SHEMALE • CHASTITY 4,367 videos

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07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 year ago

xHamster

crossdresser, sissy, chastity
08:00

Cute Femboy Fucks Big Cock In Chastity Cage And Cums Hot

11 months ago

xShemaleTube

amateur, shemale, chastity
40:21

Handjob Two Asian Guys Fucking A Ladyboy In Chastity In The Ass

2 years ago

BeMyHole

chastity, missionary
32:07

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

2 years ago

xHamster

french, chastity
02:28

Tgirl in Chastity Fucked Doggystyle

2 years ago

xHamster

BDSM, dogging, chastity
06:58 40%

Sissy attempt to jizz in micro v-card cell

3 years ago

TrannyGem

femdom, cuckold, panties, slut, chastity
08:33 40%

Lilac Angora Tiny Chastity Huge BBC - Drip Milk Sissygasm

5 years ago

xHamster

huge dildo, milk, BBC, chastity
06:51

She-male chastity belted

4 years ago

ShemaleTaxi

chastity
07:02 40%

【荼靡】男娘

5 months ago

TrannyGem

public, chastity, pissing, amateur, toilet
25:00

Sissy in chastity caged fuck dildo

4 years ago

AShemaleTube

chastity, sissy
03:41

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

6 months ago

AShemaleTube

shemale, huge dildo, solo, masturbation, babe, BBC, chastity
11:42

Asslick Natalie Mars And Goth Charlotte Anal Play

2 years ago

BeMyHole

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05:40

Maureennadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

3 months ago

$$ FapHouse

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11:26 43%

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

3 years ago

ShemaleZ

sissy, chastity
27:17 87%

NATALIE MARS PONY HAVE FUN

6 years ago

TrannyGem

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03:07 50%

Sissy games in innocence: Pegging and delight in a box Domina Julia female domination

1 year ago

TrannyGem

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11:42

Skinny femboy in chastity fuck BBC

10 months ago

xHamster

prostitute, ass, skinny, small tits, BBC, chastity, femboy
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
07:47

2 Trans Chicks (Mara Jade x Rachel S.) Anal Invasion Internal Ejaculation

11 months ago

TrannyGem

creampie, chastity, shemale, amateur, sissy
10:03 67%

Sexy Blonde Crossdresser in Chastity Fucked

11 months ago

xHamster

BDSM, crossdresser, domination, sissy, chastity, femboy
03:20

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

6 years ago

AShemaleTube

strapon, ass to mouth, chastity
09:39

Sissy Tammy Fucks Sex Machine While In Chastity

4 years ago

TXXX

machine, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

4 years ago

TXXX

chastity
10:56

Asian Sissy Anal Deepthroat in Chastity

6 months ago

$$ FapHouse

deepthroat, sissy, asian, dildo, chastity
13:39

Connie Cage Trains and Leaks for her Owners

5 years ago

TrannyGem

train, old and young (18+), 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
10:16 67%

Highly super-hot Blonde Crossdresser in Chastity boned

2 years ago

ShemaleTaxi

shemale, crossdresser, chastity
03:17

Cute Young Trans-Girl in Chastity Takes BBC Dildo and Horse-Dildo - Sloppy Anal

8 months ago

AShemaleTube

shemale and girl, BBC, solo, chastity, dildo, cute
04:01

Chastity sissy machine-fucked sucking Daddy

6 years ago

ShemaleZ

machine, chastity
11:17

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

2 years ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
13:33

Sissy in Chastity putting on a show

6 years ago

ShemaleZ

chastity
02:31 80%

Mistress in chastity fuck sissy strapon cum and incontinence

6 years ago

xHamster

femdom, strapon, chastity
06:18 57%

Natalie Stone - Locked in Chastity

2 years ago

IcePorn

teen (18+), masturbation, chastity
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
07:45

I will violently lock your man meat in a chastity implement

1 year ago

ShemaleTaxi

POV, chastity, BDSM
02:55

Dominatrix Strapon Fucked Crossdresser in Chastity

2 years ago

xHamster

strapon, BDSM, chastity
09:50

Trans Anal Fisting And Prolapse In Chastity

2 years ago

ShemaleZ

fetish, fisting, BDSM, chastity
08:29

Waking up with Transgender girl stacie in chastity

6 years ago

ShemaleZ

BDSM, chastity
08:12 80%

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

1 year ago

XXXVogue

chastity, bondage, compilation
04:05

Cynthia crossdresser gets fucked in chastity

6 years ago

AShemaleTube

chastity, crossdresser
07:32 60%

FULL TIME CHASTITY

9 years ago

xHamster

latex, full movie, chastity
05:58 62%

Sissy Emily Hardon V-Card Fuck Stick Have Fun

5 years ago

TrannyGem

chastity, femboy, crossdresser
07:00 80%

Slow blow-job from Sissy CD in chastity

3 months ago

ShemaleMovie

amateur, crossdresser, cum in mouth, blowjob, sissy, 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
07:31

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

2 years ago

TrannyOne

public, outdoor, chastity
06:18 81%

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

4 years ago

TrannyGem

pantyhose, sperm, cumshot, chinese, heels, secretary, flexible
06:12 95%

Assfuck Sissy Sleepover With Trans Ria Bentley & Lola Crystals

2 years ago

TrannyGem

lesbian, train, dildo, dirty talk, cumshot, domination, sissy
01:23

Puppy in chastity fucked

5 years ago

xHamster

mature anal, chastity
02:39

Trap Locks Herself in Chastity

5 years ago

xHamster

chastity
05:14 75%

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 year ago

xHamster

small cock, huge dildo, british, sissy, anal orgasm, chastity
04:55

Getting Pegged With The Spocks Cock Dildo Whilst In Chastity With Lucy Essex Cd

4 years ago

HClips

pegging, chastity, shemale and girl
08:41 63%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

4 years ago

ShemaleZ

beauty, femdom, fisting, BDSM, crossdresser, compilation, chastity
25:44

Cute trap The Mortal Medusa in chastity

6 years ago

ShemaleZ

cute, chastity
04:28

Chastity teen sissy maid fucked by old daddyp

5 years ago

BeMyHole

maid, sissy, chastity
14:31 60%

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

8 months ago

ShemaleMovie

feet, femboy, crossdresser, sissy, chastity, orgasm
04:55 86%

Fuck Machine And Double Electric Chastity

2 years ago

BeMyHole

mature, latex, gloves, dogging, machine, double penetration, chastity
04:13 40%

Sissy crossdresser in chastity gets pounded hard by a fucking machine

3 years ago

TrannyOne

machine, chastity
12:18

Enby in chastity rails her rosy fake penis

1 year ago

ShemaleMovie

anal, dildo, sissy, masturbation, chastity
2:14:04

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

5 years ago

TrannyGem

game, chastity, crossdresser
14:16

Alpha Male Fucking Sissy Bareback Cums Inside And She Starts Masturbating Like A Girl In Chastity

2 years ago

ShemaleZ

chastity, sissy, creampie
07:14 40%

Sissy Marissa cheering for cock

1 year ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
03:36

Plugged Sissy Milk In Chastity Cage Over A Mirror

3 years ago

Upornia

milk, chastity
42:07 50%

A cute trans girl gets wrapped in shrink wrap also cbt

6 years ago

ShemaleZ

cute, fetish, BDSM, chastity
48:11

Sweet Chastity 8

1 month ago

AShemaleTube

chastity, shemale
05:11

Sultry black TS Chastity Michaels alternately fucks with stud

8 years ago

ShemaleZ

chastity
03:00

Wikky: chastity cage, cum in the opening

3 years ago

XXXDan

creampie, thai, facial, gape, hardcore, chastity
27:08 40%

Trans Anal Of Chastity Sandy

12 years ago

AShemaleTube

chastity
02:37 57%

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

6 months ago

TrannyGem

pissing, handjob, feet, pantyhose, femdom, strapon, squirt
05:22

Gorgeous Shemale Feminized in Chastity

4 years ago

xHamster

chastity
09:21

Lad puts on Maid garb and cages himself

4 months ago

TrannyGem

shemale, chastity, sissy, femboy, socks
21:45 67%

Flat Chastity Sissy

10 months ago

xHamster

squirt, dildo, sissy, chastity
20:08

Luna locked in a chastity cage indulges in her desires and reaches climax

1 year ago

XXXVogue

chastity
02:00

Sissy Wifey Competition Trailer

4 years ago

TrannyGem

femdom, wife, chastity, dildo
02:22

Trans Woman Fucked in Chastity

2 years ago

xHamster

domination, chastity
04:42

Sissy Bitch Dagmar321 Chastity and Cum Pantihose

5 years ago

xHamster

chastity, mature
05:01

Sissy In Chastity Fucks Herself Dumb

3 years ago

ShemaleZ

chastity
14:38

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

1 year ago

ShemaleZ

big ass, chastity, sissy, amateur
02:10 67%

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

6 months ago

TrannyGem

machine, crossdresser, chastity, cum in ass, hands free, anal orgasm
12:28

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

2 years ago

MyLust

big ass, chastity, femboy
10:09

Tender Femboy Assfuck Have Fun & Urinate Finishing

4 years ago

TrannyGem

pissing, wet, erotic, chastity, femboy, romantic
05:07

Lianna Lawson In Shemale Slave In Chastity Butt Sex Fingered

2 years ago

ShemaleZ

BDSM, chastity
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
17:04

C4 Sexxroulette and Chastity Cage on the Balcony. Cumshot 4min35 [10au25] Vanessabitchx

6 months ago

$$ FapHouse

chastity, sissy, amateur, french
01:02

Chastity Tales

5 years ago

xHamster

chastity
05:52

Hot Sissy Anal Slide In Chastity Cage

2 years ago

HClips

chastity
09:44

Anal Pleasure

11 months ago

xHamster

sissy, crossdresser, chastity
11:29

Sweet Chastity 19

1 month ago

AShemaleTube

shemale, chastity
14:38

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

4 years ago

TrannyGem

chastity
1:01:40 65%

Gorgeous Hands Free Cum

7 years ago

ShemaleZ

hands free, chastity, creampie compilation, solo
07:34

Violet Chastity Chained to Fuck Machine

1 year ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
07:26

Chastity Masturbation In Garage

3 years ago

TXXX

chastity
07:40

Full fashion seamed stocking chastity girl

9 years ago

xHamster

full movie, chastity
11:47 67%

2 sissy latex nurses getting pegged in Chastity by MILF Lisa

2 years ago

xHamster

latex, nurse, shemale and girl, chastity
09:57

Hot Trans Bailey Wilde Fucked in Chastity

2 days ago

AShemaleTube

chastity, femboy
12:28

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

3 years ago

ShemaleTaxi

ass to mouth, gape, cosplay, chastity, femboy
04:09

Hot sissy in chastity with strapon fucked by dominatrix

2 years ago

JizzBunker

strapon, bondage, chastity
05:11

Latex TS sub chastity and anal sex

3 months ago

KeekAss

chastity, latex
51:35

Pain and pleasure, chastity and lust, Part 1

1 year ago

XXXDan

mature, beauty, german, mature anal, BDSM, chastity
04:58

My sixth day in chastity

8 years ago

TXXX

chastity
02:16

Negative chastity cum

2 years ago

xHamster

hands free, chastity
02:05 88%

Femboy Fucks Crossdresser in Chastity Doggystyle

2 years ago

xHamster

shemale, crossdresser, sissy, chastity, femboy
12:54

Chastity slut in black stockings and lingerie playing

5 years ago

AShemaleTube

mature, stockings, slut, chastity, black
09:53

Hot TS Bailey Wilde Removes Chastity Then Jerks Off

2 years ago

xHamster

BDSM, big cock, chastity, femboy
08:44

Chastity On Her Penisthai Ladyboy Threesome

3 years ago

GetTranny

chastity
04:09

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

3 years ago

HClips

chastity
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
17:47 83%

Chastity guide : A review of all metal innocence cages by sissy joyce

1 year ago

ShemaleMovie

sissy, chastity
12:34

TGirl Lucy in chastity is fucked by ten inch big black cock at SheWorld

5 years ago

VideoSection

BBC, chastity, amateur
05:43

Attempting on this chastity tool

1 year ago

ShemaleTaxi

chastity, orgasm
05:21

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

9 months ago

XXXVogue

cumshot, ebony, cute, chastity
12:29 80%

Sweet Chastity 17

1 month ago

AShemaleTube

shemale, chastity
08:00

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

1 year ago

GetTranny

sissy, chastity, amateur, shemale, gym
05:17

Transsexual Chelsea Marie Pegging And Long Term Chastity unleash foot fetish And Extreme Anal Poundi

1 month ago

ShemaleMovie

anal, chastity, shemale fucks guy, pegging, feet
05:52

Transgender princess in chastity cage Plays With Her Clitty

4 months ago

ShemaleMovie

sissy, ladyboy, shemale, solo, chastity
03:07

Taunted by Web Cam Tippers Activating My Lovense Fucky-Fucky Machine

2 years ago

TrannyGem

chastity
04:40

Sissy Allison Edged Locked Pleasure Button with Wand

1 year ago

TrannyGem

bondage, crossdresser, masturbation, chastity, sissy
14:26

Sissy Francesca Anal Play In Chastity

3 years ago

Upornia

toys, chastity
14:15

Licking out my domme and making her Spunk with a Magic Electro-Hitachi

4 years ago

TrannyGem

femdom, electro, chastity
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

4 years ago

ShemaleZ

penis, chastity

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