SHEMALE • CHASTITY 4,309 videos

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40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

2 years ago

ShemaleZ

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
05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 year ago

xHamster

solo, crossdresser, chastity, sissy
03:02

Bimbo tranny slut in chastity cage

7 years ago

TXXX

slut, chastity
05:18

Astolfo Lil Donk Instructing

9 months ago

TrannyGem

dildo, chastity, anime
10:32

Reya Reign – Cum In Chastity

2 years ago

VipTube

solo, webcam, chastity
05:07

Shemale Ass Sex Fucks Sub In Chastity - Jessy Jones

4 years ago

ShemaleZ

domination, chastity
08:08

Machine fucking in chastity cage

2 years ago

xHamster

BDSM, machine, chastity
15:31

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

6 years ago

ShemaleZ

femdom, BDSM, chastity
07:35

Violet virginity fettered to smash Machine

11 months ago

ShemaleMovie

machine, cuckold, chastity, bondage
05:47

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

2 years ago

ShemaleZ

chastity
24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

1 year ago

xHamster

german, dildo, crossdresser, hardcore, chastity
09:02

Gudrun And Angie In Chastity And Pump Plug Games

2 years ago

HClips

mature, stockings, lingerie, chastity
10:18

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

1 year ago

TXXX

feet, femdom, POV, orgasm, sissy, anal orgasm, chastity
03:01

I was encaged and my rump was battered

7 months ago

TrannyGem

big ass, amateur, dildo, chastity
07:36

Daniela Lei cumming while chastity caged

2 months ago

AShemaleTube

stockings, chastity
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
04:06

Cute Sissy Cums in Her Own Mouth in Chastity

3 years ago

xHamster

cum in mouth, chastity
06:15

Redhead sissy in chastity riding BBC dildo

6 years ago

ShemaleZ

crossdresser, BBC, sissy, chastity
11:40

Encaged sissy April Diamond getting plowed by her fav fuck stick

1 month ago

TrannyGem

shemale, chastity, sissy, crossdresser, dildo
09:09

Chastity Sandy Fucked Hard

5 years ago

xHamster

vintage, chastity
07:27

Schoolgirl femboy thumbs herself and plays with a fake penis in chastity

7 months ago

ShemaleMovie

shemale, crossdresser, chastity, femboy
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
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
10:58

Sissy Lucy Loced down in metal chastity and chains

2 years ago

TrannyOne

fetish, sissy, chastity
09:30

Fresh satin underpants attempt on from millie wuvs and smooches!

5 months ago

TrannyGem

reality, chastity
31:00

Unboxing of Gifts: Chastity Cage, Huge Buttplug and More

1 week ago

$$ FapHouse

chastity, amateur, big tits
21:47

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

1 week ago

VideoSection

shemale, dildo, chastity
01:30

Sisk Unlock Her Chastity Cage and Play with Her Clitty Dick

2 years ago

xHamster

bathroom, 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
06:26

ABS024 sweetie femboy wearing cheongsam in chastity

5 years ago

VideoSection

chinese, chastity, femboy
01:17

Instant Hands free in Chastity

3 years ago

AShemaleTube

hands free, chastity
02:20

Sissy maid locked in chastity in lockdown

5 years ago

xHamster

maid, chastity
14:55 40%

Lanas Weekly Ass-Fuck Lesson

4 years ago

TrannyGem

femdom, russian, fisting, chastity
12:12

Sissy Marissa Plays with Herself

1 year ago

xHamster

shemale, crossdresser, chastity, latex, fetish
11:09 88%

Femboy Cums In Chastity Then Strokes Himself To A Second Orgasm

3 years ago

ShemaleZ

orgasm, chastity
04:26

Cute Femboy In Chastity Cage Masturbate With Vibrator

3 years ago

HClips

vibrator, chastity
06:22

Sissy chastity training on tentacle

3 years ago

xHamster

train, dildo, tentacle, chastity
12:54

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

4 years ago

TrannyGem

bondage, nipples, chastity
06:55

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

2 years ago

xHamster

chastity
07:36

Chastity desire, Gudrun and Angie

5 years ago

xHamster

mature, mature anal, chastity
26:45

Naughty Chastity Sandy.

7 years ago

ShemaleZ

chastity
07:12

Sissygasms in chastity

3 years ago

xHamster

train, chastity
10:02

Trans Anal Fisting And Prolapse In Chastity

2 years ago

BeMyHole

pantyhose, fisting, chastity
03:03 67%

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
01:15

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

2 years ago

xHamster

public, german, gagging, BDSM, chastity
10:19

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

2 years ago

xHamster

orgasm, fisting, british, anal orgasm, chastity
06:34

Sissy Rides Her Toy While Locked in Chastity

2 years ago

xHamster

pissing, chastity
05:37

Cd Andrea Chastity Assplay

4 years ago

Upornia

chastity, amateur
09:09

Sissy in chastity getting fucked by a Daddy

6 years ago

ShemaleZ

chastity
06:09

Sissy cheerleader balls deep!

2 years ago

xHamster

dildo, cheerleader, chastity, crossdresser
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

2 years ago

xHamster

latex, bondage, BDSM, chastity
01:10 80%

Sissy Lucy showing off in mini dress and chastity

4 years ago

AShemaleTube

redhead, dress, sissy, chastity, mature, solo
11:26

Latex tranny Domme viciously fingers and fucks slave in chastity

8 years ago

TrannyOne

chastity
18:48

Trap In Chastity Cage Anal

4 years ago

ShemaleZ

blonde, chastity
02:17

Gasmasked Sissy Enjoying Extra Tight Chastity Cage

2 years ago

xHamster

latex, lingerie, tight, chastity, femboy
10:44

Locktober Day 15: Some Overwatch Grace Healslutting

4 months ago

TrannyGem

masturbation, amateur, chastity
02:21

PERMANENT CHASTITY

2 years ago

xHamster

chastity, BDSM
14:09

Chinese Sissy Femboy Buttfuck in Chasity & Fox Tail

4 years ago

TrannyGem

korean, chastity
04:50

Hot Sissy in Chastity Squirts

7 years ago

AShemaleTube

squirt, chastity
11:14

Multiple prostate climaxes in Chastity Jessica Bloom Sissy Milking

2 years ago

ShemaleTaxi

huge dildo, prostate, orgasm, milk, british, chastity
02:56

Trying on flat chastity cage with metal catheter in sissy panties

2 years ago

xHamster

panties, chastity
01:59

Resisting Inverted Chastity Cage

2 years ago

xHamster

latex, sissy, chastity
19:11 80%

Extraordinary buttfuck dildo femdom pegging my chastity subs booty

1 month ago

ShemaleTaxi

femdom, strapon, huge dildo, dildo, husband, pegging, taxi
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

chastity
03:22

Chastity Sissy Alex - Showing Off My Favourite Dildo

7 years ago

ShemaleZ

chastity
03:07

Working Her Way Up To The

1 year ago

TrannyGem

femdom, fetish, bondage, dildo, BDSM, toys, sissy
06:18

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

6 months ago

TrannyGem

chastity
13:01

Sissy riding dildo in Public Compilation 3

1 year ago

xHamster

public, dildo, compilation, riding, sissy, chastity
13:04

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

2 years ago

ShemaleZ

chastity
04:46

She Gets Continuously Romped To An Explosive Ejaculation

3 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity, dildo
10:58

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

2 years ago

ShemaleZ

facesitting, girlfriend, chastity
06:06

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

7 months ago

ShemaleZ

ebony, chastity, black
17:37

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

3 years ago

TrannyGem

heels, chastity
07:53

Spitting sissy in purity railing immense black fuck stick!

2 years ago

TrannyGem

huge dildo, chastity
05:21

Big black cock shemale anal fucks milky tryst

3 years ago

ShemaleMovie

chastity, ebony, black
09:28

Sissy Fuckdoll Machine Bred

1 year ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
08:03

Sissy Crossdresser Deep Assfuck Have Fun & Encaged Sissygasms

2 years ago

TrannyGem

anal orgasm, chastity
02:02

Sissy Juliette cant stop leaking

2 years ago

TrannyGem

chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
10:03

Surprise sleep mask poke with 2 t-model bombshells

6 months ago

TrannyGem

chastity, domination, shemale fucks guy, amateur, surprise, sleeping
08:00

Pandora Melanie - Chastity Cage

10 months ago

xShemaleTube

chastity, creampie
31:05

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

2 years ago

ShemaleZ

dildo, chastity, femboy, sissy
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
02:10

First Time Rapper Fucks Hot Tgirl in Chastity

2 years ago

xHamster

18, bareback, first time, chastity
13:13

Sissy in chastity and undergarments in a training session

3 years ago

ShemaleTaxi

train, BDSM, chastity, crossdresser
03:21

Sissy Scarlet Sky Spunk Compilation!

7 months ago

TrannyGem

chastity, cumshot compilation, cute, sissy, cosplay, orgasm compilation
05:09

Cute Sissy In Inverted Chastity Clip Vs. Huge Dildo

7 months ago

BeMyHole

amateur, solo, sissy, feet, chastity, dildo
06:16

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

1 year ago

ShemaleZ

dildo, masturbation, chastity
16:59

Ruined Orgasm in Chastity and CBT for Lana Trap

4 years ago

TrannyOne

orgasm, chastity
10:47

Tgirl plays with her woman trunk after streaming

1 year ago

TrannyGem

shemale, solo, orgasm, sissy, chastity, anal orgasm
07:34

Tranny cleans Mistress house in chastity

7 years ago

xHamster

femdom, chastity
06:14 50%

Average manga porn paramour in virginity box

3 years ago

TrannyGem

feet, russian, cosplay, chastity, solo, femboy
02:24

COCK BALL TORTURE daddys sissy fuckslut locks her love button with daddys construction instruments

3 months ago

TrannyGem

sissy, crossdresser, bondage, BDSM, chastity
12:42

I moaned loud when I boinked by a fat dildo in a standing doggy position with chastity box on

3 weeks ago

ShemaleMovie

feet, fat, huge dildo, anal, orgasm, japanese, dogging
07:13

Sissy Maid Cumming in Chastity During Self Bondage

3 years ago

xHamster

latex, bondage, maid, BDSM, chastity
02:31

Horny Latex Slut Locked In The Inverted Chastity Cage

2 years ago

xHamster

latex, sissy, chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

2 years ago

xHamster

maid, chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

2 years ago

xHamster

crossdresser, sissy, chastity, polish
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
03:08

Huge Ass Ts In Chastity Fucked Missionary

2 years ago

Upornia

missionary, chastity
11:05

Ilandis in innocence and nylons has joy with her arsehole, going knuckle deep and nailing herself in the bootie

2 years ago

TrannyGem

feet, anal, fisting, nylon, toys, chastity
06:34

My games in a black dress and high heels

1 year ago

xHamster

chastity, amateur, crossdresser, sissy, black, russian
05:18 60%

Trans innocence ejaculation

2 years ago

TrannyGem

bondage, leather, pegging, chastity
02:30

Chastity Latex

5 years ago

xHamster

latex, vintage, chastity
03:05

Sissymia Small Chastity Cage Cumshot

2 years ago

ShemaleZ

fetish, lingerie, chastity
08:30

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

2 years ago

GetTranny

clit, chastity
05:49 57%

Trans Nun in Virginity Box Spunks From Anal Invasion Have Fun

2 years ago

TrannyGem

dildo, sissy, anal orgasm, hands free, chastity, prostate
10:20

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6 years ago

ShemaleZ

chastity
03:23

Pee And Cum On Myself In Chastity

2 years ago

ShemaleZ

pissing, chastity
05:32 67%

Latex Sissy In Chastity And Fucked By Mistress

4 years ago

ShemaleZ

femdom, latex, chastity
02:15

Sissy prostate cumshot in steel chastity

5 years ago

AShemaleTube

prostate, uniform, sissy, chastity
05:29

Shemale in a chastity cage, exploring sissy chastity vibes

8 months ago

XXXVogue

chastity, sissy
06:34

Sissy with a Delicious dick Puts on her Chastity Lock a

4 years ago

AShemaleTube

chastity, sissy
02:51

So lovely Gurl in play and chastity

5 years ago

xHamster

chastity
25:01

Crossdresser fuck dildo with chastity cage

4 years ago

xHamster

dildo, chastity
1:17:37 78%

Yasmin Lee, Chastity, And Alissa Gangbang Guy

4 years ago

Upornia

gangbang, group, chastity
10:10

Misr4 - chastity cage cum on fishnet

2 years ago

xHamster

orgasm, chastity

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