SHEMALE • CHASTITY 3,844 videos

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02:34 71%

SISSIES IN CHASTITY

3 years ago

xHamster

amateur, sissy, chastity
04:13 76%

Sissy Trap In Chastity Fucked Hard

5 years ago

VipTube

chastity, sissy
10:32

HUMILIATION DOMINATRIX MISTRESS WORSHIP - with busty blonde Angel Wicky

1 month ago

xTits

big ass, creampie, chastity, femdom, domination
20:22 90%

Chastity TS Vs BBC

7 months ago

BeMyHole

interracial, glasses, big cock, domination, BBC, hardcore, chastity
1:02:33 82%

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

1 year ago

TXXX

pissing, shemale, creampie, anal, fetish, fisting, BDSM
29:14 89%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

6 months ago

ShemaleZ

amateur, shemale, interracial, lingerie, big cock, bareback, BBC
12:33

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

4 months ago

ShemaleTaxi

kissing, pantyhose, teen (18+), shemale, chastity, cuckold
04:01 82%

Sexy Shemale Tori Ray In Chastity Gets Fucked In Pov

7 months ago

GetTranny

chastity, anal
03:40 87%

Sissys in chastity

4 years ago

xHamster

latex, chastity
1:03:39 64%

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

1 year ago

xHamster

stockings, french, lingerie, chastity, sissy
07:58

Cute Femboy In Chastity Ride My Big Cock

4 months ago

TXXX

amateur, cute, teen (18+), fetish, riding, chastity, femboy
08:00

Chastity Shemale Takes Interracial Anal Reaming And Creampie

8 months ago

GetTranny

chastity, anal, interracial
10:21 50%

Sissy Gets Brainwashed By Bambi Hypnotizing Files PMV

6 months ago

TrannyGem

dildo, crossdresser, compilation, sissy, chastity
08:51

Slave tgirl inhales and penetrates her dom

1 month ago

TrannyGem

feet, cute, small cock, shemale, blowjob, creampie, POV
32:31 95%

Sabina Steele Aj Fresh Chastity Angel Anal Creampie Bbc Dgs

6 months ago

BeMyHole

stockings, blowjob, creampie, anal, interracial, ass licking, big cock
41:24 90%

Natalie Mars And friend Feminized In Chastity slavery

4 years ago

ShemaleZ

fetish, BDSM, chastity
18:07

Asian chinese ladyboy solo in chastity cage

1 month ago

AShemaleTube

shemale, chinese, chastity, solo, ladyboy
12:34

A nasty getting off sessiom

1 week ago

TrannyGem

solo, amateur, sissy, chastity, anal, BDSM, cute
08:13 88%

Pretty Tranny Anus Plug With Chastity

1 year ago

TXXX

chastity
06:03 71%

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

2 years ago

TrannyGem

sissy, chastity
08:57 78%

Tgirl Variety Itsol Masturbates Wearing Fufu Clip

11 months ago

BeMyHole

feet, small cock, nipples, jerking, masturbation, chastity
06:38

Glazing Her Lil Inverted Pearl In Sissy Juices

3 months ago

TrannyGem

amateur, train, squirt, orgasm, dildo, sissy, anal orgasm
06:01 76%

Sissy fucked in chastity

1 year ago

XXXDan

teen anal (18+), sissy, 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
15:51 89%

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

1 year ago

ShemaleZ

solo, sissy, chastity, BDSM
04:42 67%

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

9 months ago

xHamster

huge dildo, fetish, chastity
15:03 61%

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

1 year ago

ShemaleZ

POV, double anal, gangbang, toys, double penetration, hardcore, chastity
32:31 93%

Cute Trap In Chastity Get A BBC Creampie

5 months ago

BeMyHole

stockings, creampie, anal, big cock, BBC, chastity
06:40 90%

Two BBCs SpitRoast blondie SIssy in chastity

2 years ago

ShemaleMovie

skinny, BBC, sissy, chastity, femboy, shemale
07:23

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

Yesterday

PornHub

pissing, sissy, anal, solo, chastity, maid, machine
19:03 92%

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

5 months ago

xHamster

beauty, anal, big ass, dildo, chastity, cum in ass, cum while fucked
14:04

Chastity Cages

2 months ago

AShemaleTube

amateur, chastity, small cock, webcam
09:11 69%

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

3 years ago

ShemaleMovie

femdom, wife, cuckold, BBC, chastity
08:26

Anal Orgasm In Chastity Cage For A Tied Femboy

4 months ago

ShemaleZ

stockings, shemale, orgasm, BDSM, anal orgasm, chastity, femboy
03:55

Blackcock daemon loki breeds sissy trap nun in chastity

4 months ago

AShemaleTube

sissy, chastity, nun
11:39 74%

Squeezing a penis into a micro cage

1 year ago

PornHub

train, insertion, penis, chastity
02:37

Twerk Sissy Chastity - PMV By HoloPMV

9 months ago

AShemaleTube

sissy, chastity
04:09 63%

Chastity slave sissy wife tormented by Mistress

4 years ago

ShemaleZ

femdom, wife, BDSM, chastity
13:35

Real sissy full in chastity

1 year ago

TrannyOne

sissy, chastity
06:01

Locked girls butthole pleasure

3 years ago

BeMyHole

chastity
07:59 77%

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

1 year ago

BeMyHole

black, interracial, wife, BBC, chastity, big ass
10:40

Trans Elf Tavirah Takes Her Own chastity Cucumber style

4 years ago

ShemaleMovie

prostitute, skinny, chastity
08:24 91%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

2 years ago

HClips

orgasm, fisting, chastity, solo
11:49 53%

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

5 years ago

HClips

latex, fetish, BDSM, chastity, POV
1:13:30 75%

Best of Sissies Cumming in Chastity

3 years ago

BeMyHole

cumshot compilation, sissy, chastity
07:10

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

3 months ago

PornHub

amateur, anal, swallow, cumshot, blonde, machine, sissy
1:06:07 80%

Taryn Elizabeth gets strapon while in chastity

4 years ago

ShemaleZ

strapon, chastity
08:08 25%

Sissygasms Ballbusting Chastity PMV

1 year ago

JizzBunker

femdom, compilation, chastity
27:24 64%

Trans girl in chastity fucked amateur

2 years ago

DrTuber

shemale and girl, chastity
03:58

Big Ass Ts In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

latex, chastity
06:25

Cheating chastity shemale

3 years ago

ShemaleTaxi

cheating, taxi, chastity
02:36

Going Knuckle Deep and nutting, railing and nutting, internal ejaculation and jizzing again

1 week ago

TrannyGem

amateur, feet, pantyhose, stockings, black, shemale, creampie
10:17 43%

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
10:05 89%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

5 months ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
08:24

Sissy Gets a Thick Fountain two

3 years ago

TrannyGem

bondage, BDSM, slut, sissy, chastity, cum in ass
09:52

Maid in chastity does exclusive service

4 years ago

ShemaleMovie

maid, chastity
08:14 72%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

2 years ago

TXXX

chastity
05:16

How to wear a flat chastity cage

2 months ago

xHamster

italian, voyeur, fetish, solo, sissy, chastity
1:11:56

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity
09:20 83%

Maddie faux-cock n chastity

3 years ago

ShemaleTaxi

taxi, chastity
04:54 88%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

femdom, train, slut, sissy, chastity, BDSM
10:26

Femdom Mistress Pegs Sissy Cuckold Chastity Slut & Makes Her Love Big Cock! Anal Plug Gaping Part 3

1 year ago

ShemaleZ

femdom, BDSM, cuckold, pegging, chastity
16:55

Teen sissy in chastity with her Master

5 years ago

HClips

chastity
01:54 74%

Daddy made me a new milking toy on my chastity

2 years ago

xHamster

milk, 18, chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

6 months ago

xHamster

small cock, chastity, dildo
07:23

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

2 months ago

xHamster

feet, orgasm, solo, cum in mouth, machine, asshole, chastity
02:23

Sissy piggy permitted inwards from its pig shed home to neat domme home angel Scarlett black

Today

TrannyGem

black
06:32 36%

Fisting sissy in chastity cum hands free

4 years ago

ShemaleZ

fisting, toys, hands free, chastity
04:34 94%

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

1 year ago

HClips

femdom, latex, fisting, dildo, lingerie, BDSM, sissy
09:54

Plugged chastity cell cockslut

4 years ago

ShemaleMovie

chastity
05:15 64%

Chastity & Ass to mouth with BIG black cock

2 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity
08:03

Sissy big black cock chastity

8 months ago

ShemaleMovie

BBC, sissy, chastity
08:32

Horny TS gets her asshole stretched wide by a humongous black dildo

4 years ago

BeMyHole

dildo, BBC, chastity
20:35

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free
10:20 59%

Sissy Boy Takes Huge Load In His Ass

12 months ago

PornHub

femdom, strapon, huge dildo, socks, pegging, sissy, chastity
05:57

Screwing Her Clamped Honeypot Till She Jizzes Rigid

7 months ago

TrannyGem

prostate, chastity
14:13

Neon Rave Breezies

2 years ago

TrannyGem

strapon, lesbian, chastity
07:25

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

Today

xHamster

squirt
04:26

Unmasking - Miss Eva Mae - Girl Masker & Living Female

1 month ago

TrannyGem

shemale, crossdresser, chastity
09:34

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

10 months ago

TrannyGem

femdom, skirt, chastity
11:11 56%

Rainbow Kitty Scarlet Sky Squirts Girl Cum!

9 months ago

PornHub

cute, squirt, orgasm, cumshot, masturbation, sissy, chastity
05:14

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 month ago

xHamster

huge dildo, chastity, sissy, big cock, small cock
05:33

T-babe Gape phat dildos and fist in Chastity

7 months ago

ShemaleTaxi

fisting, dildo, sissy, gape, chastity
08:34 85%

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

3 years ago

TrannyGem

femdom, public, strapon, threesome, fetish, bondage, BDSM
07:09

Sissy Leona Plays with Her Ass and Clitty

1 month ago

xHamster

beauty, chastity, sissy
1:08:02

Chastity Transfiguration

12 months ago

XXXDan

femdom, lesbian, masturbation, chastity
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

1 year ago

ShemaleZ

chastity
05:26 65%

ABH Sweet girl in chastity riding dildo and play vibrat

8 months ago

AShemaleTube

amateur, stockings, dildo, solo, chastity
25:04

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

5 months ago

xHamster

bondage, BDSM, sissy, chastity
14:08 64%

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

11 months ago

ShemaleMovie

shemale, chastity, cum in ass
08:58 66%

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

6 months ago

TrannyGem

amateur, crossdresser, sissy, chastity
09:35

Doms Put A Leash & A Chastity Cage On - Lauren Phillips, Tony Orlando And Crystal Thayer

2 years ago

ShemaleZ

small cock, threesome, chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

1 year ago

ShemaleZ

chastity
03:09

Sissy in Chastity

6 years ago

xHamster

lingerie, sissy, chastity
09:09

Sissy in chastity getting fucked by a Daddy

5 years ago

ShemaleZ

chastity
14:51

Its time you lost your shemale chastity

4 years ago

HDSex

chastity
05:36 60%

Double Machine

1 year ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
18:15 50%

Shamale chastity

3 years ago

VideoSection

teen anal (18+), domination, chastity, teen (18+)
15:35

I will be the one to take your she-male chastity

4 years ago

ShemaleMovie

bisexual, hardcore, chastity
12:42

Bombi Liberates her Assfuck Purity to Lanas Frigs and Donk Cork, Virginity Taunt

3 years ago

TrannyGem

femdom, anal orgasm, chastity
10:16

Highly super-hot Blonde Crossdresser in Chastity boned

5 months ago

ShemaleTaxi

shemale, crossdresser, chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

1 year ago

xHamster

crossdresser, sissy, chastity
07:23

Sissy Maid Ejaculates & Sploogs Firm from Assfucking Drilling Machine in Purity Box - Jessica Bloom

Today

TrannyGem

squirt
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
11:17

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

5 months ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
12:24

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

1 year ago

xHamster

fisting, ass to mouth, masturbation, cum in mouth, sissy, chastity, cum in ass
02:13

Trans witch summons something she doesn't mind riding

8 months ago

xHamster

sissy, chastity, FTM, dutch
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

1 year ago

ShemaleZ

amateur, webcam, sissy, chastity, solo
01:54

Pissing nacked outdoor in my tiny chastity

11 months ago

xHamster

pissing, outdoor, bondage, chastity
30:20

Femboy chastity dildo riding!!

3 weeks ago

AShemaleTube

stockings, femboy, chastity, dildo, homemade, sissy
05:12

Sissy cum in inverted chastity cage after being denied for 60 days

1 year ago

xHamster

german, BBW, chastity
10:00

CD chastity fuck

3 years ago

xHamster

homemade, mature anal, chastity
12:53

[SISSY] Libido processing failed. Did not ejaculate.

2 years ago

PornHub

asian, sissy, chastity, crossdresser
06:12 69%

The Start of Perminant Chastity

5 years ago

ShemaleZ

fetish, BDSM, chastity
05:40 85%

Good-Sized sissygasm compilation two

8 months ago

TrannyGem

amateur, dildo, compilation, cumshot, cumshot compilation, orgasm compilation, BBC
14:57

Chastity sissy forced to cum by Mistresses

4 years ago

ShemaleZ

femdom, chastity
10:48 79%

Jessica Bloom Multiple Caged Assgasms

2 years ago

PornHub

pissing, feet, squirt, dildo, british, heels, chastity
07:16

Chastity submited and fucked

7 years ago

xHamster

BDSM, chastity
19:07

20 Minutes of Beta muff play in chastity

1 year ago

ShemaleTaxi

train, taxi, chastity

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