SHEMALE • CHASTITY 662 videos

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32:36

Chastity Sandy Loves Big Cocks

8 years ago

TXXX

bareback, chastity
21:22

Ilandis in a purity belt has joy with her ass-hole using different playthings

1 month ago

TrannyGem

shemale, chastity, fisting, dildo, heels
15:28

I cant wait to take your she-creature chastity

4 years ago

ShemaleTaxi

bisexual, hardcore, chastity
25:57 80%

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

10 months ago

TrannyGem

femdom, squirt, couple, MILF, blonde, toys, machine
15:11 75%

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

6 years ago

HClips

fetish, chastity, toys
1:14:27 80%

Pain And Pleasure, Chastity And Lust, Part 2

4 years ago

Upornia

threesome, BDSM, chastity
16:39

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

3 years ago

ShemaleTaxi

spanking, tied, goth, taxi, chastity
25:27

Sexy Chastity

8 years ago

TXXX

chastity
17:06

Cutie assistant public remote manage

4 years ago

TrannyGem

public, secretary, vibrator, chastity
15:49 73%

Exhibitionist Crystal Encaged Claus, two

4 years ago

TrannyGem

public, upskirt, panties, chastity
20:11 57%

Black@te In Hijab And Chastity Cage

6 months ago

AShemaleTube

homemade, black, arab, creampie, POV, chastity
33:30

Chastity male vs shemale

9 years ago

TXXX

shemale and girl, vintage, chastity
22:42

Princess Sahara Taunting & Outrageous Her Trans Hoe

1 month ago

TrannyGem

amateur, feet, femdom, fetish, BDSM, tattoo, heels
17:26 92%

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
20:08

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

11 months ago

XXXVogue

chastity
15:50 66%

Sissy at Gloryhole Gets Asshole Licked by Stranger

2 months ago

TrannyGem

cute, fetish, gloryhole, crossdresser, asshole, sissy, stranger
20:49 89%

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

4 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, shemale and girl
17:37 69%

Virginity guide : A review of all iron purity cages by sissy joyce55

1 year ago

TrannyGem

shemale, sissy, amateur, chastity
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
24:32 90%

Feminized - Stretching the Slut 1

6 years ago

TrannyGem

femdom, latex, bondage, slut, chastity
18:49

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

2 years ago

BeMyHole

femdom, latex, spanking, chastity
26:42

Transgender college instructor enjoys bareback fun with her boyfriend after freeing him from chastity

1 month ago

XXXVogue

anal, creampie, amateur, chastity, beauty, shemale
25:24

Chastity and friends

7 years ago

ShemaleZ

chastity
21:22 67%

Skitty&M&L in Our first fun Together

3 years ago

xHamster

latex, german, BDSM, sissy, chastity, toys
1:01:40 60%

Gorgeous Hands Free Cum

7 years ago

ShemaleZ

hands free, chastity, creampie compilation, solo
15:29 87%

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

1 year ago

KeekAss

black, latex, threesome, fetish, blonde, domination, pegging
20:08

Trans Woman in Chastity Fucked Hard - Compilation 2

2 months ago

$$ FapHouse

lingerie, amateur, big ass, chastity, sissy, shemale
22:55 47%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, 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
22:21

Put Me On Your Fat Cock, I’m Caged Indoors

4 months ago

BeMyHole

fat, femboy, sissy, amateur, bikini, chastity
49:33

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

2 years ago

xHamster

french, chastity
40:19 75%

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

2 years ago

Upornia

stockings, asian, chastity
23:34

Ghotic Trap Solo in Chastity

7 years ago

TrannyGem

tease, heels, chastity
19:43 71%

Femboy Enjoy II

6 years ago

TrannyGem

strapon, teen anal (18+), chastity, femboy, lesbian
15:32 82%

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
20:32 67%

Trans ash-blonde took her friends chastity

2 years ago

ShemaleTaxi

lingerie, shemale fucks guy, chastity
27:08

Chastity bottoms

1 year ago

AShemaleTube

cumshot, chastity
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
30:55

Guy in a chastity gets pounded by an amazing tranny

8 years ago

TrannyOne

chastity
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

3 years ago

Upornia

pissing, chastity
31:36

The passion of SissyBoy #3 Blake took his anal chastity

10 months ago

ShemaleMovie

teen (18+), chastity
40:21

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

2 years ago

BeMyHole

chastity, missionary
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
25:00

Sissy in chastity caged fuck dildo

4 years ago

AShemaleTube

chastity, sissy
19:19

Transfixed Sissy Instructing to Bambi TikToks PMV

2 years ago

TrannyGem

shemale, crossdresser, chastity, sissy, instruction
32:11

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

3 years ago

ShemaleZ

erotic, machine, chastity, solo
19:25 50%

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

7 years ago

TrannyGem

interracial, teen anal (18+), sissy, missionary, chastity, amateur
27:23

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

7 months ago

TrannyGem

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

Linzy19's Guide To Chastity

3 years ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
17:23 80%

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

4 years ago

TrannyGem

chastity, crossdresser, handjob
27:08 40%

Trans Anal Of Chastity Sandy

12 years ago

AShemaleTube

chastity
33:23

One best anal creampie with chastity cum eating

7 years ago

ShemaleZ

latex, chastity, creampie
25:04

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

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
26:13 73%

Cute trap The Mortal Medusa in chastity

6 years ago

AShemaleTube

cute, toys, chastity, solo, homemade
27:17 86%

NATALIE MARS PONY HAVE FUN

6 years ago

TrannyGem

huge dildo, dildo, heels, small tits, chastity
32:07

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

2 years ago

xHamster

french, chastity
15:25

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

3 months ago

TrannyGem

cute, teen (18+), german, fetish, teen anal (18+), maid, toys
18:21

Plumbing machine vs fledgling T-woman in chastity for Andy

2 years ago

ShemaleMovie

machine, chastity
21:45 60%

Flat Chastity Sissy

9 months ago

xHamster

squirt, dildo, sissy, chastity
24:44

Sissy Virginity Ass Fucking Ballsack Hormone Feminization Trainer Spiral

3 years ago

TrannyGem

train, insertion, slut, sissy, chastity
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
17:10

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

5 months ago

TrannyGem

femboy, shemale and girl, chastity, penis, riding, sissy
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
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
18:52

Sissy Hope great, hot and private compilation moments.

1 year ago

xHamster

small cock, latina, compilation, mexican, sissy, chastity
16:05

Mexican Sissy Maid un chastity Cage

2 years ago

xHamster

maid, mexican, chastity
26:38

Trans anal Of Chastity Sandy

6 years ago

ShemaleZ

chastity
20:52

Fucking Trans Woman in Chastity - Compilation 10

3 weeks ago

$$ FapHouse

chastity, sissy
18:03

Mature Asian Sissy Crossdresser in Chastity Masturbation

6 months ago

AShemaleTube

mature, crossdresser, sissy, chastity
18:03 70%

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

4 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, chastity
25:44

Cute trap The Mortal Medusa in chastity

6 years ago

ShemaleZ

cute, chastity
21:39 60%

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
2:00:13 50%

Black Tranny Jizz Jam (Full Movie)

1 year ago

xHamster

shemale, black, big cock, full movie, blowjob, chastity, anal
15:54 64%

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
2:14:04

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

5 years ago

TrannyGem

game, chastity, crossdresser
17:23 80%

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

4 years ago

TrannyGem

chastity, toys
42:07 50%

A cute trans girl gets wrapped in shrink wrap also cbt

6 years ago

ShemaleZ

cute, fetish, BDSM, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

3 years ago

xHamster

latex, bondage, maid, chastity
18:52

Latexa creature in chastity cage

9 years ago

TXXX

latex, chastity
26:00 60%

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

10 months ago

XXXDan

beauty, small cock, bondage, dildo, BDSM, toys, small tits
15:53 80%

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

2 years ago

BeMyHole

maid, sissy, chastity
20:59 57%

Sissy Brittanie Masturbates In Chastity To Hypno

4 years ago

ShemaleZ

lingerie, chastity, sissy
20:06

Trans in Chastity Fucked Raw - Compilation 3

2 months ago

$$ FapHouse

compilation, heels, domination, sissy, chastity
51:35

Pain and pleasure, chastity and lust, Part 1

11 months ago

XXXDan

mature, beauty, german, mature anal, BDSM, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

4 years ago

HClips

doll, sissy, chastity, solo
18:24

Diamond Chastity - Motel Fun

11 months ago

JizzBunker

funny, masturbation, toys, hotel, hardcore, chastity
21:26 74%

Chastity estim cum for cute sissy

4 years ago

xHamster

cute, BDSM, toys, sissy, chastity, solo
16:14

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

5 months ago

ShemaleMovie

orgasm, chastity, shemale, post op
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
18:07

Sissy taunting her encaged clitty till she fails NNN

3 months ago

TrannyGem

chastity, sissy, shemale
16:27

Two rectal Orgasms for Sissy in chastity

1 year ago

ShemaleMovie

orgasm, dildo, close up, machine, sissy, chastity, femboy
20:21

Gorgeous Shemale Fingering Herself in Chastity

3 years ago

xHamster

18, 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
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
20:03

Notsoftforwork chastity cage and vibrator

2 years ago

JizzBunker

vibrator, chastity
17:47 83%

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

1 year ago

ShemaleMovie

sissy, chastity
15:35

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

5 years ago

ShemaleMovie

bisexual, hardcore, chastity, black
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
23:17 55%

Painful ponyplay on the Halloween party

5 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

4 years ago

ShemaleZ

penis, chastity
23:31

Emo femboy railing anime porn in cell failed Locktober w jizz shot

5 months ago

TrannyGem

amateur, femboy, shemale, dildo, chastity, anime
15:39 60%

Sissy playing with dildo until cumming

1 year ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
16:10

In chastity and lingerie playing with my donk

5 years ago

ShemaleMovie

chastity
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
18:28 79%

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
29:26

Solo Fun On A Fuck Machine

3 years ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
17:01

Ravaging my Sissy Boyfriends Backside

4 years ago

TrannyGem

vibrator, boyfriend, chastity
15:06

Skitty in Soft slapping into Hard Sissygasm

3 years ago

xHamster

latex, german, chastity, sissy
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
22:29 88%

Kylie Maria In Kylie Cums In Her Chastity

4 years ago

ShemaleZ

chastity, brunette, webcam
19:00

Sissy Lucy being locked in metal Chastity for Locktober

5 years ago

xHamster

couple, BDSM, 18, chastity
24:57

Chastity sandy loves black cocks

6 years ago

TXXX

blonde, bareback, chastity, black
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
25:03

Femboy Danni has joy with ass buttplugs in CB explosion

5 months ago

TrannyGem

anal, femboy, small tits, chastity, masturbation
23:19

Ghotic trap solo in chastity

6 years ago

HClips

chastity
16:48 67%

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

4 years ago

TrannyGem

train, instruction, tease, JOI, chastity

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