SHEMALE • CHASTITY 528 videos

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18:52

Latexa creature in chastity cage

7 years ago

TXXX

latex, chastity
15:06 56%

Sissy Emily Hardon Cheerleader chastity fake penis play

2 years ago

ShemaleTaxi

dildo, cheerleader, penis, taxi, chastity, femboy
23:34

Ghotic Trap Solo in Chastity

5 years ago

TrannyGem

tease, heels, chastity
18:03 66%

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

2 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, chastity
15:20

SisK plug and play her anal with a purple vibrator under her white skirt.

4 months ago

xHamster

stockings, thai, masturbation, skirt, chastity, femboy
20:49

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

2 years ago

TrannyGem

femdom, latex, strapon, bisexual, train, bondage, spandex
32:07

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

1 year ago

xHamster

french, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

1 year ago

xHamster

latex, bondage, maid, chastity
23:34

Ghotic trap solo in chastity

2 years ago

ShemaleTaxi

tease, chastity
15:53

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

11 months ago

BeMyHole

maid, sissy, chastity
15:28

I cant wait to take your she-creature chastity

3 years ago

ShemaleTaxi

bisexual, hardcore, chastity
25:24

Chastity and friends

5 years ago

ShemaleZ

chastity
26:30

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

2 years ago

TrannyGem

fisting, monster, gangbang, group, insertion, gape, anal orgasm
25:00

Sissy in chastity caged fuck dildo

2 years ago

AShemaleTube

chastity
29:26

Solo Fun On A Fuck Machine

1 year ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
25:22 82%

Chastity Sandy Loves Black Cocks

7 years ago

TXXX

black, interracial, bareback, chastity
16:12

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

10 months ago

xHamster

orgasm, chastity, post op
29:22

Imagining Im a Femboy make me Spreading Anal Invasion again

1 month ago

TrannyGem

cute, teen anal (18+), 18, masturbation, toys, chastity
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

2 years ago

ShemaleZ

penis, chastity
19:43

Femboy Enjoy II

4 years ago

TrannyGem

strapon, teen anal (18+), chastity, femboy
16:31

Sissy Chastity Cage and Dildo

3 months ago

PornHub

chastity
15:54

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

2 years ago

TrannyGem

public, orgasm, bondage, piercing, dress, chastity
30:55

Guy in a chastity gets pounded by an amazing tranny

6 years ago

TrannyOne

chastity
54:03

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

3 years ago

PornHub

latex, gagging, deepthroat, heels, cosplay, chastity
1:08:51

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

7 months ago

xHamster

pissing, squirt, crossdresser, chastity
42:14

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

anal, slut, chastity
27:23

Sissy Training: Deepthroat, anal & Sissygasm while locked in Chastity

1 year ago

PornHub

stockings, black, train, fetish, dildo, panties, dress
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
25:44

Cute trap The Mortal Medusa in chastity

4 years ago

ShemaleZ

cute, chastity
1:02:31

Lisa and TGirl Lucy anal training and chastity

2 years ago

PornHub

mature, stockings, mature anal, train, fetish, dildo, double anal
19:06

Sissy in chastity swallow cum

9 years ago

xHamster

latex, swallow, sissy, chastity
32:11

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

1 year ago

ShemaleZ

erotic, machine, chastity
25:27

Sexy Chastity

6 years ago

TXXX

chastity
2:14:04

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

3 years ago

TrannyGem

game, chastity
15:06

Skitty in Soft slapping into Hard Sissygasm

1 year ago

xHamster

latex, german, chastity
17:28

Skyler Storm Fuck-Fest Machine with Inverted Purity Box

2 days ago

TrannyGem

crossdresser, small cock, shemale, chastity
34:17

New Years Bang: Chelsea Marie Frees Butt Slut From Chastity

2 years ago

TrannyOne

slut, chastity
16:45

Guy Jerks Off With Trans Woman In Chastity

1 year ago

ShemaleZ

jerking, chastity
17:23

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

2 years ago

TrannyGem

chastity
15:40

Indecent cleft COSMOS - INNOCENCE contest DIARIES

3 years ago

TrannyGem

contest, chastity
17:28

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

6 months ago

xHamster

cumshot, hands free, chastity, cum in ass
24:07

Spandex Gimpette Nail Machine Madness

2 years ago

TrannyGem

latex, spandex, leather, machine, chastity
29:18

Wet hot pussy for her pleasure

1 year ago

xHamster

indian, lesbian, wet, chastity
19:12

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

1 year ago

TrannyGem

femdom, latex, BDSM, spanking, spandex, domination, pegging
16:48

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

2 years ago

TrannyGem

train, instruction, tease, JOI, chastity
20:58

A sissygasm through chastity

5 years ago

HDSex

chastity
19:57

Sissy Joy pounded By Her mistresse With A thong On while Locked In Chastity

5 years ago

ShemaleZ

femdom, thong, chastity
15:56

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

2 years ago

TrannyGem

femdom, strapon, russian, pegging, first time, chastity, femboy
20:32

Trans ash-blonde took her friends chastity

6 months ago

ShemaleTaxi

lingerie, shemale fucks guy, chastity
23:50

Unlocking my sissy bitch to sound her like the poke fuck-hole she is!

1 week ago

TrannyGem

bondage, femboy, femdom, cute, sissy, crossdresser, chastity
16:51 70%

Cute pink haired trans woman masturbating in chastity

1 year ago

xHamster

cute, dildo, BDSM, anime, chastity
21:26 76%

Chastity estim cum for cute sissy

2 years ago

xHamster

cute, orgasm, BDSM, crossdresser, chastity
18:19

Lily starlet ass to mouth and leaking out of chastity

4 years ago

HDSex

ass to mouth, sissy, chastity
1:00:38

Master fucking and fisting my ass with machine

1 year ago

xHamster

fisting, BDSM, machine, chastity
19:25

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

5 years ago

TrannyGem

interracial, teen anal (18+), sissy, missionary, chastity
19:59

Petite ladyboy hot webcam solo

1 year ago

Analdin

spy, bukkake, chastity, brunette
30:22

Sissy hole trainer ambersis every sissy must watch

7 months ago

PornHub

femdom, chastity
25:24

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

1 year ago

xHamster

dildo, machine, skinny, chastity
23:17

Painful ponyplay on the Halloween party

3 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

8 months ago

xHamster

bondage, maid, BDSM, chastity
21:51

Teen tranny fuck her ass with big dildo

4 months ago

xHamster

dildo, chastity
20:28

Anal Training in Chastity

5 years ago

ShemaleZ

train, teen anal (18+), chastity
16:09

Easter special

3 weeks ago

xHamster

shemale, amateur, chastity, sissy
33:23

One best anal creampie with chastity cum eating

6 years ago

ShemaleZ

latex, chastity
16:06

Welcome Home Lizzy- Bdsm Female Chastity Post Op Pussy Masturbation Orgasm - Lizzy Yum

9 months ago

ShemaleZ

orgasm, BDSM, chastity, post op
34:23

Trans Latex Hands Free Cum, Chastity Fuck, Piss Drinkung

1 month ago

PornHub

pissing, shemale, fetish, solo, chastity
26:00

Selfbondage latex - Chastity, nose mask p2

2 years ago

xHamster

latex, french, heels, mask, chastity
15:29

Pee tasting and chastity masturbation of a kinky latexdoll

2 years ago

xHamster

pissing, latex, chastity
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

2 years ago

Upornia

chastity
24:57

Chastity sandy loves black cocks

4 years ago

TXXX

blonde, bareback, chastity
35:52

Sissy Aimee stretches well-lubed backside with playthings in chastity cage

1 year ago

ShemaleMovie

ass to mouth, sissy, chastity
21:40

Sissy fisting Ass rigid in chastity

1 year ago

ShemaleTaxi

anal, fisting, toys, chastity, femboy
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

1 year ago

xHamster

latex, bondage, BDSM, chastity
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

1 year ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
23:48

Pink Mercy Trap in Chastity doing Deepthroath and Anal Play

5 years ago

TrannyGem

italian, dildo, erotic, cosplay, chastity, sensual
23:19

Ghotic trap solo in chastity

4 years ago

HClips

chastity
29:32

Jism from every Fuckhole

3 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
15:56

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

2 years ago

TrannyGem

femdom, strapon, mature anal, russian, fisting, bondage, pegging
37:50

CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing

1 year ago

xHamster

tease, BDSM, spanking, nipples, webcam, chastity
33:59

Trans Latex Hands Free Cum Chastity Fuck Piss Drinkung

2 weeks ago

ShemaleZ

shemale, hands free, chastity, latex
26:38

Trans anal Of Chastity Sandy

4 years ago

ShemaleZ

chastity
28:59

Sissy Crossdresser sub Ball gagged, strapped, and Made to Cum in Chastity

2 years ago

ShemaleTaxi

strapon, gagging, vibrator, chastity
18:11

@sissy.allison OF Sissy Femboy Chastity Cage and Butt Plugs

2 months ago

PornHub

fetish, bondage, chastity
18:22 57%

Sissy Breezy is what you will always be

2 years ago

TrannyGem

train, BDSM, spanking, clit, big clit, whore, slut
19:00

Sissy Lucy being locked in metal Chastity for Locktober

3 years ago

xHamster

couple, BDSM, 18, chastity
20:51

Sissy in chastity pounds pussy hard until she makes cummies

6 months ago

PornHub

teen (18+), BDSM, 18, chastity
20:21

Gorgeous Shemale Fingering Herself in Chastity

2 years ago

xHamster

18, chastity
16:04

Sadie Rivers In A Chastity Cage Fucking Herself With A Blue Dildo 16 Min

1 year ago

ShemaleZ

dildo, redhead, tattoo, chastity
15:27

Frilly sissy in chastity fucked by Mistress

4 years ago

ShemaleZ

femdom, chastity
16:39

Trans Girl In Chastity Plays With Dildos And Fists Herself

1 year ago

ShemaleZ

fisting, chastity
26:00

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

2 years ago

ShemaleZ

MILF, slut, chastity
26:15

Naughty Chastity Sandy.

4 years ago

ShemaleZ

chastity
24:07

Spandex Gimpette Nail Machine Madness

2 years ago

TrannyGem

latex, russian, fisting, spandex, leather, machine, chastity
24:20 77%

Black TGirls Hardcore - Chastity Kane

1 year ago

TrannyOne

black, 18, hardcore, chastity
16:24

Foxy TS babes getting their asshole gaped by the huge dildos while jerking off their thick Tcocks

3 years ago

BeMyHole

huge dildo, handjob compilation, gape, chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

5 months ago

xHamster

maid, chastity
16:48

Sissification lecture Encaged Sissy V-Card Belts, Masturbate, Sissygasm by Domina Veronica Taboo

2 years ago

TrannyGem

femdom, train, instruction, tease, crossdresser, JOI, sissy
20:12

Sissy Maid Cuffed Spread Eagle in Steel Chastity Belt and Huge Dildo

1 year ago

xHamster

latex, huge dildo, fetish, maid, chastity
17:37

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

2 years ago

TrannyGem

heels, chastity
15:30

Ash-Blonde Sissy Waits For Gang Fuck-Fest For Firm Bum Poking And Dual Anal Invasion Sissy Innocence Teaching

2 years ago

TrannyGem

train, husband, chastity
20:48

A Sissygasm through Chastity

5 years ago

TrannyGem

orgasm, bondage, BDSM, BBC, chastity
24:44

Sissy Virginity Ass Fucking Ballsack Hormone Feminization Trainer Spiral

2 years ago

TrannyGem

train, insertion, slut, sissy, chastity
20:10

SISSY SHOOTS A LOAD IN V-CARD AFTER five DAYS OF V-CARD JIZM IN SHAFT CELL Virginity Jizm Compilation

2 years ago

TrannyGem

orgasm compilation, chastity
25:50

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

1 year ago

TrannyGem

latex, huge dildo, chastity
15:04

CROSSDRESSER PLAYS WITH MAN-MEAT IN V-CARD BELT AND PANTYHOSE AND HIGH STILETTOS

2 years ago

TrannyGem

pantyhose, bondage, cuckold, chastity, crossdresser
15:50

Sissy whore teaching in virginity cell and ass buttplug

2 years ago

TrannyGem

whore, chastity
21:24

Ilandis in a chastity belt has joy with her pooper using different fucktoys

10 months ago

ShemaleTaxi

chastity
25:26

Made My Chastity Cage Sissy Transgender Femboy To Cum In My Mouth!

4 months ago

ShemaleZ

POV, ladyboy, shemale and girl, cum in mouth, chastity, femboy
17:39

Transsexual blonde gets blowjob in bed from guy before fucks

1 year ago

xHamster

couple, teen anal (18+), chastity
1:17:37

Yasmin Lee, Chastity, And Alissa Gangbang Guy

2 years ago

Upornia

gangbang, group, chastity
17:40

Knotty escapade

2 years ago

TrannyGem

bondage, chastity
35:23

Sissygasm chastity teaching - day three

3 years ago

ShemaleMovie

chastity
18:51

Latexa creature in chastity cage

7 years ago

xHamster

latex, chastity
30:39

Sissy Mercilessly taunted & permanently Locked in iron Chastity Cock Cage

1 year ago

ShemaleTaxi

BDSM, mask, chastity
16:10

In chastity and lingerie playing with my donk

4 years ago

ShemaleMovie

chastity
17:00

Sissy trap blows her fuck stick than drills it (Total movie)

2 years ago

TrannyGem

chastity
16:12

Crossdresser sissy tranny ass fucked pig slut chastity

2 months ago

XXXDan

orgasm, bondage, BDSM, nipples, cosplay, chastity
16:10

College Girl crossdresser despairingly attempts to jism having a v-card cell (jizm replay in slow-movability)

1 month ago

TrannyGem

chastity, cum in ass, crossdresser
24:45

Astrid Apathy Puts On Erotic Show In Thigh High Socks And Chastity

1 year ago

ShemaleZ

socks, erotic, chastity
33:20

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

3 weeks ago

ShemaleZ

shemale, pissing, chastity, latex

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