SHEMALE • CHASTITY 4,347 videos

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«‹3 4 5 6 7 ›

03:56 80%

My New Inverted Chastity Cage Comes w a Tiny Fake Diik Attachment

2 years ago

xHamster

pissing, chastity
03:09

Sissy Sherri Fucked While Tiny Cock Is Caged In Chastity

2 years ago

ShemaleZ

chastity, sissy
02:11

Prompt Piss and Jizz After Work

6 months ago

TrannyGem

fetish, pissing, cute, amateur, femboy, chastity
06:06

Black Ts Girl Does Butt Fucking Wi With Gabriel Dalessandro And Chastity Michaels

7 months ago

ShemaleZ

ebony, chastity, black
08:31

Sissy in chastity cage cums hands free while riding big black dildo

7 years ago

ShemaleZ

dildo, sissy, hands free, chastity
29:32

Jism from every Fuckhole

5 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
02:07

Dominatrix Fucks Crossdresser Handcuffed in Chastity

2 years ago

xHamster

chastity, femboy
08:27

Chastity Slave Loves to spread

2 years ago

xHamster

chastity
02:14 80%

Nasty playtime redone?

9 months ago

TrannyGem

amateur, chastity, clothed
10:58

Sissy Lucy Loced down in metal chastity and chains

2 years ago

TrannyOne

fetish, sissy, chastity
09:41

Sexy bitch in chastity shopping in milano

9 years ago

xHamster

outdoor, chastity
15:31

Trans slave in chastity made to bury her belongings by her Mistress

6 years ago

ShemaleZ

femdom, BDSM, chastity
16:39

Trans lady in purity plays with fake penises and knuckles herself

3 years ago

TrannyGem

teen (18+), teen anal (18+), fisting, 18, gape, chastity
15:50

Sissy whore teaching in virginity cell and ass buttplug

3 years ago

TrannyGem

whore, chastity
10:31

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

3 years ago

xHamster

orgasm, chastity
06:00

Sissy fucked hard while in chastity

1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC
06:10

Chastity Slut In Stockings And Heels Playing With Suggest Model

4 years ago

ShemaleZ

heels, chastity, mature
10:24

Sissy Ladyboy Chastity Training Getting porked rock hard by faux-cock Sex Machine

3 months ago

ShemaleTaxi

chastity
05:17

Shemale anal smashes victim in chastity

6 years ago

HDSex

chastity
26:45

Naughty Chastity Sandy.

7 years ago

ShemaleZ

chastity
07:54

Sissy Maid Candy facialed in jizm and nailed by enormous faux-cock on smashing machine in virginity

2 years ago

TrannyGem

bondage, maid, machine, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

1 year ago

xHamster

small cock, bondage, dildo, chastity, femboy
07:44

Sissy In Chastity Cums With Vibrator And Uses Cum As Lube A2m - Jessica Bloom 8 Min

1 year ago

ShemaleZ

stockings, cum in mouth, chastity, cum in ass
05:59 67%

Long sissygasm compilation

2 years ago

TrannyGem

cumshot compilation, orgasm compilation, BBC, sissy, anal orgasm, hands free, chastity
03:02

Bimbo tranny slut in chastity cage

7 years ago

TXXX

slut, chastity
13:54

Lana Trap gets a rigid Drilling with a giant Cord-on Fake Penis from Dominatrix

4 years ago

TrannyGem

femdom, strapon, russian, penis, chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 year ago

xHamster

solo, crossdresser, chastity, sissy
06:12 75%

The Start of Perminant Chastity

6 years ago

ShemaleZ

fetish, BDSM, chastity
10:32

Reya Reign – Cum In Chastity

2 years ago

VipTube

solo, webcam, chastity
05:47

Cutie Trans Sissy In Chastity Scarlet Sky Collared And Leashed To Wall For Playtime!

2 years ago

ShemaleZ

chastity
05:18

Astolfo Lil Donk Instructing

10 months ago

TrannyGem

dildo, chastity, anime
10:18

Chastity Sissy Anal Orgasms And Licking Cum Of Feet Jessica Bloom And Femdom Polieana

2 years ago

TXXX

feet, femdom, POV, orgasm, sissy, anal orgasm, chastity
04:47

Erika Oak Cums in Chastity

2 years ago

xHamster

chastity
08:08

Machine fucking in chastity cage

2 years ago

xHamster

BDSM, machine, chastity
03:02

Cd millie boinking in virginity point of view

1 month ago

TrannyGem

dildo, chastity
09:02

Gudrun And Angie In Chastity And Pump Plug Games

2 years ago

HClips

mature, stockings, lingerie, chastity
02:10 80%

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

5 months ago

TrannyGem

machine, crossdresser, chastity, cum in ass
01:10 80%

Sissy Lucy showing off in mini dress and chastity

4 years ago

AShemaleTube

redhead, dress, sissy, chastity, mature, solo
07:35

Violet virginity fettered to smash Machine

1 year ago

ShemaleMovie

machine, cuckold, chastity, bondage
04:06

Cute Sissy Cums in Her Own Mouth in Chastity

3 years ago

xHamster

cum in mouth, chastity
03:01

I was encaged and my rump was battered

8 months ago

TrannyGem

big ass, amateur, dildo, chastity
04:42

Sissy slut dressed in lingerie locked in chastity and playing with a big glass anal plug

2 years ago

xHamster

public, glasses, dress, chastity
06:26

ABS024 sweetie femboy wearing cheongsam in chastity

5 years ago

VideoSection

chinese, chastity, femboy
40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

2 years ago

ShemaleZ

chastity
06:15

Redhead sissy in chastity riding BBC dildo

6 years ago

ShemaleZ

crossdresser, BBC, sissy, chastity
19:11 80%

Extraordinary buttfuck dildo femdom pegging my chastity subs booty

2 months ago

ShemaleTaxi

femdom, strapon, huge dildo, dildo, husband, pegging, taxi
01:17

Instant Hands free in Chastity

4 years ago

AShemaleTube

hands free, chastity
24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

1 year ago

xHamster

german, dildo, crossdresser, hardcore, chastity
12:24

Chastity Slut In Black Stockings And Lingerie Playing

4 months ago

HClips

shemale, chastity, solo, mature
14:55 40%

Lanas Weekly Ass-Fuck Lesson

4 years ago

TrannyGem

femdom, russian, fisting, chastity
05:32

Sissy Fucks Herself With A Dildo In A Chastity Belt Using Her Cum As A Lubricant - Teaser Video

2 years ago

GetTranny

chastity, cum in ass
01:30

Sisk Unlock Her Chastity Cage and Play with Her Clitty Dick

2 years ago

xHamster

bathroom, chastity
09:09

Chastity Sandy Fucked Hard

6 years ago

xHamster

vintage, chastity
02:20

Sissy maid locked in chastity in lockdown

5 years ago

xHamster

maid, chastity
05:21

Big black cock shemale anal fucks milky tryst

3 years ago

ShemaleMovie

chastity, ebony, black
30:20

Femboy chastity dildo riding!!

1 year ago

AShemaleTube

stockings, femboy, chastity, dildo, homemade, sissy
12:24

Slutty tranny Lilith Eclipse fucks herself with a carrot in ass-to-mouth chastity

1 year ago

JizzBunker

beauty, fisting, dildo, gape, cosplay, chastity
02:20

Pent Up in a pinkish bathing suit and virginity cell

1 month ago

TrannyGem

cuckold, amateur, BBC, chastity, femboy, sissy
01:54 75%

Daddy made me a new milking toy on my chastity

3 years ago

xHamster

milk, 18, chastity
06:22

Sissy chastity training on tentacle

3 years ago

xHamster

train, dildo, tentacle, chastity
10:50 67%

Locked sissy assfuck fuck stick self feetjob and self spunk slurping

1 year ago

TrannyGem

feet, fetish, footjob, dildo, riding, sissy, chastity
04:26

Cute Femboy In Chastity Cage Masturbate With Vibrator

3 years ago

HClips

vibrator, chastity
11:09 88%

Femboy Cums In Chastity Then Strokes Himself To A Second Orgasm

3 years ago

ShemaleZ

orgasm, chastity
07:36

Chastity desire, Gudrun and Angie

5 years ago

xHamster

mature, mature anal, chastity
06:55

How a Sissy should Masturbate - Sissy - Crossdresser slut - Chastity with Vibrator - Sissy Joanna

2 years ago

xHamster

chastity
10:19

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

2 years ago

xHamster

orgasm, fisting, british, anal orgasm, chastity
10:02

Trans Anal Fisting And Prolapse In Chastity

2 years ago

BeMyHole

pantyhose, fisting, chastity
03:03 70%

Abby Kitty And Sissy Slave In Ab085 Lustful Be Masters Chastity (chinese And English Subtitles)

2 years ago

Upornia

teen (18+), chinese, sissy, chastity, asian, solo
05:37

Cd Andrea Chastity Assplay

4 years ago

Upornia

chastity, amateur
12:54

SISSY ASH-BLONDE IN LOCKED IN PURITY EXPLORING NIP CLOTHESPINS Nip Tweak Getting Off

4 years ago

TrannyGem

bondage, nipples, chastity
07:12

Sissygasms in chastity

3 years ago

xHamster

train, chastity
06:34

Sissy Rides Her Toy While Locked in Chastity

3 years ago

xHamster

pissing, chastity
06:40

Sissy Maid Instructing sissygasm

2 months ago

TrannyGem

amateur, instruction, orgasm, maid, crossdresser, anal orgasm, cosplay
06:17

Torrid Sissy assfuck glide in Chastity Cage

2 years ago

ShemaleTaxi

chastity, femboy
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

3 years ago

xHamster

latex, bondage, BDSM, chastity
03:23

Pee And Cum On Myself In Chastity

2 years ago

ShemaleZ

pissing, chastity
02:21

PERMANENT CHASTITY

3 years ago

xHamster

chastity, BDSM
11:14

Multiple prostate climaxes in Chastity Jessica Bloom Sissy Milking

2 years ago

ShemaleTaxi

huge dildo, prostate, orgasm, milk, british, chastity
09:30

Fresh satin underpants attempt on from millie wuvs and smooches!

6 months ago

TrannyGem

reality, chastity
07:21

Sissy in micro innocence cell with corset and wetlook harness

2 months ago

TrannyGem

chastity
02:17

Gasmasked Sissy Enjoying Extra Tight Chastity Cage

2 years ago

xHamster

latex, lingerie, tight, chastity, femboy
18:48

Trap In Chastity Cage Anal

4 years ago

ShemaleZ

blonde, chastity
02:56

Trying on flat chastity cage with metal catheter in sissy panties

2 years ago

xHamster

panties, chastity
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

chastity
04:50

Hot Sissy in Chastity Squirts

7 years ago

AShemaleTube

squirt, chastity
24:11

Asian Femboy In Cheongsam Tries Out The New Horsecock Dildo With Chastity Cage Cums 3 Times

4 years ago

ShemaleZ

chastity
03:22

Chastity Sissy Alex - Showing Off My Favourite Dildo

7 years ago

ShemaleZ

chastity
01:15

Subby's Secret... Tranny with chastity belt and gag while shopping!!

2 years ago

xHamster

public, german, gagging, BDSM, chastity
01:59

Resisting Inverted Chastity Cage

2 years ago

xHamster

latex, sissy, chastity
08:24 60%

Sissy Candy in Crimson Undergarments Gets Spitroasted by Her Pounding Machine and Damsel

1 year ago

TrannyGem

fetish, lingerie, crossdresser, toys, machine, chastity
17:37

Dïa five en castidad - Me masturbo hasta el lï¿½mite sin correrme para volver a mi jaula

4 years ago

TrannyGem

heels, chastity
03:07

Working Her Way Up To The

1 year ago

TrannyGem

femdom, fetish, bondage, dildo, BDSM, toys, sissy
04:21

Sissy In Chastity Anal Training - Locktober

2 years ago

GetTranny

chastity
07:53

Spitting sissy in purity railing immense black fuck stick!

2 years ago

TrannyGem

huge dildo, chastity
10:58

Sitting On My Trans Girlfriends Face Until I Come While Shes Locked In Inescapable Chastity

2 years ago

ShemaleZ

facesitting, girlfriend, chastity
04:46

She Gets Continuously Romped To An Explosive Ejaculation

3 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity, dildo
20:08

Trans Woman in Chastity Fucked Hard - Compilation 3

2 weeks ago

$$ FapHouse

sissy, chastity, compilation
14:09

Chinese Sissy Femboy Buttfuck in Chasity & Fox Tail

4 years ago

TrannyGem

korean, chastity
08:03

Sissy Crossdresser Deep Assfuck Have Fun & Encaged Sissygasms

2 years ago

TrannyGem

anal orgasm, chastity
13:04

Nasty Shemale Sorona Strokes Her Cock With A Hair Clip Chastity Cage And Cum All Over

2 years ago

ShemaleZ

chastity
13:01

Sissy riding dildo in Public Compilation 3

1 year ago

xHamster

public, dildo, compilation, riding, sissy, chastity
10:44

Locktober Day 15: Some Overwatch Grace Healslutting

5 months ago

TrannyGem

masturbation, amateur, chastity
06:18

REAL Discipline of gimp masculine: Soap in Jaws, STIFF Smacking, Highly Spoken Dominatrix

6 months ago

TrannyGem

chastity
07:36

Daniela Lei cumming while chastity caged

3 months ago

AShemaleTube

stockings, chastity
13:13

Sissy in chastity and undergarments in a training session

3 years ago

ShemaleTaxi

train, BDSM, chastity, crossdresser
02:26

Plugged and encaged superb gal sissy

3 years ago

TrannyGem

bondage, panties, chastity
08:00

Pandora Melanie - Chastity Cage

10 months ago

xShemaleTube

chastity, creampie
09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
16:59

Ruined Orgasm in Chastity and CBT for Lana Trap

4 years ago

TrannyOne

orgasm, chastity
09:02

Sissy maid takes it up the ass and unloads in her chastity cage

2 months ago

XXXVogue

chastity, femboy, shemale, maid
24:46

Raver Sissy Femboy In Chastity Fucks Bbc 4 Femdom Goddess While She Eats Dinner, Rough Anal Slut 4/5

2 years ago

ShemaleZ

femdom, BDSM, BBC, chastity, sissy
06:16

Lily Leigh Cam Show - November 24th 2023 (part 2) - Chastity Cage Dildo & Masturbation Private Show

1 year ago

ShemaleZ

dildo, masturbation, chastity
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

2 years ago

ShemaleZ

dildo, chastity, femboy, sissy
02:02

Sissy Juliette cant stop leaking

2 years ago

TrannyGem

chastity
10:03

Surprise sleep mask poke with 2 t-model bombshells

7 months ago

TrannyGem

chastity, domination, shemale fucks guy, amateur, surprise, sleeping
07:34

Tranny cleans Mistress house in chastity

7 years ago

xHamster

femdom, chastity
04:55

Slave Chastity Get Fuck

2 years ago

ShemaleZ

domination, chastity, teen (18+)
10:47

Tgirl plays with her woman trunk after streaming

1 year ago

TrannyGem

shemale, solo, orgasm, sissy, chastity, anal orgasm

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