk
04:09

Clamped Sissy Tugging Like A Fine Dame Till She Leaks

1 year ago

TrannyGem

chastity
24:04

Lizz_ss25 changed sissy play

11 months ago

xHamster

chastity
02:25

Sissyslut Witnessing Mental Domination Vids in Iron Purity Box

2 years ago

TrannyGem

domination, slut, chastity
24:37

Skitty in Anal Plug progression Stretching

2 years ago

xHamster

german, train, chastity
07:33

Full time chastity

7 years ago

TXXX

latex, chastity
11:23

Real sissy in chastity outdoor

9 years ago

xHamster

outdoor, chastity
05:17

Chastity Michaels in Chastity Michaels Lusciousness - BlackTGirls

5 years ago

TXXX

ebony, chastity
06:37

Sissy Anais fucks new dildos in chastity

3 years ago

xHamster

chastity
10:10

Ideal femboy in chastity plays with a fuck sticks

2 years ago

ShemaleTaxi

huge dildo, taxi, chastity
06:14

Nice trans Lili in high knees socks and chastity box fuck herself deep and rigid

10 months ago

ShemaleMovie

chastity
06:09

Sissy Lucy colour clash and chastity

3 years ago

AShemaleTube

redhead, chastity
13:31

Light-Haired Sissy Dual Invasion

2 years ago

TrannyGem

train, double anal, sissy, double penetration, chastity
05:30 87%

Gabriel DAlessandro fucks ass of Chastity Michaels

10 years ago

HellPorno

facial, cum in mouth, chastity, cum in ass
05:07

Yummy black tranny Chastity Michaels gets her tight ass pounded

10 years ago

AShemaleTube

tight, chastity
05:36

Sissy maid blow teaching and magic wand jism

1 year ago

TrannyGem

chastity, femboy
08:27

Chastity Slave Loves to spread

10 months ago

JizzBunker

orgasm, bondage, college, chastity
07:18

Cute Crossdresser Leopard Dress and Red Heels

6 months ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
05:43

Abh052 in chastity prostate rubdown and incontinence twice

1 year ago

ShemaleMovie

massage, chinese, chastity
17:39

Lily Star In Ass To Mouth And Leaking Out Of Chastity

2 years ago

ShemaleZ

ass to mouth, chastity, brunette
06:30

Chastity gets Vibrated Her Clitty Projectile Squirt Cummies, her tiny plums smacked, & Turning the plumb Machine Up to its Max!

1 year ago

ShemaleTaxi

squirt, machine, chastity
34:40

Voluptuous ebony shemale Chastity Michaels fucks the white dudes butt

7 years ago

TrannyOne

black, chastity
10:27

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

2 years ago

ShemaleTaxi

fat, chastity
10:12

Trans gal in a cow suit rails a faux-cock like a shagging fuckslut and spunks in a v-card belt sans palms

9 months ago

TrannyGem

amateur, chastity, hands free
11:24

Chastity sissy rides a big dildo

1 year ago

XXXDan

dildo, chastity
06:10

Abs024 Beauty Femboy Wearing Cheongsam In Chastity

1 year ago

ShemaleZ

18, chastity, femboy
09:08

Gudrun and Angie in chastity and pump plug games

4 years ago

xHamster

mature anal, game, pump, chastity
01:19

Pee in Chastity outside

5 years ago

xHamster

pissing, chastity
02:51

So lovely Gurl in play and chastity

4 years ago

xHamster

chastity
02:08

Lauren Cums Handsfree in Chastity and Pantyhose

1 year ago

xHamster

pantyhose, hands free, chastity
16:41

Sissy buttfuck training in chastity cage

5 years ago

HDSex

train, chastity
14:16

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

1 year ago

ShemaleZ

chastity, sissy
02:14

Jessica908x Fuck Machine POV

2 years ago

xHamster

machine, chastity
07:48

Chastity Masturbation

2 years ago

xHamster

dildo, chastity
01:40

PVC whore heels

1 year ago

xHamster

mature anal, crossdresser, british, chastity
14:25

Double time again

1 year ago

xHamster

dildo, double anal, finnish, first time, chastity
05:41

Sissy training 2

2 years ago

xHamster

public, train, piercing, chastity
06:07

Ultra-Cute trans in purity blows a load from ass fucking

2 years ago

TrannyGem

french, train, gape, chastity
03:49

Cynthia sissy crossdresser anal dildo machine chastity

5 years ago

ShemaleZ

machine, chastity
05:56

Sissygasm in purity with a pony faux-cock up her pucker (inverted virginity box)

8 months ago

TrannyGem

public, huge dildo, cumshot, sissy, chastity, femboy
07:15

New chastity Solo play....

6 years ago

xHamster

chastity
32:11

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

2 years ago

xHamster

mature, mature anal, BDSM, erotic, machine, chastity
09:53

SisK caged and plugged EP1: Red swimming suit

1 year ago

xHamster

chastity
10:11

Shemale Maid In Small Chastity Cage

2 months ago

AShemaleTube

chastity, solo, webcam, homemade
05:07

Kinky Sissy

1 year ago

xHamster

panties, chastity
08:10

Dominatrix Fucks Sexy Sissy In Chastity

1 year ago

ShemaleZ

chastity, mature
08:30

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

2 years ago

ShemaleTaxi

femdom, taxi, chastity
03:11

BLACK-TGIRLS: Chastity Kane Gives Love & Cheer

11 months ago

xHamster

solo, chastity
02:28

Cute Tiny Clitty in Chastity Sissygasm

2 years ago

xHamster

cute, monster, slut, chastity
01:31

Sissy in chastity training her holes in a public restroom

2 years ago

xHamster

public, spanish, train, sissy, chastity
04:56

Kelcey in Chastity

9 years ago

xHamster

chastity
31:16 67%

Pathetic Chastity and Satin unexperienced sissy cam biotch gets used by online Daddy w/ CUMSHOT

1 year ago

ShemaleTaxi

anal, satin, crossdresser, cumshot, masturbation, sissy, chastity
11:06

Sissy Nun Astrid Apathy Sissygasm in Innocence

2 years ago

TrannyGem

orgasm, maid, nun, anal orgasm, hands free, chastity, cum in ass
03:43

BDSM-femboy with chastity showing his butt and playing with a dildo

4 years ago

ShemaleZ

chastity
01:45

Sexy Trans Woman in Chastity Fucked

1 year ago

xHamster

BDSM, chastity
06:57

This stiff plastic chastity implement is going on your manmeat

8 months ago

ShemaleTaxi

BDSM, handjob, chastity
03:12

Trans Woman In Chastity Sucks Big Dick 3 Min With Kelsey Masters

11 months ago

Upornia

chastity
04:40

Tranny anal bangs guy with chastity

5 years ago

ShemaleZ

chastity
06:11

Lucy Essex CD And Lisa Playing With Our Toys In The Bedroom And Leaking Cum

3 years ago

BeMyHole

mature anal, orgasm, redhead, toys, chastity
01:12

Chastity cage, ass movements, butt plug, my first video

6 years ago

xHamster

chastity
17:44

Trancess Triss Introduces: Sissy rectal sesh with fuckmachine

2 years ago

TrannyGem

train, dress, machine, chastity
14:41

Strapped to Fucking Machine Chair in PVC Catsuit Gagged in Chastity

2 years ago

xHamster

latex, gagging, BDSM, machine, chastity
10:03

Sissy Ginny gone insatiable

8 months ago

TrannyGem

crossdresser, sissy, chastity
05:44

CD-TG Liana Ames Deepthroating Dildo in Chastity

6 years ago

xHamster

deepthroat, chastity
01:42

Sissy TGirl Scarlett Rides Her Toy While Locked in Chastity

4 years ago

xHamster

chastity
05:05

Melanie here - My first-ever vid!

1 year ago

TrannyGem

instruction, prostitute, chastity
03:21

Mall Flash In Sissy Chastity

3 years ago

xHamster

flashing, first time, chastity
06:55

I like big toys!

1 year ago

xHamster

chastity
03:23

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

3 years ago

TrannyGem

orgasm, chastity
01:51

Locked up unicorn in chastity performs for mistress

3 years ago

xHamster

femdom, chastity
16:11

Schoolgirl crossdresser desperately tries to cum having a chastity cage (cum replay in slow-motion)

10 months ago

xHamster

riding, mexican, chastity
15:05

Its time to lose your chastity to a transgender princess

1 year ago

ShemaleTaxi

threesome, taxi, chastity
11:01

Cute Sissy In Chastity

3 years ago

HClips

teen (18+), sissy, chastity
10:51

Violet V-Card Teaser

1 year ago

KeekAss

POV, chastity
04:39

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels - 淫欲人妖女m丝袜高跟贞操锁强制榨精 With Abby Kitty

2 years ago

ShemaleZ

pantyhose, heels, chastity
01:08

Sissy in Chastity Has Squirting Sissygasm on Fucking Machine

4 years ago

xHamster

squirt, machine, chastity
07:37

In small chastity cage and fucking my sissy ass

1 year ago

AShemaleTube

sissy, chastity
08:22

Flat Chested Sissy In Chastity Cage Sucks And Rides Bareback Cock

1 year ago

ShemaleZ

chastity
02:31

Coral's sissygasm and cum unload

2 years ago

xHamster

dildo, chastity
09:18

SUPER SEXY Blonde Trans Woman Removes Chastity

8 months ago

BeMyHole

amateur, chastity
33:48

She Let Him Out Of Chastity

5 years ago

ShemaleZ

chastity
07:25

Encaged Trans Doll spreads out lovely lil fuck-hole

8 months ago

TrannyGem

doll, bondage, cumshot, masturbation, sissy, chastity
01:40

Trans Woman in Chastity Fucked Doggystyle

1 year ago

xHamster

dogging, chastity
02:32

Ass fucked in small pink chastity - part 1

1 week ago

AShemaleTube

stockings, chastity
18:52

Sissy Hope great, hot and private compilation moments.

5 months ago

xHamster

small cock, latina, compilation, big cock, mexican, sissy, chastity
03:40

Sissymia Small Chastity Cage Cumshot

1 year ago

ShemaleZ

chastity
07:33

Sissy Instructing Her Slot to Rail Good-Sized Trouser Snake & Surprise at the End

2 years ago

TrannyGem

huge dildo, instruction, surprise, chastity
40:46

Chastity cage on her penis,Asian she-male three way pulverized hard in the ass

3 months ago

ShemaleTaxi

asian, threesome, chastity, ladyboy, anal
11:42

Tgirl In Chastity Leash And Bondage Masturbating With Guy

1 year ago

Upornia

bondage, chastity
14:52

Schoolgurl Pai-chans Fem Boi-clit Is Chastity-sealed Tonight

1 year ago

ShemaleZ

clit, chastity
13:01

Female Dominance hand-job for my sissy crossdresser

2 years ago

TrannyGem

femdom, bondage, chastity
05:18

Sissy femboy, chastity

3 years ago

VideoSection

chastity
08:40

Sissy Cd In Chastity Deep Fuck Huge Dildos Epic Handsfree Sissygasms Cleanup

1 year ago

ShemaleZ

huge dildo, dildo, toys, hands free, chastity, sissy
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
01:09

First week in chastity

1 year ago

xHamster

public, cuckold, chastity
03:10

Sissy Susi dehnt Ihre Pussy mit Plug. Mit Chastity

3 years ago

AShemaleTube

chastity
12:41

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

5 years ago

KeekAss

teen anal (18+), compilation, handjob compilation, chastity
14:59

Hard Dong deep inserting into tight ass of sweet tgirl

13 years ago

AShemaleTube

insertion, chastity
01:18

Cynthia sissy in a pee in a pink chastity

4 years ago

xHamster

pissing, chastity
08:01

Enby In Chastity Plays With Her Dildo While Gagged And In Nipple Clamps

3 years ago

ShemaleZ

gagging, BDSM, nipples, chastity
07:31

One of the best bitch in chastity suck a dick in public

6 years ago

xHamster

mature, public, chastity
01:52

Sissy cums in chastity

4 years ago

xHamster

chastity
04:39

Sissy In Chastity Tries New Dildo

1 year ago

HClips

dildo, small tits, chastity
05:41

Cindy Love In Anal In Chastity

2 years ago

ShemaleZ

chastity
06:59

Trans-Lady Equine Fuck Stick ejaculation

2 months ago

TrannyGem

dildo, femboy, chastity, amateur
11:43

Enby In Chastity Rides Her Pink Dildo

3 years ago

ShemaleZ

riding, chastity
15:07

Erica Cherry And Queenie Sateen In Submissive With Chastity Cage Makes Femdom Squirt A

2 months ago

ShemaleZ

blonde, femdom, chastity, shemale, squirt
04:26

XXSissySlaveXx rides dildo

2 years ago

xHamster

teen anal (18+), riding, finnish, chastity
05:57

ABC029 SECRETARY ,STOCKINGS, HIGH HEELS ,MASTURBATION ,CUMSHOT 娇小色情秘书-艾爷性感,丝袜,,高跟,,自慰射精

4 years ago

BeMyHole

secretary, chastity
04:11

Sissy got all clothed up just to be put to swallow beers throughout ass-fuck by her alpha masculine

2 years ago

TrannyGem

train, swallow, bottle, clothed, slut, chastity
01:29

I lock myself up in chastity for master shane diesel

2 years ago

xHamster

latex, maid, chastity

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