SHEMALE • CHASTITY 3,844 videos

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12:12

Chastity Poppers Slut Ass To Mouth Training

3 years ago

HClips

train, ass to mouth, slut, chastity
15:30

SisK lock up her tasty clitty and have fun with her sphincter

2 years ago

TrannyGem

shaving, vibrator, chastity
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

6 months ago

xHamster

masturbation, chastity
03:00

Cute trap fucked in chastity - Part 1

1 month ago

AShemaleTube

crossdresser, cute, stockings, chastity
05:52

Naughty sissy peels off chastity and cums

1 month ago

ShemaleTaxi

chastity, crossdresser
08:15

Anal training in chastity

1 year ago

xHamster

BDSM, sissy, chastity
09:27

Stretching my poor hole

1 year ago

xHamster

cuckold, chastity
08:47

Lil Anal play whilst in chastity cage Part 2

5 years ago

ShemaleZ

mature anal, fetish, chastity
07:54

Chastity Slave plumbs Rainbow dildo Up Ass & ass-plugs With Vibrating Butt Plug

10 months ago

ShemaleTaxi

chastity
12:23

TGirl Lucy in V-Card gets penetrated by tearing up machine while fellating shaft

2 years ago

TrannyGem

dildo, redhead, machine, chastity
05:52

Sissy Guide - How To Anal Orgasm In Chastity Cage

2 months ago

BeMyHole

femboy, sissy, orgasm, chastity, hands free, anal orgasm
09:29

Handcuffed and Hooded Sissy Maid

2 years ago

xHamster

bondage, maid, chastity
02:16

Locked Clit cum

1 year ago

xHamster

clit, hands free, chastity
05:08

Dude with chastity anal fucked by tranny

6 years ago

AShemaleTube

domination, chastity
16:52

CD Female Exhibition Roped on Turntable with Magic Massager

1 year ago

TrannyGem

latex, rubber, bondage, BDSM, tied, old and young (18+), heels
14:34

Sissy Maid finishes off in chastity During Self restrain bondage Chained to Bed

2 years ago

ShemaleMovie

bondage, maid, BDSM, chastity
07:02

Crossdresser Annany Daughter-In-Law of a Nymphomaniac Dude who Relentlessly Milks at Missionary Pose ///

3 years ago

TrannyGem

pissing, missionary, chastity
05:29

Chastity is going to be very harsh at first-ever

9 months ago

ShemaleMovie

chastity, orgasm
10:09

Sissy chastity bitch

10 months ago

ShemaleTaxi

chastity
09:13

Together In A Life Of Chastity

4 months ago

ShemaleZ

solo, POV, chastity
18:38

Sissy Lucy Being Locked Up In Metal Chastity For Locktober

1 year ago

ShemaleZ

latex, chastity, sissy
13:13

I need more dildos to train my sissy ass and a master

1 year ago

xHamster

french, dildo, chastity
05:24

Horny Sissy In Chastity And Pink Lingerie Pours 900ml Of Beer Inside Her Asshole With The Open Door!

2 years ago

ShemaleZ

asshole, chastity
33:18

She Let Him Out Of Chastity

5 years ago

TXXX

chastity
03:52

Sissy in innocence cell and high stilettos boinks herself with thick black fake penis

2 months ago

TrannyGem

dildo, heels, crossdresser, femboy, chastity
07:40

Femboy Taking The Chastity Cage Off To Finally Cum Hard

2 years ago

ShemaleZ

chastity
16:12

Cd Sissy Trans Maschine Fucked Ass Pig Whore Chastity

1 year ago

ShemaleZ

latex, whore, chastity
11:26

SUPER-SEXY CD GIVES A REPORT FOR DOMME IN FRESH HIGH STILETTOS AND BLACK STOCKING AND INNOCENCE BELT

3 years ago

TrannyGem

feet, pantyhose, office, heels, chastity
04:26

Hot Sissy Epic Sissygasm Cum 4th Time, while Locked in Chastity

1 year ago

xHamster

chastity, cum in ass
05:06

TS Chastity Michaels Fucks A Guy Hard

4 years ago

BeMyHole

chastity, shemale fucks guy
16:37

Guy Jerks Off With Trans Woman In Chastity 17 Min With Kelsey Masters

10 months ago

ShemaleZ

chastity, amateur
09:27

Multiply Shemale Chastity Sissygasm W/o Ejaculation - Anal Sex Machine Orgasm - Model Veronica

1 year ago

ShemaleZ

stockings, orgasm, chastity, teen (18+)
05:54

Sissy in total locked pink sissy dress and steal joy button chastity box plays

3 months ago

ShemaleTaxi

black, dildo, dress, BBC, sissy, chastity
03:39

Sissy dildo fucking in chastity

5 years ago

AShemaleTube

chastity
09:46

Femboy with a Delicious Cock, Puts on her Chastity Lock and Inserts an Anal Plug

4 years ago

BeMyHole

insertion, chastity, femboy
23:04

Sissy fuckslut gettting fucke excellent and nutting in chasity

2 years ago

TrannyGem

fat, train, chastity
06:01

Trans Kelsey Masters Big Ass Fucked Raw While in Chastity

1 year ago

xHamster

chastity
03:30

Witness my sissy bum banged by a long fake penis while Im in purity

1 year ago

TrannyGem

chastity
10:53

Millies satin bloomer try on with chastity

1 year ago

xHamster

sissy, chastity, satin
01:29

Sissy puppy is hungry for dick

1 year ago

xHamster

chastity
04:42

Skanky Sissy Plays With Vibe

4 years ago

BeMyHole

chastity
10:26

Marvelous Transgender Encaged Sissygasms & Rectal Opening Up - Fat Fake Penis Guts Ejaculations Jessica Bloom

3 years ago

TrannyGem

fat, prostate, penis, gape, chastity
10:37

Railing a ten Inch Fuck Stick In V-Card Spurting Sissygasms & Soles Neat Up For Domina

2 years ago

TrannyGem

feet, femdom, prostate, british, slut, JOI, chastity
02:15

Celebrity Fucks Hot Tgirl in Chastity

1 year ago

xHamster

18, celebrity, chastity
10:11

Trap In Chastity Cage Anal

2 months ago

AShemaleTube

webcam, chastity
21:30

Sissy fists her ass hard in chastity

10 months ago

XXXDan

mature, mature anal, fisting, chastity, webcam, lingerie
02:23

BIG BLACK COCK Paramour

1 year ago

TrannyGem

BBC, hands free, chastity
01:43

Rapper Fucks Hot Tgirl in Chastity

1 year ago

xHamster

chastity
11:20

Crossdresser fucks her ass with a dildo sex in her chastity cage

1 month ago

XXXDan

crossdresser, chastity
05:27

Pretty Cross Dresser in chastity ravaging dildo

4 years ago

HDSex

chastity
07:39

Crossdresser with big tits in chastity masturbates with vibrator

1 year ago

xHamster

french, sissy, chastity
02:35

Dildo ride with 7 inch stiletto heels in chastity and cuffs

3 years ago

xHamster

german, riding, heels, chastity
05:55

Black Ts Girl Gets Her Big With Chastity Michaels

3 weeks ago

ShemaleZ

chastity, big cock, ebony
03:31

Sissy Candy rails her biggest fake penis yet in innocence

1 year ago

TrannyGem

dildo, chastity
09:14

Mature latex chastity sissy smoking as shes toying

5 years ago

ShemaleZ

smoking, chastity, latex, mature
02:25

Sissyslut Watching Hypno Videos in Metal Chastity Cage

2 years ago

xHamster

handjob, chastity
18:49

Plastic shemale slut in chastity rides huge dildos

11 months ago

XXXDan

strapon, huge dildo, orgasm, chastity
25:10

Black Tranny spunk insert - episode 1

3 months ago

ShemaleMovie

ladyboy, shemale, big cock, chastity, black, blowjob
07:42

Sissy Lucy In Chastity Ass Fucked By Huge Dildo

2 years ago

ShemaleZ

huge dildo, chastity, sissy
09:48

Sissy Oksanas 2nd time in the culo with a three.six inch buttfuck cork!_sc.56

2 years ago

TrannyGem

train, huge dildo, fisting, chastity
14:52

Tethered femboy in v-card plays with electro-hitachi

2 years ago

TrannyGem

tied, socks, electro, chastity
01:39

TS Kelsey Masters Big Ass Fucked Raw Cowgirl While in Chastity

1 year ago

xHamster

chastity
10:04

In high college female costume play, put a faux-cock in buttfuck and finish off.

3 years ago

TrannyGem

piercing, college, chastity
25:27

Sexy Chastity

6 years ago

ShemaleZ

chastity
01:10

Sissy Dani leaking in chastity cage

2 years ago

xHamster

german, chastity
04:49

Day 27 Of 26 - Uncage My Clit With Mistress Key And Cum After 27 Days In Chastity (teaser)

1 year ago

ShemaleZ

femdom, clit, chastity
06:09

Cute Ladyboy Does Double Anal and Ball-slapping

1 year ago

xHamster

double anal, chastity
13:41

Sissyfas :: Spanish Cd In Chastity Enjoys Her Vibrating Plug In Ass

1 year ago

ShemaleZ

chastity
08:15

Virginity Sissy Sissygasm

3 months ago

TrannyGem

amateur, dildo, chastity, sissy, orgasm
10:55

Getting bare and switch my cloth on a hiking trail

2 years ago

TrannyGem

feet, public, german, clothed, tight, skirt, chastity
01:57

Sissy in Chastity dildo fucking

4 years ago

AShemaleTube

chastity
13:36

Self Bondage in Leather Fist Mitts, Lycra Body Suit, Tights, PVC Knee High Boots, Gagged in Chastity ...

1 year ago

xHamster

latex, bondage, boots, BDSM, chastity
01:23

Chastity Cum

2 years ago

xHamster

german, teen anal (18+), vibrator, chastity
04:13

Encaged Crossdresser Made To Jizm Stiff By A Machine

2 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity
09:57

Chastity Sissygasm Compilation Encouragement Bloom With Sissy Jessica And Feet Slave

1 month ago

HClips

feet, stockings, outdoor, fisting, shemale and girl, compilation, blonde
18:33

Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked

2 years ago

xHamster

latex, bondage, chastity
03:43

Sissy Sarah In Chastity Shaving

1 year ago

Upornia

shaving, chastity
05:30

Solid Hard Dick Shemale Chastity Fucks Happy Guy..

4 years ago

BeMyHole

nipples, close up, missionary, chastity
04:10

Sissy in chastity , wich looks better? pink cage or transparant cage?

1 year ago

xHamster

BDSM, JOI, chastity
12:05

Cindy take 18 inch dildo all the way in chastity

2 years ago

xHamster

dildo, british, chastity
07:52

Brunette sissy - chastity

6 years ago

TXXX

chastity
53:47

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

2 years ago

TrannyOne

latex, hardcore, cosplay, chastity
04:12

Sissy slut in chastity cums after anal strechting

3 years ago

xHamster

chastity
03:00

Cum in chastity

1 month ago

AShemaleTube

solo, chastity
03:25

Amateur tranny in chastity leaks cum

5 years ago

TXXX

chastity
11:25

Spandex Sissy Maid Candy in Innocence and Restrain Bondage Stuck on a Smashing Machine

2 months ago

TrannyGem

chastity, amateur, latex, machine
05:20

Trans dame in chastity smashed Missionary POV

10 months ago

ShemaleTaxi

POV, chastity, missionary
12:12

Shemale Mature in chastity playing with dildos and CUM

2 years ago

xHamster

mature anal, chastity, cum in ass
14:21

Sissy strapped up, domina taunts her in virginity and plays with her donk

8 months ago

TrannyGem

bondage, chastity
03:16

Trans Woman in Chastity Riding Cock

1 year ago

xHamster

chastity
07:07

Nylon Chastity

7 years ago

AShemaleTube

nylon, chastity
09:42

Sexy bitch in chastity shopping in milano

7 years ago

TXXX

latex, outdoor, 18, chastity
04:33

Sissy Beth Plays with her Dildo in public while in Chastity out in the sun

2 years ago

xHamster

public, JOI, chastity
03:45

Pathetic sissy faggot chastity slut

6 years ago

TXXX

chastity
06:08

Sissy Lucy Machine penetrated by Glowing faux-cock Whilst Locked In chastity

2 years ago

ShemaleTaxi

huge dildo, british, machine, chastity
09:39

Sissy Tammy fucks sex machine while in chastity.

3 years ago

xHamster

machine, chastity
08:52

Crossdresser in chastity and his daily fuck stick compete

2 years ago

ShemaleMovie

german, huge dildo, dildo, chastity, latex
06:47

How a sissy spends her night

1 year ago

xHamster

ebony, black, dildo, chastity
05:36

Ebony Ts Girl Trades Buttfucks With A Guy With Chastity Michaels

2 years ago

ShemaleZ

chastity
02:15

Cumming after a day in negative chastity

1 year ago

xHamster

chastity
02:19

Ringing Golden Chastity of the Royal Physician

1 year ago

xHamster

doctor, chastity
27:42

Training her ass for big thick cocks

2 years ago

xHamster

train, chastity
15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

5 months ago

xHamster

shemale, sissy, crossdresser, chastity, anal
02:40

Obese White Femboy Rail for First-Ever Time Faux-Cock - Prompt Climax with Hefty Explosion

1 year ago

TrannyGem

cumshot compilation, chastity
05:10

Ebony TS Chastity bangs wild her lover

9 years ago

DrTuber

chastity
46:39

Sissy Maid Self Bondage Armbinder Hogtied

3 years ago

xHamster

latex, bondage, maid, chastity
04:12

Sissyboy in chastity cums on his face

4 years ago

ShemaleZ

chastity
08:00

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

2 months ago

xShemaleTube

chastity, squirt
11:31

Sissy in purity widely opened her backdoor for your relaxation

9 months ago

TrannyGem

chastity, femboy, gape
02:43

Horny sissy silly

1 year ago

xHamster

dildo, JOI, chastity
11:41

Sissy strapped up, domina puts her in innocence

8 months ago

TrannyGem

bondage, chastity
31:46

MAX Speed Fuck Machine pummeling Sissy fuck-hole with multiple Orgasms in Chastity

4 months ago

ShemaleMovie

anal orgasm, femboy, orgasm, dildo, chastity, sissy
03:19

Bunny in chastity machine fuck

1 year ago

xHamster

BDSM, machine, chastity
06:36

Sissy playing in chastity

6 years ago

TXXX

chastity
03:29

Sissy cd in chastity with dildo and vibrator

5 years ago

TXXX

vibrator, chastity
02:25

Jax Slayher Dildo destroyed my sissy pussy till it gapes

2 years ago

xHamster

gape, chastity
1:02:09

Sissy Lucy Anal Training In Chastity With Huge Dildos And Getting Pegged By Lisa

1 year ago

ShemaleZ

mature anal, huge dildo, pegging, chastity, latex
25:45

Holys Trippy Quad of 20+ orgasms during webcam - pillow humping with legs & feet focus

4 months ago

xHamster

pantyhose, shemale, sissy, chastity
33:06

Brianna Cums in Chastity

3 years ago

AShemaleTube

cum in mouth, chastity, crossdresser
01:51

First Time Frat Boy Fucks Trans Woman in Chastity

1 year ago

xHamster

first time, chastity

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