SHEMALE • CHASTITY 3,821 videos

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16:39

Submissive in Chastity Tied, spanked, and Edged - punk female dom

2 years ago

ShemaleTaxi

spanking, tied, goth, taxi, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
19:15

Latex Transgirl in Chastity Spanked, teased, and boned by female dominance - OnlyFans @Ms_Nacke

3 months ago

ShemaleMovie

latex, BDSM, spanking, chastity, domination, ass
08:21

Rosy Sissy Locking her Lil Will-Less Clitty in the Tiniest Innocence Cell

3 years ago

TrannyGem

chastity
04:28

Chastity teen sissy maid fucked by old daddyp

4 years ago

BeMyHole

maid, sissy, chastity
07:29

Sis-k Pinky Chinese Dress Ep2: Anal Play

10 months ago

xHamster

mature anal, dildo, chinese, dress, chastity
15:49 70%

Exhibitionist Crystal Encaged Claus, two

3 years ago

TrannyGem

public, upskirt, panties, chastity
15:28

I cant wait to take your she-creature chastity

3 years ago

ShemaleTaxi

bisexual, hardcore, chastity
12:34 69%

A nasty getting off sessiom

5 months ago

TrannyGem

amateur, cute, anal, squirt, fetish, bondage, big tits
05:02

TRANSSEXUAL W I L L O W - Lady Penis Encaged & Cum-Shot

8 months ago

TrannyGem

amateur, creampie, solo, cumshot, big cock, small tits, BBC
20:49

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

3 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, spandex
06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

4 months ago

xHamster

chastity, hands free
18:21

Plumbing machine vs fledgling T-woman in chastity for Andy

1 year ago

ShemaleMovie

machine, chastity
11:27

Sissy very first vid

1 year ago

TrannyGem

chastity, femboy
13:58

Sissylucylove trans cum and eat my cum chastity Selfsuck edge

2 years ago

AShemaleTube

selfsuck, chastity
05:23

PorchaeTS the Grinch stuffs her Christmas stocking with huge toys.

3 days ago

xHamster

shemale, sissy, crossdresser, anal, stockings, chastity
49:33

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

1 year ago

xHamster

french, chastity
02:31

Mistress in chastity fuck sissy strapon cum and incontinence

4 years ago

xHamster

femdom, strapon, chastity
25:27

Sexy Chastity

7 years ago

TXXX

chastity
12:02

Muzzled and Locked She-Male Trussed by Emo Female Dom

2 years ago

TrannyGem

femdom, emo, strapon, lesbian, gagging, bondage, goth
08:00

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

7 months ago

GetTranny

sissy, chastity, amateur, shemale, gym
05:22

Pathetic Sluts Need to be Filled with Cock & Always Keep Their Clittys Locked!

4 months ago

xHamster

sissy, chastity
13:06

Hottest pulverizing machine fuck-fest ever

1 year ago

TrannyGem

homemade, machine, chastity
02:28

Tgirl in Chastity Fucked Doggystyle

1 year ago

xHamster

BDSM, dogging, chastity
05:17

Sissy Strap-on Spitroast In Chastity Pegged By Sexy Femdom Duo By Mistress Mercer

1 year ago

ShemaleZ

femdom, strapon, fetish, BDSM, shemale and girl, pegging, sissy
05:00

Ladyboy Yuta Test New Sex Chastity

1 year ago

ShemaleZ

18, chastity
06:39 65%

Happy woman full time in chastity device nylon stocking

5 years ago

ShemaleZ

mature, stockings, BDSM, nylon, chastity, outdoor
12:47

Natalie Mars: Ask and Ye Shall Receive an Culo Pummeling!

3 years ago

TrannyGem

nun, machine, chastity
06:36

You need to be locked up in chastity for superb

9 months ago

ShemaleTaxi

chastity
09:12

Fucking Myself With A 10 Inch Cock While Locked In Chastity

2 years ago

ShemaleZ

chastity
25:00

Sissy in chastity caged fuck dildo

3 years ago

AShemaleTube

chastity, sissy
07:54

Sissy Holy - chastity getting off directives - how I play with myself

3 months ago

ShemaleTaxi

pantyhose, POV, lingerie, BDSM, ladyboy, solo, british
05:29

Sissy Girl Caresses Herself And Cums In A Chastity Belt

2 years ago

ShemaleZ

sissy, chastity
09:09

Chastity sandy fucked hard

6 years ago

TXXX

chastity
12:42

Sexy Trans Girl Sophie Struggles Helplessly in Bondage and Chastity

6 years ago

TrannyGem

bondage, BDSM, chastity
11:39 64%

Sissy Chastity Torture

1 year ago

TrannyOne

BDSM, sissy, chastity
13:35

Elderly tranny got her cock and ass locked in chastity

7 years ago

TrannyOne

chastity
13:52

Encaged Clitty Trans Sissy Gets Unending Vibrates by Aficionados During Live Fountain

3 months ago

TrannyGem

chastity, sissy, feet, BDSM, amateur, fetish
09:51

Showering In Steel Chastity And Latex

8 months ago

TXXX

latex, fetish, shower, chastity
07:31

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

1 year ago

TrannyOne

public, outdoor, chastity
06:12

Daddy fucks sissy in chastity

5 years ago

xHamster

mature, mature anal, chastity
08:50 50%

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

7 months ago

xHamster

small cock, public, solo, cum in mouth, skinny, chastity
12:29 60%

Sissy Purity Marionette Taunted and Abased by Domme, Denied and Locked in the Vice

4 years ago

TrannyGem

femdom, train, tease, bondage, chastity
14:49

Sissy femboy puts condom with her soles on fake penis and penetrate her ass in chastity

1 year ago

ShemaleTaxi

footjob, sissy, chastity
10:15

Skinny Tranny With Sexy Legs

11 months ago

TrannyGem

homemade, solo, sissy, chastity
25:44

Cute trap The Mortal Medusa in chastity

5 years ago

ShemaleZ

cute, chastity
11:42

Asslick Natalie Mars And Goth Charlotte Anal Play

1 year ago

BeMyHole

fisting, goth, chastity, shemale fucks guy
07:23

Chastity Gudrun And Angie

3 years ago

TXXX

chastity
03:18 57%

Permanent chastity - PERMALOCK

1 year ago

xHamster

small cock, chastity
07:14

Sissy Marissa cheering for cock

9 months ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
03:28

Sissy in steel thong purity, bound up, and dildoed

1 year ago

TrannyGem

bondage, dildo, chastity
09:28

I love Feminization

1 year ago

TrannyGem

chastity
13:01

Sissy riding dildo in Public Compilation 3

4 weeks ago

xHamster

public, dildo, ladyboy, compilation, riding, masturbation, sissy
08:41 54%

Crossdresser Compilation Beautiful Ladyboy Fucked Sissy Chastity Fucked Femdom

3 years ago

ShemaleZ

femdom, fisting, BDSM, crossdresser, chastity, compilation
14:07

Cute Trans Girl Spends Her First Time In Chastity Cage Riding Dragon Dick

2 years ago

ShemaleZ

first time, chastity
03:10

Sissy Femboy In Chastity Cage And Fishnets Wanna Show You How She Likes To Play With Her Creamy Anus

10 months ago

MyLust

creampie, big ass, chastity, femboy, cum in ass
10:33

Sissy in spiked chastity in garden wish exposure

6 months ago

ShemaleMovie

chastity, shemale, public, crossdresser, sissy, femboy
03:58

Hot Trans Woman In Chastity Fucked Doggystyle

1 year ago

Upornia

chastity
05:40 64%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

1 year ago

xHamster

arab, train, squirt, penis, chastity, FTM
02:01

Palms free-for-all jism Sissygasm with cell and dragon faux-cock

1 year ago

TrannyGem

hands free, chastity
18:52

Latexa creature in chastity cage

8 years ago

TXXX

latex, chastity
09:22

Ilandis in a chastity belt and stockings has fun with his anus, fucks himself with an artificial dick

1 year ago

xHamster

feet, masturbation, chastity
06:58

Cute Tgirl Playing With Chastity Cage And Cum Delay Until Open It

2 years ago

ShemaleZ

cute, toys, chastity
07:33 57%

Full time chastity

6 years ago

ShemaleZ

stockings, latex, chastity
17:19

Trans Doll Uses A Massager And Jizzes With A Faux-Cock In Her Rump

2 years ago

TrannyGem

doll, squirt, massage, orgasm, cum in mouth, vibrator, anal orgasm
03:29

Sissy Begging Master To Let Him Out Of Chastity

3 years ago

ShemaleZ

chastity
42:14 75%

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

anal, slut, chastity
01:43

Hot Trans Woman Fucked in Chastity

1 year ago

xHamster

anal, BDSM, chastity
11:53

Bondage machine fuck with electro chastity

4 years ago

xHamster

latex, mature anal, bondage, electro, machine, chastity
21:22 73%

Skitty&M&L in Our first fun Together

2 years ago

xHamster

latex, german, BDSM, sissy, chastity
06:25

Gina in chastity, pleased and spanked

4 years ago

xHamster

mature anal, spanking, chastity
16:05

Mexican Sissy Maid un chastity Cage

1 year ago

xHamster

maid, mexican, chastity
03:53

Big Ass Trans Woman In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

BDSM, dogging, chastity
09:53

Hot TS Bailey Wilde Removes Chastity Then Jerks Off

11 months ago

xHamster

BDSM, big cock, chastity, femboy
08:12

Sissy Maid Gets Fucked by Her Doll and Her Machine

1 week ago

xHamster

solo, crossdresser, sissy, maid, bondage, chastity, machine
09:54

Plugged chastity cell cockslut

4 years ago

ShemaleMovie

chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

2 years ago

xHamster

latex, bondage, maid, chastity
06:42

Trans Girl In Chastity Latex Outfit Thigh Highs Fucked Hard By Hot Stud The Jake Grand

1 year ago

HClips

latex, chastity, shemale and girl
12:45

Busty Sissy Cow Gets Fucked In Her Flat Chastity

1 year ago

ShemaleZ

chastity
19:12

Spandex T-Model in Innocence Slapped, Taunted, and Smashed by Female Domination - OnlyFans @Ms_Nacke

2 years ago

TrannyGem

femdom, latex, BDSM, spanking, spandex, domination, pegging
1:15:12 47%

Agony and elation, chastity and lust, Part two

3 years ago

ShemaleTaxi

german, BDSM, taxi, chastity, domination
06:55

Mexican sissy in chastity

1 year ago

xHamster

pissing, crossdresser, mexican, chastity
10:07

VERY HOT Blonde Crossdresser in Chastity Fucked

11 months ago

xHamster

amateur, anal, crossdresser, sissy, chastity, femboy
04:52

Sexy sissy bimbo slut in chastity cage in fitting room

6 years ago

xHamster

mature, outdoor, slut, sissy, chastity
01:55

Audrey Tgirl with huge sextoys and her chastity cage

1 year ago

xHamster

french, small tits, sissy, chastity
06:59

Red Angora Dress Chastity Tears and Cream

3 years ago

xHamster

mature anal, dress, chastity
09:07

Chastity

1 year ago

XXXDan

chastity, dildo
03:40

Wide Open myself and nutting mitts free-for-all

1 year ago

TrannyGem

russian, vibrator, hands free, chastity
04:17

Trans mommy with big tits, in chastity, taking a huge dildo

1 year ago

AShemaleTube

mom, homemade, huge dildo, crossdresser, toys, chastity
32:11

Lizzy Yum In August 2022 #8 Sex Machines Erotic Electricity & Bsdm-chastity

2 years ago

ShemaleZ

erotic, machine, chastity, solo
11:52

Trans Woman In Bondage And Chastity Masturbating With Guy

1 year ago

TXXX

latex, fetish, bondage, chastity
13:01

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

8 months ago

TrannyGem

POV, fetish, dildo, masturbation, chastity
30:55

Guy in a chastity gets pounded by an amazing tranny

7 years ago

TrannyOne

chastity
04:13

Sissy crossdresser in chastity gets pounded hard by a fucking machine

2 years ago

TrannyOne

machine, chastity
02:30

AB016 - Mistress Abbykitty in chastity fuck sissy slave with strapon -cum and incontinence

4 years ago

AShemaleTube

femdom, strapon, chastity
05:26

Trans Chick Next Door Scarlet Sky Humps Fuck Stick Locked in a Lil Box!

2 years ago

TrannyGem

chastity
04:20

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

3 years ago

BeMyHole

chastity, shemale fucks guy
05:10

Pretty in pink

5 months ago

xHamster

amateur, mature, crossdresser, sissy, chastity
06:42

Sissy In Chastity In Black Stockings And Boots Riding Large Green Dildo

1 year ago

Upornia

boots, dildo, sissy, chastity
05:32

ABH052 Elegant ladyboy in chastity prostate massage and incontinence twice 人妖秘书贞操锁前列腺按摩失禁潮吹

3 years ago

AShemaleTube

prostate, massage, chastity
06:06

Fetish dresser babe gurl Andreina

1 year ago

xHamster

pantyhose, italian, solo, crossdresser, chastity
05:22

Cutie Makes Sure Her Asshole is Streatched Out & Ready For Cock at a Moments Notice

5 months ago

xHamster

chastity, amateur, small cock, asshole
07:55 73%

Skinny sissy femboy use a petite chastity cell

1 year ago

ShemaleMovie

small cock, skinny, sissy, chastity, femboy
06:14

Sissy Andrea Chastity Assplay

5 years ago

VipTube

chastity, asian
26:30

Numerous Arms Free-For-All Ejaculations from Monster Werewolf Horsecock Handballing Group Sex

3 years ago

TrannyGem

fisting, monster, gangbang, group, insertion, gape, anal orgasm
01:56

Alexis fucked in chastity

5 years ago

xHamster

chastity
29:26

Solo Fun On A Fuck Machine

2 years ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
05:01

Sissy In Chastity Fucks Herself Dumb

2 years ago

ShemaleZ

chastity
06:29

Sexyslut driving in chastity device

8 years ago

TXXX

chastity
13:34 83%

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

3 years ago

TXXX

shemale, dogging, chastity, creampie compilation, creampie
02:19

Dildo Riding Sissy in Chastity

11 months ago

AShemaleTube

dildo, chastity
15:32 84%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

3 years ago

ShemaleZ

femdom, strapon, russian, fisting, tied, first time, chastity
01:39

Sissy Chastity Cage Orgasm cuming in my chastity cage

1 year ago

xHamster

orgasm, chastity
17:28

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

1 year ago

xHamster

cumshot, hands free, chastity, cum in ass
04:58

My sixth day in chastity

7 years ago

TXXX

chastity
06:51

BBC Ken fucks me on my back in missionary with verbal domination - candy sissy ass in chastity cage

11 months ago

XXXDan

beauty, BDSM, sissy, missionary, chastity
10:09

Tender Femboy Assfuck Have Fun & Urinate Finishing

2 years ago

TrannyGem

pissing, wet, erotic, chastity, femboy, romantic
09:00

Domme romps warm Crossdresser in Chastity

1 year ago

ShemaleTaxi

BDSM, chastity, crossdresser
05:09

[SISSY] exposure have fun

5 months ago

TrannyGem

public, outdoor, japanese, crossdresser, sissy, chastity
06:00

Femdom Double Anal Pegging for Chastity Sissy Lucy

2 years ago

xHamster

femdom, strapon, double anal, pegging, chastity

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