SHEMALE • CHASTITY 3,726 videos

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15:29 98%

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

3 months ago

KeekAss

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29:14 95%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

4 months ago

ShemaleZ

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32:31 95%

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3 months ago

BeMyHole

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04:34 95%

Sissy Slave - Shackled Chastity Takes Super-sized Dildo And Femdom Latex Fisting By Mistress Mercer

1 year ago

HClips

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32:31 92%

Cute Trap In Chastity Get A BBC Creampie

2 months ago

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08:24 91%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

1 year ago

HClips

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41:24 89%

Natalie Mars And friend Feminized In Chastity slavery

4 years ago

ShemaleZ

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06:40 89%

Two BBCs SpitRoast blondie SIssy in chastity

1 year ago

ShemaleMovie

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10:05 89%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

3 months ago

xHamster

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20:22 89%

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4 months ago

BeMyHole

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08:34 88%

Such a Sleazy Chastised Sissy. used as the Slut she is

3 years ago

TrannyGem

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15:51 88%

Sissy Joyce In The Complete Chastity Review & Guide - All Sizes

1 year ago

ShemaleZ

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03:40 88%

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4 years ago

xHamster

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08:13 88%

Pretty Tranny Anus Plug With Chastity

1 year ago

TXXX

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04:54 86%

Mistress And Chastity Sissy Slut Anal Training 5 Min

1 year ago

ShemaleZ

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05:40 85%

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6 months ago

TrannyGem

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09:20 83%

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3 years ago

ShemaleTaxi

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27:17 82%

NATALIE MARS PONY HAVE FUN

5 years ago

TrannyGem

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13:34 82%

Deep Throatfuck + Bareback Doggy Assfuck Cumshot Breeding By Shemale In Twink Ass (sub In Chastity)

2 years ago

TXXX

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1:02:33 80%

Chastity T Girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow Btg0 With Natalie Mars

1 year ago

TXXX

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1:06:07 80%

Taryn Elizabeth gets strapon while in chastity

4 years ago

ShemaleZ

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12:54 80%

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3 years ago

TrannyGem

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08:57 79%

Tgirl Variety Itsol Masturbates Wearing Fufu Clip

8 months ago

BeMyHole

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10:48 79%

Jessica Bloom Multiple Caged Assgasms

2 years ago

PornHub

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20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

1 year ago

ShemaleZ

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07:59 77%

BBC Putted A Chastity Cage In Her Trans Wife And Fucker Her Until Gives Her A Big Facial

10 months ago

BeMyHole

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07:55 77%

Skinny sissy femboy use a petite chastity cell

8 months ago

ShemaleMovie

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13:41 77%

Sissy shaves her useless clitty and wears chastity device

4 years ago

xHamster

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43:34 76%

ABS024 hottie femboy Abby Kitty wearing cheongsam in chastity - web cam female

1 year ago

ShemaleTaxi

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04:13 76%

Sissy Trap In Chastity Fucked Hard

5 years ago

VipTube

chastity
06:01 75%

Sissy fucked in chastity

1 year ago

XXXDan

teen anal (18+), sissy, chastity
02:12 75%

Fuck Stick

5 months ago

TrannyGem

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11:39 75%

Squeezing a penis into a micro cage

1 year ago

PornHub

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01:54 74%

Daddy made me a new milking toy on my chastity

2 years ago

xHamster

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02:34 73%

SISSIES IN CHASTITY

3 years ago

xHamster

amateur, sissy, chastity
08:14 72%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

2 years ago

TXXX

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1:13:30 72%

Best of Sissies Cumming in Chastity

3 years ago

BeMyHole

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04:42 71%

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

7 months ago

xHamster

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06:03 70%

Nice Sissy Sidney in v-card does how she is told

2 years ago

TrannyGem

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06:12 69%

The Start of Perminant Chastity

5 years ago

ShemaleZ

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10:46 68%

Sissygasm Slut Caged Training Massive Cumshot & Anal Milking Jessica Bloom

1 year ago

PornHub

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14:24 67%

Horny sissy tease penis electro slut , only one drop cum 2/2

1 year ago

PornHub

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04:09 67%

Chastity slave sissy wife tormented by Mistress

4 years ago

ShemaleZ

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09:11 66%

How my dominant wifey and her bbc Lover Persuaded Me into a Shemale Relationship (Chastity Femdom}

3 years ago

ShemaleMovie

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05:26 65%

ABH Sweet girl in chastity riding dildo and play vibrat

6 months ago

AShemaleTube

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08:58 65%

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

4 months ago

TrannyGem

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14:08 64%

Deep Throatfuck + bareback doggy ass fucking cum-shot breeding by she-creature in Twink ass (sub in chastity)

9 months ago

ShemaleMovie

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05:15 64%

Chastity & Ass to mouth with BIG black cock

2 years ago

xHamster

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27:24 63%

Trans girl in chastity fucked amateur

2 years ago

DrTuber

shemale and girl, chastity
28:47 62%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

1 year ago

xHamster

bondage, chastity, post op
03:11 60%

51cm John Thomas Henry Humungous Assfuck Destruction Fuck Stick Slamming Deep into Slick Nice Femboy Asspussy

7 months ago

TrannyGem

huge dildo, dildo, hardcore, chastity
15:03 59%

Chastity Tgirl Gets Double Anal Fucked In A With Itzel Saenz And Hardcore Gangbang

1 year ago

ShemaleZ

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03:16 57%

Sissy pisses in urethral chastity cage in slow motion

2 years ago

xHamster

pissing, chastity
05:36 57%

Double Machine

1 year ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
10:20 56%

Sissy Boy Takes Huge Load In His Ass

9 months ago

PornHub

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11:11 56%

Rainbow Kitty Scarlet Sky Squirts Girl Cum!

7 months ago

PornHub

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15:06 56%

Sissy Emily Hardon Cheerleader chastity fake penis play

2 years ago

ShemaleTaxi

dildo, cheerleader, penis, taxi, chastity, femboy
08:41 54%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

2 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity
11:49 53%

Tricked into sissification tricked into chastity (New Vids on MANYVIDS)

4 years ago

HClips

latex, fetish, BDSM, chastity
18:15 50%

Shamale chastity

3 years ago

VideoSection

teen anal (18+), domination, chastity
07:04 50%

Get ready to fuck me and cum... I'll wait for you in chastity and with my ass open

11 months ago

xHamster

mature, mature anal, crossdresser, chastity, cum in ass
07:58

Cute Femboy In Chastity Ride My Big Cock

1 month ago

TXXX

amateur, cute, teen (18+), fetish, riding, chastity, femboy
12:33

Kiss his jism out of my throat in front of your Ex CUCK CHASTITY

1 month ago

ShemaleTaxi

kissing, pantyhose, teen (18+), shemale, chastity, cuckold
10:33

Chastity Sissy Anal orgasms And munching jism of Feet Jessica Bloom and Femdom Polieana

2 months ago

VideoSection

feet, femdom, huge dildo, orgasm, dildo, sissy, anal orgasm
04:01

Sexy Shemale Tori Ray In Chastity Gets Fucked In Pov

5 months ago

GetTranny

chastity, anal
10:21

Sissy Gets Brainwashed By Bambi Hypnotizing Files PMV

4 months ago

TrannyGem

dildo, crossdresser, compilation, sissy, chastity
07:10

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum

1 month ago

PornHub

amateur, anal, solo, swallow, cumshot, blonde, machine
14:04

Chastity Cages

1 week ago

AShemaleTube

amateur, chastity, small cock, webcam
1:03:39

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

1 year ago

xHamster

stockings, french, lingerie, chastity
19:03

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

2 months ago

xHamster

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10:17

Chinese Sissy Jenny Wei Gets four on 1 Gang-Bang, Dual Ass Fucking from Meaty Rods

1 year ago

TrannyGem

double anal, facial, gangbang, chinese, double penetration, chastity
42:34

Chastity T-girl 4on1, Bwc, Atm, Balls - Itzel Saenz

1 year ago

ShemaleZ

anal, double anal, group, cum in mouth, double penetration, chastity
20:49

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

2 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, spandex
14:51

TRANSVESTITE IN ROSY INNOCENCE BELT IN SOLARIUM SUNBATHING IN PANTY Swimsuit Marks On Butt-Cheeks

2 years ago

TrannyGem

femdom, russian, bondage, swimsuit, panties, solarium, thong
08:00

Chastity Shemale Takes Interracial Anal Reaming And Creampie

5 months ago

GetTranny

chastity, anal
03:55

Blackcock daemon loki breeds sissy trap nun in chastity

1 month ago

AShemaleTube

sissy, chastity
02:37

Twerk Sissy Chastity - PMV By HoloPMV

7 months ago

AShemaleTube

sissy, chastity
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free
06:38

Glazing Her Lil Inverted Pearl In Sissy Juices

4 weeks ago

TrannyGem

amateur, train, squirt, orgasm, dildo, sissy, anal orgasm
08:24

Sissy Gets a Thick Fountain two

2 years ago

TrannyGem

bondage, BDSM, slut, sissy, chastity, cum in ass
08:26

Anal Orgasm In Chastity Cage For A Tied Femboy

1 month ago

ShemaleZ

stockings, shemale, orgasm, BDSM, ladyboy, anal orgasm, 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
08:00

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

1 week ago

GetTranny

chastity, hands free, hairy, pissing
11:47

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

4 months ago

xHamster

latex, shemale, nurse, shemale and girl, pegging, sissy, chastity
06:01

Locked girls butthole pleasure

3 years ago

BeMyHole

chastity
02:07

Femboi Sissyboi Riding Big Dildo in Micro cage Chastity

Yesterday

AShemaleTube

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07:18

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum

1 week ago

AShemaleTube

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08:45

Sissy Femboy in Chastity Trains Holes with Dildo

2 weeks ago

PornHub

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09:48

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

6 months ago

ShemaleZ

pissing, public, chastity
09:43

Vibrating my clit, chastity fail ends in self suck!

3 weeks ago

xHamster

fetish, facial, blonde, selfsuck, cum in mouth, vibrator, chastity
1:16:10

Pov cuckold 14 candy manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and has sex with him after

2 years ago

TrannyOne

cuckold, husband, chastity
10:40

Trans Elf Tavirah Takes Her Own chastity Cucumber style

4 years ago

ShemaleMovie

prostitute, skinny, chastity
11:58

Sissy Bunny switches out of doused nappy, blows a load in pinkish underpants with innocence box

1 month ago

TrannyGem

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06:58

Sissy attempt to jizz in micro v-card cell

1 year ago

TrannyGem

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14:13

Neon Rave Breezies

2 years ago

TrannyGem

strapon, lesbian, chastity
28:57

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

1 week ago

ShemaleMovie

shemale, bondage, solo
07:50

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

5 months ago

TrannyGem

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06:27

Chastity Sissy Raine Playing With Huge Dildo

5 months ago

Upornia

huge dildo, dildo, chastity
08:00

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

1 year ago

GetTranny

bondage, cosplay, chastity
03:58

Big Ass Ts In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

latex, chastity
03:03

MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School

1 year ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
14:21

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 month ago

xHamster

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07:14

Sissy Marissa cheering for cock

2 months ago

xHamster

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08:00

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

1 week ago

GetTranny

sissy, chastity, amateur, shemale, gym
14:38

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

1 month ago

ShemaleZ

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25:04

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

2 months ago

xHamster

bondage, BDSM, sissy, chastity
11:07

Chastity sissy pumps titties cums from huge buttplug

3 months ago

xHamster

cumshot, sissy, chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

3 months ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
20:27

CD rides big black cock wearing rosy chastity

5 months ago

ShemaleTaxi

british, toys, BBC, chastity
08:08

Sissygasms Ballbusting Chastity PMV

1 year ago

JizzBunker

femdom, compilation, chastity
20:35

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

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16:07

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

1 year ago

xHamster

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08:00

Sissygasm In Chastity For A Fucked Crossdressed Slave. Spanking Session With Mistress

1 year ago

GetTranny

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06:32

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4 years ago

ShemaleZ

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10:20

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4 years ago

TXXX

fetish, BDSM, facesitting, machine, chastity
03:09

Sissy in Chastity

5 years ago

xHamster

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10:48

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8 years ago

TXXX

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10:31

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

3 weeks ago

TrannyGem

pissing, teen (18+), anal, fetish, teen anal (18+), orgasm, sissy
24:34

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

4 months ago

TrannyGem

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05:18

Trans innocence ejaculation

11 months ago

TrannyGem

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