SHEMALE • CHASTITY 4,350 videos

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08:12 80%

Compilation of Lena Moon in stockings, submissive sissy roles, and chastity cage getting dominated

11 months ago

XXXVogue

chastity, bondage, compilation
05:11

Latex TS sub chastity and anal sex

1 month ago

KeekAss

chastity, latex
07:45

I will violently lock your man meat in a chastity implement

1 year ago

ShemaleTaxi

POV, chastity, BDSM
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

10 months ago

xHamster

BDSM, crossdresser, domination, sissy, chastity, femboy
25:00

Sissy in chastity caged fuck dildo

4 years ago

AShemaleTube

chastity, sissy
14:04 78%

Chastity Cages

1 year ago

AShemaleTube

amateur, chastity, small cock, webcam
08:00

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

2 years ago

GetTranny

cum in mouth, chastity, group
09:21

Lad puts on Maid garb and cages himself

3 months ago

TrannyGem

shemale, chastity, sissy, femboy, socks
14:31 60%

Ive Learned To Enjoy Not Cumming Sissy Femboy Chastity & Self Foot adore + cbt shemale Ball Slap

6 months ago

ShemaleMovie

feet, femboy, crossdresser, sissy, chastity, orgasm
02:40

Cum in my Chastity

3 years ago

xHamster

german, chastity
08:33

Lilac Angora Tiny Chastity Huge BBC - Drip Milk Sissygasm

5 years ago

xHamster

huge dildo, milk, BBC, chastity
03:20

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

6 years ago

AShemaleTube

strapon, ass to mouth, chastity
02:37 55%

AB093 Camera Operator feminized drizzling-pegging (Asian and English subtitles)

5 months ago

TrannyGem

pissing, handjob, feet, pantyhose, femdom, strapon, squirt
12:18

Enby in chastity rails her rosy fake penis

1 year ago

ShemaleMovie

anal, dildo, sissy, masturbation, chastity
07:14

Sissy Marissa cheering for cock

1 year ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
05:20

Year-long chastity release with shemale Chelsea Marie, featuring foot worship, anal pegging, and face fucking

1 week ago

XXXVogue

blowjob, BDSM, chastity, domination, pegging
11:42

Asslick Natalie Mars And Goth Charlotte Anal Play

2 years ago

BeMyHole

fisting, goth, chastity, shemale fucks guy
11:17

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

1 year ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

4 years ago

TXXX

chastity
10:45

SISSY Buttfuck Instructing by SPANDEX Domme

4 weeks ago

TrannyGem

femdom, latex, instruction, dildo, crossdresser, sissy, chastity
05:54 60%

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
05:13

Cute & Sweet Girlfriend Turned Boyfriend Into Her Pegging Slut In Chastity. 5 Min

2 years ago

ShemaleZ

cute, BDSM, pegging, chastity
10:16 67%

Highly super-hot Blonde Crossdresser in Chastity boned

1 year ago

ShemaleTaxi

shemale, crossdresser, chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 year ago

xHamster

crossdresser, sissy, chastity
10:07 89%

Adorable sissy femboy bj and jism drink in purity

4 years ago

TrannyGem

swallow, chastity, femboy, cute, crossdresser, sissy
01:23

Puppy in chastity fucked

5 years ago

xHamster

mature anal, chastity
27:08 40%

Trans Anal Of Chastity Sandy

12 years ago

AShemaleTube

chastity
02:36 88%

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

1 year ago

TrannyGem

amateur, feet, pantyhose, stockings, black, creampie, anal
04:01

Chastity sissy machine-fucked sucking Daddy

6 years ago

ShemaleZ

machine, chastity
25:04

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

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
09:50

Trans Anal Fisting And Prolapse In Chastity

2 years ago

ShemaleZ

fetish, fisting, BDSM, chastity
27:17 86%

NATALIE MARS PONY HAVE FUN

6 years ago

TrannyGem

huge dildo, dildo, heels, small tits, chastity
07:32 60%

FULL TIME CHASTITY

9 years ago

xHamster

latex, full movie, chastity
08:29

Waking up with Transgender girl stacie in chastity

6 years ago

ShemaleZ

BDSM, chastity
06:12 95%

Assfuck Sissy Sleepover With Trans Ria Bentley & Lola Crystals

2 years ago

TrannyGem

creampie, lesbian, train, dildo, dirty talk, domination, sissy
13:34 77%

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

4 years ago

TXXX

shemale, dogging, chastity, creampie compilation, creampie
32:07

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

2 years ago

xHamster

french, chastity
08:43

Hot Sissy In Tiny Chastity Cage Masturbates With Vibrator

2 years ago

ShemaleZ

chastity, vibrator
02:22

Trans Woman Fucked in Chastity

2 years ago

xHamster

domination, chastity
02:31 80%

Mistress in chastity fuck sissy strapon cum and incontinence

5 years ago

xHamster

femdom, strapon, chastity
03:41

Shiny Oiled-Up Trans Babe Takes Huge BBC Dildo in Chastity Cage and Pigtails

4 months ago

AShemaleTube

shemale, huge dildo, solo, masturbation, babe, BBC, chastity
04:05

Cynthia crossdresser gets fucked in chastity

6 years ago

AShemaleTube

chastity, crossdresser
04:13

Sissy crossdresser in chastity gets pounded hard by a fucking machine

3 years ago

TrannyOne

machine, chastity
05:14 78%

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 year ago

xHamster

small cock, huge dildo, british, sissy, anal orgasm, chastity
02:46

Virginity Trans Cockslut faux-cock railing supercut (Preview)

1 year ago

TrannyGem

compilation, teen (18+), 18, chastity
05:52

Transgender princess in chastity cage Plays With Her Clitty

3 months ago

ShemaleMovie

sissy, ladyboy, shemale, solo, chastity
02:21

BIG BLACK COCK Shag Machine - Stage 1: Steaming up

5 months ago

TrannyGem

black, creampie, train, prostate, japanese, machine, BBC
08:41 63%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

4 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity, compilation
05:21

Ebony tgirl Chastity gets her cute ass pounded by a Latino guy

8 months ago

XXXVogue

cumshot, ebony, cute, chastity
06:18 80%

Assistant Abby Kitty,pantyhose, high high-heeled slippers ,getting off ,popshot

4 years ago

TrannyGem

pantyhose, sperm, cumshot, chinese, heels, secretary, flexible
04:28

Chastity teen sissy maid fucked by old daddyp

5 years ago

BeMyHole

maid, sissy, chastity
21:45 60%

Flat Chastity Sissy

9 months ago

xHamster

squirt, dildo, sissy, chastity
07:31

One of the best bitch in chastity suc a dic in public

2 years ago

TrannyOne

public, outdoor, chastity
20:38

Sissy teaching: how to jizz in purity? Rail ever larger fuck sticks to sissygasm

4 years ago

TrannyGem

train, tight, chastity, cum in ass, black
09:44

Anal Pleasure

10 months ago

xHamster

sissy, crossdresser, chastity
13:33

Sissy in Chastity putting on a show

6 years ago

ShemaleZ

chastity
02:39

Trap Locks Herself in Chastity

5 years ago

xHamster

chastity
07:02 40%

【荼靡】男娘

3 months ago

TrannyGem

public, chastity, pissing, amateur, toilet
02:00

Sissy Wifey Competition Trailer

4 years ago

TrannyGem

femdom, wife, chastity, dildo
20:52

Fucking Trans Woman in Chastity - Compilation 10

3 weeks ago

$$ FapHouse

chastity, sissy
04:42

Sissy Bitch Dagmar321 Chastity and Cum Pantihose

5 years ago

xHamster

chastity, mature
10:15

Skinny Tranny With Sexy Legs

1 year ago

TrannyGem

homemade, solo, sissy, chastity
25:44

Cute trap The Mortal Medusa in chastity

6 years ago

ShemaleZ

cute, chastity
11:05

Trans chastity cuties tease With Toys

2 months ago

ShemaleMovie

anal, shemale, chastity
14:38

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

1 year ago

ShemaleZ

big ass, chastity, sissy, amateur
05:22

Gorgeous Shemale Feminized in Chastity

3 years ago

xHamster

chastity
04:55 86%

Fuck Machine And Double Electric Chastity

2 years ago

BeMyHole

mature, latex, gloves, dogging, machine, double penetration, chastity
02:55

Dominatrix Strapon Fucked Crossdresser in Chastity

2 years ago

xHamster

strapon, BDSM, chastity
08:44

Chastity On Her Penisthai Ladyboy Threesome

3 years ago

GetTranny

chastity
2:14:04

Delicious Cheeks Plays Deltarune (part two) [with Mutt Faux-Cock!]

5 years ago

TrannyGem

game, chastity, crossdresser
42:07 50%

A cute trans girl gets wrapped in shrink wrap also cbt

6 years ago

ShemaleZ

cute, fetish, BDSM, chastity
05:58 62%

Sissy Emily Hardon V-Card Fuck Stick Have Fun

5 years ago

TrannyGem

chastity, femboy
10:09

Tender Femboy Assfuck Have Fun & Urinate Finishing

4 years ago

TrannyGem

pissing, wet, erotic, chastity, femboy, romantic
09:35

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

3 years ago

ShemaleZ

small cock, threesome, chastity
06:19

Sissy attempts her new bum ass-plugs in chastity

4 years ago

ShemaleTaxi

british, chastity, amateur
05:01

Sissy In Chastity Fucks Herself Dumb

3 years ago

ShemaleZ

chastity
07:26

Chastity Masturbation In Garage

3 years ago

TXXX

chastity
03:00

Wikky: chastity cage, cum in the opening

3 years ago

XXXDan

creampie, thai, facial, gape, hardcore, chastity
07:34

Violet Chastity Chained to Fuck Machine

1 year ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
51:35

Pain and pleasure, chastity and lust, Part 1

11 months ago

XXXDan

mature, beauty, german, mature anal, BDSM, chastity
14:38

Neon Rave Trans Soiree Bi-Atch Deep-Throated Then Locked in Purity and Pummeled

4 years ago

TrannyGem

chastity
20:06

Trans in Chastity Fucked Raw - Compilation 3

2 months ago

$$ FapHouse

compilation, heels, domination, sissy, chastity
07:00

Slow blow-job from Sissy CD in chastity

2 months ago

ShemaleMovie

amateur, crossdresser, cum in mouth, blowjob, sissy, chastity
01:02

Chastity Tales

5 years ago

xHamster

chastity
02:21

Sexy body stocking yummy tgirl in chastity and riding dildo - 超騷！穿著连身丝袜鎖上貞操鎖女裝大佬射精

6 years ago

AShemaleTube

fetish, chastity, crossdresser, teen (18+)
09:39 59%

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

1 year ago

xHamster

fetish, bondage, dildo, lingerie, crossdresser, sissy, chastity
02:16

Negative chastity cum

2 years ago

xHamster

hands free, chastity
13:39

Connie Cage Trains and Leaks for her Owners

5 years ago

TrannyGem

train, old and young (18+), chastity
03:03 56%

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

2 years ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
05:07

Lianna Lawson In Shemale Slave In Chastity Butt Sex Fingered

2 years ago

ShemaleZ

BDSM, chastity
06:18

Natalie Stone - Locked in Chastity

2 years ago

IcePorn

teen (18+), masturbation, chastity
12:28

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity bum To facehole

2 years ago

ShemaleTaxi

ass to mouth, gape, cosplay, chastity, femboy
12:28

Submissive MtF Trap In a Chastity Cage Gets Fucked In the Ass By His Femboy Friend

1 year ago

MyLust

big ass, chastity, femboy
11:47 67%

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

2 years ago

xHamster

latex, nurse, shemale and girl, chastity
03:36

Plugged Sissy Milk In Chastity Cage Over A Mirror

3 years ago

Upornia

milk, chastity
07:23

-Futa 2B Porks femboy 9S In Innocence (Futa on Masculine)

3 months ago

TrannyGem

femdom, 3D, game, anime, cartoon, futanari, cosplay
12:54

Chastity slut in black stockings and lingerie playing

4 years ago

AShemaleTube

mature, stockings, slut, chastity, black
03:20

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

4 years ago

ShemaleZ

latex, strapon, train, fisting, slut, sissy, chastity
04:09

Hot Trans Girl In Chastity Rides Cock Hard Bareback Cowgirl And Reverse Cowgirl

2 years ago

HClips

chastity
16:14

Lizzy Yum - Welcome home Lizzy- bdsm woman chastity post op puss masturbation orgasm

5 months ago

ShemaleMovie

orgasm, chastity, shemale, post op
17:28 80%

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

2 years ago

xHamster

cumshot, hands free, chastity, cum in ass, masturbation
02:32

Ass-Plug it in, Cork it in

1 month ago

TrannyGem

shemale, chastity, crossdresser, sissy, blonde, femboy, slut
08:00

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

1 year ago

GetTranny

sissy, chastity, amateur, shemale, gym
10:15

Transexual Stunner in Chastity

5 years ago

TrannyGem

chastity
04:58

My sixth day in chastity

8 years ago

TXXX

chastity
07:28

Millie attempting on undies in innocence for you!

6 months ago

TrannyGem

amateur, public, chastity, panties
16:27

Two rectal Orgasms for Sissy in chastity

1 year ago

ShemaleMovie

orgasm, dildo, close up, machine, sissy, chastity, femboy
09:47

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

6 months ago

BeMyHole

feet, fetish, orgasm, cumshot, babe, machine, sissy
04:09

Hot sissy in chastity with strapon fucked by dominatrix

1 year ago

JizzBunker

strapon, bondage, chastity
03:39

Pegging My Sissy Femboy On A Leash And Chastity

2 years ago

ShemaleZ

pegging, chastity, femboy
11:23

Real sissy in chastity outdoor

10 years ago

xHamster

outdoor, chastity
02:15 68%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

5 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
04:32

My longest and sexiest vid i made myself sploog

4 months ago

TrannyGem

sissy, chastity, squirt, slut
13:01

SalivatingSub Slobber Have Fun Fuck Stick Deep-Throat, V-Card Climax While Spider Gag

1 year ago

TrannyGem

POV, fetish, dildo, masturbation, chastity
03:05

Prepare my hole for fisting with an inflatable butt plug and chastity cage

1 year ago

XXXDan

anal, fisting, chastity
03:24

I faux-cock myself with a stimulating and ravaging fucktoy

5 months ago

TrannyGem

shemale and girl, french, dildo, chastity, machine, solo
19:33 80%

She Is So Horny That She Got Erection In Chastity

3 years ago

ShemaleZ

chastity, brunette
09:56

Sissy brianna slaton dirty little cock whore

5 years ago

BeMyHole

whore, slut, sissy, chastity
19:23 80%

Chastity wearing crossdresser rides dildos while sniffing poppers on cam

8 years ago

TrannyOne

chastity
11:37 85%

UTTER Sissy Mara Jades Railing Compilation

3 years ago

KeekAss

public, outdoor, crossdresser, sissy, chastity, compilation

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