SHEMALE • CHASTITY 4,319 videos

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02:39

Sissy Crossdresser Dildo Play in chastity

5 years ago

xHamster

riding, chastity
02:35

Purity box eliminated for bad dragon sesh

3 months ago

TrannyGem

sissy, amateur, chastity
02:59

After Exercise Anal Invasion Pulverize For Emma

7 months ago

TrannyGem

anal orgasm, sissy, hands free, orgasm, chastity, machine
09:47

Removes Chastity Then Jerks Off - Bailey Wilde

1 year ago

ShemaleZ

webcam, chastity
10:43

Theresa Si training her bubble butt this time her ass plugged n clit locked, with a big steel plug and a chastity cage

3 years ago

xHamster

train, clit, big clit, chastity
33:18

She Let Him Out Of Chastity

6 years ago

ShemaleZ

blowjob, chastity
27:05

Sissy Latexdoll Is Wearing Chastity

3 years ago

Upornia

chastity, amateur
04:16

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3 months ago

TrannyGem

amateur, dildo, crossdresser, heels, sissy, gape, chastity
06:22

A chastity contraption will keep you in your place

1 year ago

ShemaleTaxi

chastity
05:31 80%

Spandex sissy in purity and pummeled by Domme - AbbyKitty

4 years ago

TrannyGem

femdom, latex, bondage, spandex, chinese, heels, pegging
02:48

Locked in chastity and using large dildo

2 years ago

xHamster

chastity
12:57

Chastity Sandy Shemale Fucked

6 years ago

xHamster

chastity
15:15

Ashley gets punished for removeing her chastity part 2 out of 3

6 years ago

ShemaleZ

chastity
02:00

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6 years ago

xHamster

latex, BDSM, chastity
06:41

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4 years ago

ShemaleTaxi

bondage, gape, chastity, dildo
10:48 53%

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10 years ago

TXXX

beach, outdoor, natural, chastity
12:42

Crossdresser femboy Sissy Kat leaks in chastity and sissygasms

6 years ago

ShemaleZ

chastity
05:08

Huge tits and pumped lips for sissy bimbo Andreina

1 year ago

xHamster

cute, italian, crossdresser, chastity
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

1 year ago

xHamster

dildo, BBC, chastity
05:49

Bambi Christa's Reverse Striptease

4 years ago

xHamster

kissing, gloves, strip, panties, skirt, chastity
10:03

Sissy Ginny gone insatiable

1 year ago

TrannyGem

crossdresser, sissy, chastity
03:11

Sissy In Slutty And Chastity Cage Gets Ass Up To Take A Full Bottle Of Beer In The Ass - Mini Dress

3 years ago

ShemaleZ

bottle, dress, chastity
08:36

Femboy Chastity Devices And Pooper Toy

4 years ago

HClips

chastity
06:44

Sissy in vapid purity box railing a see-through pony fake penis

5 months ago

TrannyGem

train, dildo, crossdresser, riding, penis, sissy, chastity
02:23

Lulu t-model censored compilation

1 year ago

TrannyGem

sissy, compilation, femboy, solo, shemale, chastity
08:28

Cool Sissy in Chastity Strapon boned by mistress

2 years ago

ShemaleMovie

femdom, strapon, sissy, chastity
12:39

Femboy Dressed As A Nun & Black Wings Fucks Huge Dildo And Cum After 10 Days In Chastity

4 years ago

ShemaleZ

huge dildo, nun, dress, chastity, femboy
02:12

Sissyboi Femboy Thick Fuck Stick Railing Long Jacks

1 year ago

TrannyGem

femboy, sissy, crossdresser, shemale, chastity, big ass
02:27

Chastity maid loves her dildo

5 years ago

xHamster

chastity
13:00 75%

SisK dressing up pink satin nightgown

3 years ago

xHamster

thai, satin, crossdresser, dress, chastity
16:00

In chastity and lingerie playing with my ass

7 years ago

xHamster

chastity
17:12

Day 5 In Chastity - Edging My Clit While Plugged And Go Back To Cage Without Cum

2 years ago

ShemaleZ

clit, chastity, big clit
24:34

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

2 years ago

TrannyGem

feet, dildo, chastity, masturbation
10:53

Asian Sissy Cd Cosplay With Chastity And Foxtail Sexyas

3 years ago

ShemaleZ

cosplay, chastity
08:00

Twink In Chastity Fucks His Ass

11 months ago

Fuxxx

nylon, chastity
10:04

Día 12 de 26 en castidad sin eyacular. Juguetes vibratorios en jaula y booty

4 years ago

TrannyGem

smoking, tease, heels, vibrator, chastity
02:36

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2 years ago

TrannyGem

outdoor, chastity
05:04

Teen Transgirl Vibrator And Chastity Cage Torture

2 years ago

ShemaleZ

vibrator, chastity
07:05

Asshole Chastity Sissy Ride Big Dildo. Annameow331

2 years ago

GetTranny

chastity
08:29

Crossdressing School Girl Putting on Chastity

3 years ago

xHamster

femdom, chastity
12:30

Sissy ass-fuck instructing and sissygasm in chastity_sc.8

5 months ago

TrannyGem

instruction, fetish, orgasm, toys, sissy, anal orgasm, chastity
11:31

Sissy in purity widely opened her backdoor for your relaxation

1 year ago

TrannyGem

chastity, femboy, gape
20:39

Chastity Slut using vibrator and came

7 years ago

AShemaleTube

vibrator, chastity
02:27

Vlada cute whore fuck her ass in chastity

2 years ago

AShemaleTube

chastity, femboy, cute, crossdresser, homemade
16:58

Fucking-machines Fucks TS-Girl in the Doggystyle, Ass Cum + Cock Cage

6 years ago

TrannyGem

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03:02

Trans Girl In Chastity Plays With Her Vibrator

2 years ago

ShemaleZ

chastity
06:00

Tranny Chastity Michaels asstoyed outdoors

10 years ago

NuVid

chastity
04:11

Boned From Behind Makes Her Futile Clitty So Humid

10 months ago

TrannyGem

massage, chastity, sissy, prostate, hands free
11:28

Shemale Blowjob Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

4 years ago

BeMyHole

feet, fetish, panties, deepthroat, dress, chastity
02:57

Sissy Training Hankeys XL Seahorse in Micro Chastity Cage

4 years ago

xHamster

public, train, chastity
10:51

Stefani boots anal in chastity, swallowing cum

1 year ago

XXXDan

boots, chastity, swallow
16:11

School-girl crossdresser desperately tries to cum having a chastity cage (slowmotion replay)

1 year ago

AShemaleTube

shemale and girl, cumshot, crossdresser, chastity, sissy
04:42

Skanky Sissy Plays With Vibe

5 years ago

BeMyHole

chastity
07:01

A Great Time with Bad Dragon Sveinn

2 years ago

xHamster

chastity
10:35

Deepthroat cd s69ah, chastity toy

2 years ago

xHamster

chastity
03:37

Horny slut ride dildo

2 years ago

xHamster

italian, dildo, chastity
18:24

Sissy Maids Spiked Chastity Cage Self Bondage in New Boots

2 years ago

xHamster

bondage, boots, maid, JOI, chastity
05:52

Dressed In Tght Virginity Box and Sate Shaft with a Magic Wand Until Unleashed and Pulverize Bang-Out Fucktoy Muff

1 month ago

TrannyGem

shemale, sissy, chastity, goth
07:33

Femboy in shibari and little virginity railing faux-cock and sissigasming

4 years ago

TrannyGem

bondage, BDSM, nipples, hands free, chastity, cum in ass
13:10

LATEX CHASTITY SISSY SLUT CUMS HARD WHILE CAGED - RUINED ORGASM

6 years ago

ShemaleZ

latex, orgasm, chastity
15:37

TRANSFIXED - Submissive With Chastity Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT

1 year ago

SomePorn

femdom, big cock, bareback, squirt, chastity
02:54

Sissy Femboy - Assfuck Gigantic Fake Penis - internal ejaculation - sissygasm - sissy ejaculation - forearms free-for-all jizz - Utter 1

5 months ago

TrannyGem

big cock, chastity
04:04

Sissy Cd Slut Riding Dildo Training For Sissygasm In Chastity (almost Cum)

2 years ago

ShemaleZ

dildo, chastity, cum in ass
12:23

I enjoyed that big Toy so much i had to come

3 years ago

xHamster

german, chastity
11:46

Crossdressing joy in innocence: gigantic ass-fuck fuck stick to numerous sissygasms

9 months ago

TrannyGem

sissy, crossdresser, chastity, skirt, cosplay
10:15 45%

Jessica Bloom Riding Monster Dildos Multiple Anal Orgasms in Chastity

3 years ago

xHamster

orgasm, monster, anal orgasm, chastity
05:24

Sissy Melissa getting an Orgasm in her Chastity Cage.

5 years ago

xHamster

femdom, orgasm, BDSM, chastity
01:25

Elmo Fucks Tgirl in Chastity

2 years ago

xHamster

chastity, cum in ass
13:51

Sissy Maid Self Bondage Armbinder In Chastity Harness Gag With Large Black Dildo Locked In Ass

2 years ago

HClips

latex, gagging, bondage, maid, sissy, chastity
20:07

Fucking Sexy Sissy in Chastity Compilation

2 months ago

$$ FapHouse

amateur, compilation, chastity
11:55

CROSSDRESSER IN TIGHTS AND SHOES WITH A HIGH HEEL IN THE BELT OF PURITY AND NIP CLAMPS

4 years ago

TrannyGem

boots, nipples, heels, shoes, tight, housewife, chastity
24:10

Full Version of My First Time Using a Chastity Cage for My Trans Big Penis

2 months ago

$$ FapHouse

mexican, chastity, first time
04:17

Sissy Maid Ass-Plugs Her Butt Before Poking A Fake Penis And Nutting In Her Underpants.

5 months ago

TrannyGem

sissy, crossdresser, chastity, cosplay, femboy
01:21

Sissy Slut Haileydoll In Chastity Anal Training BBC Dildo

2 years ago

xHamster

chastity
21:47

Shemale maid Mina cums in chastity while railing a immense dildo... Make me clean my own mess parent!

2 weeks ago

VideoSection

shemale, dildo, chastity
10:14

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

9 months ago

xHamster

amateur, machine, chastity
03:18

Providing Her Another Gam Jiggling Climax

5 months ago

TrannyGem

dildo, hands free, chastity, masturbation, machine
04:45

SlimSissyJessica Comes Back to cheap hotel and waits for fellows

2 years ago

TrannyGem

prostitute, chastity
05:29

Sissy Locked in Chastity Fits 11 Inches Down Her Throat

2 years ago

xHamster

chastity
30:54

Naughty tranny schoolgirl Sasha de Sade locks herself in chastity

8 years ago

TrannyOne

chastity
01:58

Sissy in chastity and in estim

3 years ago

xHamster

chastity
06:43

Skyler Storm ass fucking onanism

2 years ago

TrannyGem

small cock, 18, sissy, chastity, femboy
10:10

Rosy Virginity Belt & Nip Clips Luxurious Sissy Inspecting fresh Fucktoys

4 years ago

TrannyGem

bondage, nipples, chastity
23:33

Pink Mercy trap in chastity doing deepthroath and anal play

6 years ago

TXXX

chastity
01:44

Pizza Delivery Guy Fucks Sexy Trans Woman in Chastity

2 years ago

xHamster

chastity
09:30

Perfect Femboy In Chastity Plays With A Dildos

4 years ago

HClips

dildo, chastity
06:21

Sissy Splatters Spunk rock hard in Virginity Box With Electro-Hitachi Jessica Bloom

3 years ago

TrannyGem

gagging, british, swallow, electro, vibrator, slut, chastity
03:31

Sissy chastity with a huge and buttplug deep in your ass

3 years ago

xHamster

JOI, chastity
07:07

Chastity with E-stimulation

3 years ago

xHamster

german, chastity
10:22

Dildo fuck with Dragon toy

1 year ago

xHamster

anal, dildo, chastity, sissy
10:16

10 Min Dildo Fucking while locked up in

3 years ago

xHamster

slut, chastity
08:38

Skyler Storm frolicking my caboose in a micro-skirt and fumbling my sissy pleasure button in mind-blowing crimson underpants

10 months ago

TrannyGem

solo, small cock, chastity, skirt
02:17

Hungry Anal Femboy Time-lapse in Chastity

3 years ago

xHamster

chastity
07:52

CD Slut in Chastity Sucks Cock

12 years ago

AShemaleTube

chastity
10:48

Jessica Bloom Numerous Encaged Assgasms

4 years ago

TrannyGem

pissing, feet, squirt, british, heels, chastity
08:00 57%

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

2 years ago

GetTranny

bondage, cosplay, chastity, latex
05:11

Ebony TS Chastity Michaels bangs wild her lovers ass in bareback sex

10 years ago

TXXX

chastity
05:24

Sexy sissy maid in chastity suck dick

1 year ago

xHamster

crossdresser, chastity, amateur, sissy, blowjob
03:10

Trans Gal in V-Card Romped Missionary

6 months ago

TrannyGem

femboy, shemale, crossdresser, sissy, amateur, chastity
28:57

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

1 year ago

ShemaleMovie

shemale, bondage, solo, chastity
07:22

Chastity sissy ride horse cock. AnnaMeow331

3 years ago

Upornia

chastity
03:14

Sissy chastity poppertrainer featuring sissy joyce

4 years ago

xHamster

chastity, sissy
04:49

Petite Femboy Gets A Thick Assfuck Internal Ejaculation!

1 month ago

TrannyGem

dildo, sissy, chastity, hands free, feet
06:41

Nutting two times in a Row in a Innocence Belt

4 years ago

TrannyGem

russian, cumshot compilation, chastity, cum in ass
03:48

Sissy Kitten Lexi plugs her ass in a spiked chastity cage

6 years ago

ShemaleZ

chastity
06:36

Sissy Chastity Cindy - Exposed Slut Only Long Sissygasm :-(

4 years ago

HClips

chastity
06:14

Sissy mega-slut virginity box, chastuty instrument, buttfuck railing

4 years ago

TrannyGem

slut, chastity
10:47

Sissy strapped up for assfucking cession with her domme

1 year ago

TrannyGem

bondage, amateur, sissy, chastity, tied, fetish
01:22

Poppers Whore cumming in chastity

3 years ago

xHamster

dirty talk, whore, chastity
08:52

Ice un the Ass

2 years ago

xHamster

chastity
02:42

Sissy uncages and runs in rivulets droplets

2 years ago

TrannyGem

teen (18+), huge dildo, hands free, chastity
02:10

Chastity wearing sissy slut, Alice Latexy (latexdesires), plays with her dildo for your enjoyment

2 years ago

xHamster

latex, chastity
05:09

Cumming in Chastity E-Stimulation while Dildo Riding

7 years ago

xHamster

BDSM, chastity
10:07

Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10 Min

1 year ago

ShemaleZ

orgasm, solo, chastity
05:50

Sissy loving her donk slapping and bringing herself to ejaculate in chastity cell

1 year ago

ShemaleTaxi

chastity
01:13

Cop Fucks Trans Woman in Chastity

2 years ago

xHamster

chastity
33:59

Trans Latex Hands Free Cum Chastity Fuck Piss Drinkung

1 year ago

ShemaleZ

shemale, hands free, chastity, latex, pissing
01:11

Full body Latex catsuit

3 years ago

xHamster

latex, french, chastity
04:51

Trans Woman Fucked In Bondage And Chastity

2 years ago

Upornia

fetish, bondage, chastity
03:10

Sissy Magic Bomb Chastity Cage Challenge

2 years ago

xHamster

chastity

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