SHEMALE • CHASTITY 3,840 videos

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05:07

Inverted Chastity Cages Make Me Feel So Slutty

11 months ago

xHamster

small cock, chastity, dildo
12:01

TRANSEROTICA Fabulous Dark-Haired Jamie Kelly Pummels Stiff Nyxi Leon

4 months ago

TrannyGem

ass licking, ass to mouth, shemale, chastity
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

2 years ago

xHamster

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09:34

Being put into a plane box After Misstress cleans my locked Clitty Little cock

1 year ago

TrannyGem

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10:20

Rectal Progression Update

8 months ago

TrannyGem

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14:13

Neon Rave Breezies

3 years ago

TrannyGem

strapon, lesbian, chastity
06:47

Sissy Locked in Chastity CasualKaylee Fucks her Creamy Ass with Dildo

6 years ago

TrannyGem

dildo, sissy, chastity
02:08

Which size will make me jism?

2 months ago

TrannyGem

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12:10 93%

Natalie Mars and Charlotte Sartre Anal Invasion Broads

2 years ago

TrannyGem

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06:23 78%

Femboy dresses up for getting groceries - purity cell and assfuck hook covert under clothes

3 years ago

TrannyGem

public, hidden, bondage, tied, wet, dress, clothed
07:16

Sissy fuck in chastity

1 year ago

xHamster

huge dildo, chastity
18:28 71%

GOOD-SIZED Belt Dick Pegging for V-Card Sissy Victim Demolishing her Trampy Crevice by Domina Mercer

3 years ago

TrannyGem

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02:45 81%

Femboy in crimson spectacular gimp costume CUMpilation! Spunk from ass fucking, handballing and soles

6 months ago

TrannyGem

feet, creampie, huge dildo, prostate, fetish, orgasm, fisting
07:41

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4 years ago

ShemaleMovie

public, chastity
07:07 50%

Sissy attempt to jizm in micro chastity box

2 years ago

ShemaleTaxi

small cock, cuckold, panties, sissy, chastity, femboy
26:15

Naughty Chastity Sandy.

5 years ago

TXXX

chastity
04:26

Unmasking - Miss Eva Mae - Girl Masker & Living Female

6 months ago

TrannyGem

shemale, crossdresser, chastity, rubber
03:15

Sissys get Chastity

4 years ago

ShemaleZ

threesome, sissy, chastity
07:12

CUM IN CHASTITY WITH DILDO

4 years ago

xHamster

chastity
05:36 60%

Double Machine

2 years ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
27:08

Chastity bottoms

9 months ago

AShemaleTube

cumshot, chastity
13:33

Super Flat Chastity Sissy Anal Dildo Squirt

2 months ago

HClips

shemale, squirt, dildo, solo, sissy, chastity
1:08:02

Chastity Transfiguration

1 year ago

XXXDan

femdom, lesbian, masturbation, chastity
14:51

Its time you lost your shemale chastity

5 years ago

HDSex

chastity
09:39 75%

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

4 months ago

xHamster

black, fetish, bondage, dildo, lingerie, crossdresser, sissy
10:55

SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo

8 months ago

xHamster

shemale, anal, dildo, crossdresser, sissy, chastity
11:41

Phat boner TGirl barback anal invasion fucks mature guy in chastity

3 months ago

VideoSection

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02:13

Trans witch summons something she doesn't mind riding

1 year ago

xHamster

sissy, chastity, FTM, dutch
11:45

Sissy Gurl And Chastity Enby In Chastity Rides Her Pink Dildo

1 year ago

BeMyHole

sissy, chastity, shemale fucks guy
33:24 71%

Sissys Wooden Pony Ballet Boot Torment

1 year ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
11:07

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

1 year ago

xHamster

beauty, russian, dildo, penis, asshole, chastity
26:38 93%

SISSY IN HIGH STILETTOS HUMUNGOUS BELT DICK IN THE BOOTY Pegging Extraordinary Rectal Opening Up FEMALE DOMINANCE CULO GOING KNUCKLE DEEP

3 years ago

TrannyGem

femdom, strapon, anal, big ass, fisting, bondage, double anal
08:34 83%

Melody Lane Chastity tipped into

5 years ago

ShemaleZ

masturbation, chastity
15:39

Sissy playing with dildo until cumming

3 months ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
06:14

Girl Licking Balls In Chastity Belt 6 Min

1 year ago

Upornia

shemale and girl, chastity
10:01

Very Hot Blonde Crossdresser In Chastity Fucked

8 months ago

ShemaleZ

crossdresser, amateur, stockings, chastity
14:57

Chastity sissy forced to cum by Mistresses

5 years ago

ShemaleZ

femdom, chastity
01:14

Sissy cumming in chastity

6 years ago

AShemaleTube

chastity
03:21

Dominatrix encouraged her sissy pig to cock and ball torture emasculation dog collar its nut sack angel Scarlett black

4 months ago

TrannyGem

dogging, crossdresser, chastity, bondage
08:58 70%

Encaged Sissy Inhales Fuck Stick Deep in Trance (No Audio)

11 months ago

TrannyGem

amateur, crossdresser, sissy, chastity
05:05

Femboy takes his step-moms futa fuck-stick

2 years ago

TrannyGem

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18:09

Lily Star Ass to mouth and leaking out of chastity

3 years ago

AShemaleTube

ass to mouth, chastity
05:57

Cum in chastity

2 weeks ago

AShemaleTube

shemale, small cock, chastity
04:47

Chastity sissy future

5 years ago

AShemaleTube

sissy, chastity
05:23

Pegging And Latex Glove Fisting Slutty Chastity Sissy With Giant Black Dildo By Mistress Mercer

1 year ago

ShemaleZ

femdom, latex, fisting, gloves, pegging, chastity
08:03

Denim biker doll in chastity contraption

4 years ago

ShemaleMovie

chastity
05:34

Blonde big-titted slut fucking herself on bed 2023

1 year ago

xHamster

chastity
06:08

Sissy Francis Malice - Little Time for Fun Before Wife Comes Back Home

9 months ago

xHamster

german, wife, crossdresser, chastity
01:19

Good Girls Wear Chastity Cages For Dates

1 year ago

xHamster

latex, heels, chastity
20:23 39%

A sissygasm through chastity

5 years ago

ShemaleZ

small cock, BDSM, toys, chastity, interracial
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

5 years ago

HClips

fetish, chastity
09:35 62%

5 Minutes To Cum In Chastity Before She Gives Him In His Mouth

2 years ago

ShemaleZ

latex, BDSM, cum in mouth, chastity
04:26

Cute femboy in chastity cage masturbate with vibrator

2 years ago

xHamster

vibrator, chastity
06:51

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

1 year ago

xHamster

BBC, sissy, missionary, chastity
42:07

A cute trans girl gets wrapped in shrink wrap also cbt

4 years ago

ShemaleZ

cute, fetish, BDSM, chastity
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

9 months ago

xHamster

bondage, BDSM, sissy, chastity
13:42 68%

Wifey Taunts you about locking you in innocence like her TRANSSEXUAL Buddy POINT OF VIEW HAND JOB SISSY TEACHING

3 years ago

TrannyGem

femdom, train, wife, orgasm, chastity
11:08 72%

Pinkish Punk Maid in virginity part two ass fucking instructing

3 years ago

TrannyGem

huge dildo, instruction, maid, mask, anal orgasm, hands free, chastity
08:17

SisK CD in purple EP3 her sissy clity is released from a super tiny chastity cage

2 years ago

xHamster

pantyhose, ladyboy, chastity, asian
05:40 85%

Good-Sized sissygasm compilation two

1 year ago

TrannyGem

amateur, dildo, compilation, cumshot, cumshot compilation, orgasm compilation, BBC
07:44

Beautiful thick blonde changes into her maid outfit and locks herself in chastity

5 years ago

AnyPorn

maid, chastity
10:47

Prelude to Be a nymph for Me - Nicci FEMINIZES and locks Jordyn in chastity

3 years ago

ShemaleTaxi

behind the scenes, taxi, sissy, chastity
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
04:11

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

1 year ago

ShemaleZ

mature, BDSM, sissy, chastity
11:15

*Trailer* Sissy Instructing Basics With Kelli Frost

2 years ago

TrannyGem

train, instruction, chastity
07:25

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

4 months ago

xHamster

beauty, squirt, prostate, dildo, machine, sissy, chastity
13:01

Sissy riding dildo in Public Compilation 3

2 weeks ago

xHamster

public, dildo, ladyboy, compilation, riding, masturbation, sissy
09:46

Real Trans Squirting from Anal - Erika Oak's Sissygasm

11 months ago

xHamster

squirt, swedish, hands free, chastity
08:31

Pink Tiny Limp Clitty in the Smallest Chastity Cage Kis

3 years ago

AShemaleTube

chastity
04:48 92%

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels

2 years ago

ShemaleZ

pantyhose, heels, sissy, chastity
16:07

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

2 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
06:10

Teenager ladyboy in bondage and chastity cage blow-job and rectal

4 years ago

ShemaleTaxi

bondage, chastity, thai
12:47

Sissy Andrea in chastity ass-fuck exercise

2 years ago

ShemaleTaxi

chastity, sissy
14:19 64%

Humungous fake penis have fun in innocence - pvt show/custom content

1 year ago

TrannyGem

dildo, masturbation, penis, chastity
16:35 82%

Sissy Gets To Cum In My Ass After 2 Weeks In Chastity

3 years ago

HClips

sissy, chastity, cum in ass
05:02

Abby Kitty - Abh052 Elegant Ladyboy In Chastity Prostate Massage And Incontinence Twice 人妖秘书贞操锁前列腺按摩失禁潮吹

3 years ago

ShemaleZ

prostate, massage, chastity
1:08:50

Real fledgling homemade sissy cuck penetrates hump machine in chastity cage, feminization squirting femboy!

1 year ago

ShemaleTaxi

squirt, crossdresser, chastity, femboy
05:15

I blown his cook so superb that he screwed me

7 months ago

TrannyGem

big cock, blowjob, chastity, sissy, amateur, shemale and girl
07:34

Violet Chastity Chained to Fuck Machine

9 months ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
02:34

SISSIES IN CHASTITY

4 years ago

AShemaleTube

chastity
07:26

TS Mariaqt chastity fuck machine cum

8 months ago

AShemaleTube

amateur, compilation, cumshot compilation, sissy, chastity, machine
04:23

Tranny fucks her ass with big dildo

1 year ago

xHamster

amateur, pantyhose, small cock, czech, dildo, small tits, sissy
13:46

Deep Throatfuck + Bareback Doggy Assfuck Cumshot Breeding By Shemale In Twink Ass

3 years ago

BeMyHole

femdom, latex, deepthroat, chastity, shemale fucks guy
07:59

Transgirl In Chastity Gets Fucked By Crossdressing Sissy!

1 year ago

ShemaleZ

latex, crossdresser, chastity, sissy
13:35

Real sissy full in chastity

6 years ago

ShemaleZ

latex, sissy, chastity
07:14

Femboy In Chastity Cage

1 year ago

ShemaleZ

teen (18+), 18, chastity
13:05 91%

Domina Tangent and Naughty__Nadia two

4 years ago

TrannyGem

femdom, strapon, fisting, bondage, chastity, domination
10:16

Highly super-hot Blonde Crossdresser in Chastity boned

10 months ago

ShemaleTaxi

shemale, crossdresser, chastity
02:10

Releasing my sissy clitty from inverter chastity cage

1 year ago

xHamster

clit, chastity
05:05

Sukey wearing chastity belt 2

11 months ago

JizzBunker

asian, chastity
15:29 93%

Shemale Suzie XXL and Girl fuck and pegging a black slave in chastity cage

10 months ago

KeekAss

black, latex, threesome, fetish, shemale and girl, blonde, domination
12:53

[SISSY] Libido processing failed. Did not finish off.

3 years ago

TrannyGem

chastity
25:24

Chastity and friends

6 years ago

ShemaleZ

chastity
12:57

Chastity small cock

4 years ago

XXXDan

small cock, chastity
04:29 85%

Sissy put into chastity and tormented

5 years ago

ShemaleZ

fetish, BDSM, toys, chastity
09:37

Sissy In Chastity Public Walk Showing Her Ass And Then She Is Fucked Bareback In Many Positions

2 years ago

Upornia

public, sissy, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

2 years ago

TXXX

chastity
05:35

Gimp in chastity anal penetrated by ts

3 years ago

ShemaleTaxi

bondage, chastity
06:59

Trans-Damsels Rails HorseCock To Chastitied Jism

2 months ago

KeekAss

chastity
01:41

Sissy Accidentally cums while rubbing her clit in the little chastity cage

1 year ago

xHamster

clit, chastity
03:39

Big Dick Transgirl Playing In Chastity

2 years ago

ShemaleZ

webcam, chastity
19:58

Luna in chastity cage gets horny and cums

3 years ago

AShemaleTube

cum in mouth, chastity
10:15

Riding Her Dildo In Chastity Cage

3 years ago

AShemaleTube

riding, chastity, dildo
18:49

Latex Transgirl In Chastity Spanked, Teased, And Fucked By Femdom

1 year ago

BeMyHole

femdom, latex, spanking, chastity
11:17

Kelsey Masters In Trans Woman In Bondage And Chastity Masturbating With Guy 12 Min

10 months ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
03:06

The beautiful Janine in chastity.

5 years ago

ShemaleZ

chastity
03:20

Assfucking the Easter Bunny - Liza fucks Sasha in humiliating strap-on chastity video

5 years ago

AShemaleTube

strapon, ass to mouth, chastity
04:46 62%

Abby Kitty - Abh061 White Stocking Angel In Chastity Riding Dildo And Cumshot 白色丝袜天使穿戴贞操锁骑着假阳具直到绝顶高潮喷发

2 years ago

ShemaleZ

crossdresser, chastity
11:10

Real sissy in chastity outdoor

4 years ago

TXXX

outdoor, sissy, chastity
05:25 88%

German trans girl cums while being locked up in chastity by her jealous bf - solo getting off - Emily Adaire transsexual

2 years ago

ShemaleTaxi

german, BDSM, solo, shemale and girl, heels, toys, taxi
08:41

Sissy Slut In Chastity Giving A Blowjob And Being Raw Fucked With Open Door While People Pass By

1 year ago

ShemaleZ

blonde, slut, chastity
03:20

Cristal Kinky In Latex Anal Training My Sissy Slut Fisting Big Anal Toys Big Strap On Preview

2 years ago

ShemaleZ

latex, strapon, train, fisting, slut, sissy, chastity
12:34 69%

A nasty getting off sessiom

5 months ago

TrannyGem

amateur, cute, anal, squirt, fetish, bondage, big tits
04:28

Chastity teen sissy maid fucked by old daddyp

4 years ago

BeMyHole

maid, sissy, chastity
08:21

Rosy Sissy Locking her Lil Will-Less Clitty in the Tiniest Innocence Cell

3 years ago

TrannyGem

chastity
16:39

Submissive in Chastity Tied, spanked, and Edged - punk female dom

2 years ago

ShemaleTaxi

spanking, tied, goth, taxi, chastity
15:28

I cant wait to take your she-creature chastity

3 years ago

ShemaleTaxi

bisexual, hardcore, chastity
18:21

Plumbing machine vs fledgling T-woman in chastity for Andy

1 year ago

ShemaleMovie

machine, chastity
15:49 70%

Exhibitionist Crystal Encaged Claus, two

3 years ago

TrannyGem

public, upskirt, panties, chastity
06:39 65%

Happy woman full time in chastity device nylon stocking

5 years ago

ShemaleZ

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