SHEMALE • CHASTITY 641 videos

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25:57 78%

Feminized Sissy live come back Female Dominance Dominatrix cuck predominated abjected pound peg cock ball torture femboy cuck. Pt trio

9 months ago

TrannyGem

femdom, squirt, couple, MILF, blonde, toys, machine
15:52

Exposed Sissy Bitch Tiffany Minx – Blowjob In Chastity - “Confide In Me” by Kylie Minogue

1 year ago

AShemaleTube

crossdresser, cum in mouth, sissy, chastity, femboy
15:49 73%

Exhibitionist Crystal Encaged Claus, two

4 years ago

TrannyGem

public, upskirt, panties, chastity
40:19 75%

Chastity Cage On Her Penis Asian Ladyboy Threesome Fucked Hard In The Ass

2 years ago

Upornia

stockings, asian, chastity
18:48

Cute Femboy Fucks Big Cock In Chastity Cage And Cums Hot

10 months ago

HClips

shemale, solo, chastity, femboy
27:10

Chastity fucked

8 years ago

ShemaleZ

chastity
25:24

Chastity and friends

7 years ago

ShemaleZ

chastity
33:30

Chastity male vs shemale

9 years ago

TXXX

shemale and girl, vintage, chastity
34:45

Trans in Chastity Fucked Raw - Compilation 9

3 weeks ago

$$ FapHouse

big cock, sissy, shemale, chastity
18:49

Latex Transgirl In Chastity Spanked, Teased, And Fucked By Femdom

2 years ago

BeMyHole

femdom, latex, spanking, chastity
21:22 67%

Skitty&M&L in Our first fun Together

3 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
15:29 87%

Shemale Suzie XXL and Girl fuck and pegging a black slave in chastity cage

1 year ago

KeekAss

latex, threesome, fetish, blonde, domination, pegging, small tits
23:34

Ghotic Trap Solo in Chastity

6 years ago

TrannyGem

tease, heels, chastity
20:06

Trans in Chastity Fucked Raw - Compilation 3

4 weeks ago

$$ FapHouse

compilation, heels, domination, sissy, chastity
24:46 50%

Blonde sissy in chastity loves her bbc dildo on webcam

8 years ago

TXXX

dildo, BBC, chastity, solo, interracial, webcam
31:36

The passion of SissyBoy #3 Blake took his anal chastity

9 months ago

ShemaleMovie

teen (18+), chastity
19:43 71%

Femboy Enjoy II

6 years ago

TrannyGem

strapon, teen anal (18+), chastity, femboy, lesbian
17:26 91%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

4 years ago

ShemaleZ

huge dildo, prostate, orgasm, dildo, redhead, 18, toys
20:32 67%

Trans ash-blonde took her friends chastity

2 years ago

ShemaleTaxi

lingerie, shemale fucks guy, chastity
22:55 44%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, chastity
49:33

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

2 years ago

xHamster

french, chastity
19:25 46%

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

6 years ago

TrannyGem

interracial, teen anal (18+), sissy, missionary, chastity, amateur
43:34 77%

ABS024 hottie femboy Abby Kitty wearing cheongsam in chastity - web cam female

3 years ago

ShemaleTaxi

masturbation, chinese, vibrator, taxi, chastity, femboy
27:08

Chastity bottoms

1 year ago

AShemaleTube

cumshot, chastity
30:55

Guy in a chastity gets pounded by an amazing tranny

8 years ago

TrannyOne

chastity
40:21

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

2 years ago

BeMyHole

chastity, missionary
40:46

Chastity cage on her penis,Asian she-male three way pulverized hard in the ass

1 year ago

ShemaleTaxi

asian, threesome, chastity, ladyboy, anal
1:01:40 60%

Gorgeous Hands Free Cum

7 years ago

ShemaleZ

hands free, chastity, creampie compilation, solo
26:30 45%

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

4 years ago

TrannyGem

orgasm, fisting, monster, gangbang, group, insertion, gape
15:32 81%

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

4 years ago

ShemaleZ

femdom, strapon, russian, fisting, BDSM, tied, first time
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

3 years ago

Upornia

pissing, chastity
17:19

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

3 years ago

TrannyGem

doll, squirt, massage, orgasm, cum in mouth, vibrator, anal orgasm
25:00

Sissy in chastity caged fuck dildo

4 years ago

AShemaleTube

chastity, sissy
18:59 67%

T-Girl in Rod Cell Heads Wild Wanting to Jizm // Climax Denial

3 years ago

TrannyGem

prostate, massage, orgasm, chastity, milk
34:17 40%

New Years Bang: Chelsea Marie Frees Butt Slut From Chastity

4 years ago

TrannyOne

slut, chastity
20:08

Trans Woman in Chastity Fucked Hard - Compilation 2

1 month ago

$$ FapHouse

lingerie, amateur, big ass, chastity, sissy, shemale
18:03

Mature Asian Sissy Crossdresser in Chastity Masturbation

5 months ago

AShemaleTube

mature, crossdresser, sissy, chastity
19:19

Transfixed Sissy Instructing to Bambi TikToks PMV

1 year ago

TrannyGem

shemale, crossdresser, chastity, sissy, instruction
33:23

One best anal creampie with chastity cum eating

7 years ago

ShemaleZ

latex, chastity, creampie
21:45 60%

Flat Chastity Sissy

8 months ago

xHamster

squirt, dildo, sissy, chastity
15:25

Lovely sissy in rosy maid sundress plays and pops on 50 cm butplug in v-card

2 months ago

TrannyGem

cute, teen (18+), german, fetish, teen anal (18+), maid, toys
27:17 85%

NATALIE MARS PONY HAVE FUN

6 years ago

TrannyGem

huge dildo, dildo, heels, small tits, chastity
27:23

Sissy Instructing: Blow, anal invasion & Sissygasm while locked in Virginity

6 months ago

TrannyGem

sissy, dress, stockings, dildo, chastity
51:23 67%

Linzy19's Guide To Chastity

2 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
32:11

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

3 years ago

ShemaleZ

erotic, machine, chastity, solo
25:04

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

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
27:08 40%

Trans Anal Of Chastity Sandy

12 years ago

AShemaleTube

chastity
32:07

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

2 years ago

xHamster

french, chastity
20:38

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

3 years ago

TrannyGem

train, tight, chastity, cum in ass, black
17:23 80%

Edging Lana to Numerous Wrecked Climaxes after four weeks in a Purity Cell

4 years ago

TrannyGem

chastity, crossdresser, handjob
28:47 59%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

3 years ago

xHamster

bondage, chastity, post op, masturbation
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

4 years ago

HClips

doll, sissy, chastity, solo
18:21

Plumbing machine vs fledgling T-woman in chastity for Andy

1 year ago

ShemaleMovie

machine, chastity
20:08

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

10 months ago

XXXVogue

chastity
42:07 50%

A cute trans girl gets wrapped in shrink wrap also cbt

5 years ago

ShemaleZ

cute, fetish, BDSM, chastity
18:07

Sissy taunting her encaged clitty till she fails NNN

2 months ago

TrannyGem

chastity, sissy, shemale
19:12 60%

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

3 years ago

TrannyGem

femdom, latex, BDSM, spanking, spandex, domination, pegging
26:00 60%

Femboy gets railed by kraken in chastity as they use there dick as a pussy

9 months ago

XXXDan

beauty, small cock, bondage, dildo, BDSM, toys, small tits
16:05

Mexican Sissy Maid un chastity Cage

2 years ago

xHamster

maid, mexican, chastity
21:39 60%

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
26:38

Trans anal Of Chastity Sandy

6 years ago

ShemaleZ

chastity
51:35

Pain and pleasure, chastity and lust, Part 1

10 months ago

XXXDan

mature, beauty, german, mature anal, BDSM, chastity
18:52

Latexa creature in chastity cage

8 years ago

TXXX

latex, chastity
17:47 83%

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

1 year ago

ShemaleMovie

sissy, chastity
15:53

Sissy Joyce - The Vice Complete Chastity Review & Guide - ALL SIZES

2 years ago

BeMyHole

maid, sissy, chastity
18:03 68%

Gigantic Strapon Pegging For Chastity Sissy Slave Destroying Her Slutty Hole By Mistress Mercer

4 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, chastity
18:24

Diamond Chastity - Motel Fun

10 months ago

JizzBunker

funny, masturbation, toys, hotel, hardcore, chastity
25:44

Cute trap The Mortal Medusa in chastity

6 years ago

ShemaleZ

cute, chastity
15:54 70%

A flick of orgasm by dressing up as a dame in a public restroom and doing rectal getting off.

3 years ago

TrannyGem

public, orgasm, bondage, piercing, dress, chastity
26:13 73%

Cute trap The Mortal Medusa in chastity

6 years ago

AShemaleTube

cute, toys, chastity, solo, homemade
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

3 years ago

xHamster

latex, bondage, maid, chastity
2:00:13 50%

Black Tranny Jizz Jam (Full Movie)

1 year ago

xHamster

shemale, black, big cock, full movie, blowjob, chastity
16:07 50%

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

3 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
16:27

Two rectal Orgasms for Sissy in chastity

1 year ago

ShemaleMovie

creampie, orgasm, dildo, close up, machine, sissy, chastity
2:14:04

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

5 years ago

TrannyGem

game, chastity, crossdresser
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
16:14

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

3 months ago

ShemaleMovie

orgasm, chastity, shemale, post op
17:51 74%

HEAVY EDGING!!! Transgender Princess gets her Uncaged Girlcock milked and jacked!!!!!

2 years ago

TrannyGem

handjob, mom, homemade, shemale, couple, orgasm, monster
21:26 74%

Chastity estim cum for cute sissy

4 years ago

xHamster

cute, BDSM, toys, sissy, chastity, solo
24:44

Sissy Virginity Ass Fucking Ballsack Hormone Feminization Trainer Spiral

3 years ago

TrannyGem

train, insertion, slut, sissy, chastity
25:50

Super Hot sissy in crimson vinyl pounding a humungous 12 inch black fuck stick

2 years ago

TrannyGem

latex, huge dildo, chastity, crossdresser
17:10

Sissy Bitch Schlong Railing, and the Fucktoys Keep Getting Bigger✌️✌️✌️!

4 months ago

TrannyGem

femboy, shemale and girl, chastity, penis, riding, sissy
23:17 58%

Painful ponyplay on the Halloween party

5 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
18:28 80%

GOOD-SIZED Belt Dick Pegging for V-Card Sissy Victim Demolishing her Trampy Crevice by Domina Mercer

4 years ago

TrannyGem

femdom, strapon, lesbian, train, bondage, dildo, crossdresser
20:59 55%

Sissy Brittanie Masturbates In Chastity To Hypno

4 years ago

ShemaleZ

lingerie, chastity, sissy
20:31

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 9

3 weeks ago

$$ FapHouse

compilation, chastity, amateur, shemale, ass, sissy
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

4 years ago

ShemaleZ

penis, chastity
19:33 80%

She Is So Horny That She Got Erection In Chastity

3 years ago

ShemaleZ

chastity, brunette
19:23 80%

Chastity wearing crossdresser rides dildos while sniffing poppers on cam

8 years ago

TrannyOne

chastity
15:56

RUSSIAN FEMBOY HUMPS WITH DOMME FOR THE FIRST-EVER TIME WITH A IMMENSE BELT DICK, STRAPPED WITH A INNOCENCE

4 years ago

TrannyGem

femdom, strapon, russian, pegging, first time, chastity, femboy
22:14

Fuck me in chastity device

7 years ago

ShemaleZ

latex, chastity
17:23

Edging Lana to Numerous Destroyed Ejaculations after four Weeks in a Innocence Cell

4 years ago

TrannyGem

chastity, toys
17:04

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

3 months ago

$$ FapHouse

chastity, sissy, amateur, french
29:26

Solo Fun On A Fuck Machine

3 years ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
1:08:51 89%

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

2 years ago

xHamster

pissing, anal, squirt, crossdresser, machine, webcam, sissy
24:57

Chastity sandy loves black cocks

6 years ago

TXXX

blonde, bareback, chastity, black
19:15

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

1 year ago

ShemaleMovie

latex, BDSM, spanking, chastity, domination, ass
16:48 80%

Sissification Lecture encaged Sissy Innocence Belts, Fap, Sissygasm by Dominatrix Veronica Taboo

4 years ago

TrannyGem

train, instruction, tease, JOI, chastity
20:21

Gorgeous Shemale Fingering Herself in Chastity

3 years ago

xHamster

18, chastity
15:37 40%

HYPNOTIZED - Subjugated With V-Card Box Erica Virgin Makes Female Domination Queenie Sateen SPRAY A BUNCH

1 year ago

TrannyGem

blowjob, chastity, shemale and girl, big cock, lingerie, squirt
15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
19:00

Sissy Lucy being locked in metal Chastity for Locktober

5 years ago

xHamster

couple, BDSM, 18, chastity
15:06

Skitty in Soft slapping into Hard Sissygasm

3 years ago

xHamster

latex, german, chastity, sissy
19:50

Lily Leighs Cheating Chastity

7 months ago

$$ FapHouse

lingerie, amateur, shemale, chastity, dildo
19:58

Luna in chastity cage gets horny and cums

4 years ago

AShemaleTube

cum in mouth, chastity
26:00

Casey The Anal Slut In Chastity Plays With Her Toys Part 2

3 years ago

ShemaleZ

MILF, slut, chastity
16:12

Lizzy Yum - Welcome home Lizzy- BDSM female chastity post op pussy masturbation orgasm

2 years ago

xHamster

orgasm, chastity, post op
22:42

Princess Sahara Taunting & Outrageous Her Trans Hoe

2 weeks ago

TrannyGem

amateur, feet, femdom, fetish, BDSM, tattoo, heels
25:03

Femboy Danni has joy with ass buttplugs in CB explosion

4 months ago

TrannyGem

anal, femboy, small tits, chastity, masturbation
15:35

I will be the one to take your she-male chastity

5 years ago

ShemaleMovie

bisexual, hardcore, chastity, black
25:24

Sissy fucked by bbc machine, rnd guy fucks me soo good

3 years ago

xHamster

dildo, machine, skinny, chastity
16:45

Guy Jerks Off With Trans Woman In Chastity

2 years ago

ShemaleZ

jerking, chastity
15:29

Pee tasting and chastity masturbation of a kinky latex doll

10 months ago

XXXDan

pissing, beauty, latex, doll, fetish, bondage, chastity
34:31

Ts Mistresss Seduces Mature Muscle Slave & Cums In His Mouth

3 years ago

ShemaleZ

mature, latex, muscle, cum in mouth, seduced, chastity
18:52

Sissy Hope great, hot and private compilation moments.

1 year ago

xHamster

small cock, latina, compilation, mexican, sissy, chastity
20:03

Notsoftforwork chastity cage and vibrator

2 years ago

JizzBunker

vibrator, chastity
26:15

Naughty Chastity Sandy.

6 years ago

ShemaleZ

chastity
17:01

Ravaging my Sissy Boyfriends Backside

4 years ago

TrannyGem

vibrator, boyfriend, chastity
18:54 74%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

9 months ago

xHamster

mature, mature anal, big tits, big cock, domination, shemale fucks guy
16:55

Latex Chastity full

10 months ago

JizzBunker

solo, latex, shemale, chastity

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