SHEMALE • CHASTITY 3,769 videos

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06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

2 weeks ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
10:16

Highly super-hot Blonde Crossdresser in Chastity boned

4 months ago

ShemaleTaxi

shemale, crossdresser, chastity
02:05

Femboy Fucks Crossdresser in Chastity Doggystyle

5 months ago

xHamster

shemale, crossdresser, sissy, chastity, femboy
20:27

CD rides big black cock wearing rosy chastity

6 months ago

ShemaleTaxi

british, toys, BBC, chastity
03:03

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

6 months ago

Upornia

teen (18+), chinese, sissy, chastity
17:28

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

8 months ago

xHamster

cumshot, hands free, chastity, cum in ass
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

9 months ago

ShemaleZ

crossdresser, blonde, sissy, chastity
08:00

Strapped To Fucking Machine Chair In Pvc Catsuit Gagged In Chastity

1 year ago

GetTranny

bondage, cosplay, chastity
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free
01:05

MATURE CROSSDRESSER TVROSE CUTE PINK CHASTITY CAGE PERT NIPPLES SEXY BLACK DRESS

1 year ago

xHamster

mature, cute, black, POV, MILF, nipples, dress
58:29

TGirl Lucy in Chastity - toying her sissy ass with big dildos

2 years ago

PornHub

huge dildo, fetish, redhead, british, heels, dress, pump
15:09

Pussy-smothering and cock and ball torture for spandex Chastity Sissy

2 years ago

ShemaleTaxi

latex, strapon, russian, spandex, heels, taxi, sissy
11:46

Chastity Sandy Fucked Hard

6 years ago

xHamster

teen (18+), chastity
05:46

Indian transgender princess disrobe taunt bare dance in hindi marvelous music flick

3 weeks ago

TrannyGem

chastity, femboy, indian, slut
04:28

Taking It On All 4S Gets Her Every Time

2 months ago

TrannyGem

orgasm, chastity, machine
06:17

Femboy Booty Spread by Monster BIG BLACK COCK Fake Penis

3 months ago

TrannyGem

BBC, chastity, machine
07:14

Sissy Marissa cheering for cock

3 months ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
24:34

Sissy Trans Mega-Bitch screws her Butt and jizzes in Virginity

5 months ago

TrannyGem

feet, dildo, chastity
05:19

Palms Free-For-All Anal Invasion Ejaculation Sissygasm Cumpilation two

1 year ago

TrannyGem

prostate, dildo, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
06:25

Cheating chastity shemale

3 years ago

ShemaleTaxi

cheating, taxi, chastity
09:45

Supah wondrous Blonde Femboy Removes Chastity Then strokes Off

4 days ago

ShemaleTaxi

femboy, chastity
02:07

Femboi Sissyboi Riding Big Dildo in Micro cage Chastity

1 month ago

AShemaleTube

big ass, shemale, sissy, crossdresser, homemade
05:36

Chastity trans fucks self with big toys

1 month ago

xHamster

small cock, fetish, BDSM, sissy, chastity, femboy
09:43

Vibrating my clit, chastity fail ends in self suck!

1 month ago

xHamster

fetish, facial, blonde, selfsuck, cum in mouth, vibrator, chastity
11:30

Femboy cums in chastity

3 months ago

AShemaleTube

chastity, femboy
25:04

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

3 months ago

xHamster

bondage, BDSM, sissy, chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

4 months ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
06:51

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

6 months ago

xHamster

BBC, sissy, missionary, chastity
02:37

Twerk Sissy Chastity - PMV By HoloPMV

8 months ago

AShemaleTube

sissy, chastity
10:26

Femdom Mistress Pegs Sissy Cuckold Chastity Slut & Makes Her Love Big Cock! Anal Plug Gaping Part 3

10 months ago

ShemaleZ

femdom, BDSM, cuckold, pegging, chastity
05:12

Sissy cum in inverted chastity cage after being denied for 60 days

11 months ago

xHamster

german, BBW, chastity
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

1 year ago

ShemaleZ

chastity
03:58

Big Ass Ts In Chastity Fucked Doggystyle

1 year ago

ShemaleZ

latex, chastity
11:26

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

1 year ago

ShemaleZ

sissy, chastity
01:06

Anal riding with chastity cage

1 year ago

xHamster

huge dildo, riding, gape, chastity
1:16:10

Pov cuckold 14 candy manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and has sex with him after

2 years ago

TrannyOne

cuckold, husband, chastity
06:10

Teenager ladyboy in bondage and chastity cage blow-job and rectal

3 years ago

ShemaleTaxi

bondage, chastity
07:01

One of the best bitch in chastity suck a dick in public

5 years ago

ShemaleZ

mature, public, chastity
33:30

Chastity male vs shemale

8 years ago

TXXX

shemale and girl, vintage, chastity
13:01

SalivatingSub Slobber Have Fun Fuck Stick Deep-Throat, V-Card Climax While Spider Gag

2 months ago

TrannyGem

POV, fetish, dildo, masturbation, chastity
14:55

Lanas Weekly Ass-Fuck Lesson

2 years ago

TrannyGem

femdom, russian, fisting, chastity
10:47

Tgirl plays with her woman trunk after streaming

1 month ago

TrannyGem

shemale, solo, orgasm, sissy, chastity, anal orgasm
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

3 months ago

xHamster

crossdresser, sissy, chastity
08:16

Sissy slut Lacey fucks her ass (in red swimsuit & chastity) 3

4 months ago

PornHub

swimsuit, chastity
04:17

(Part 2) Skinny Asian Sissy Cum Twice After Locked In Chastity For A Week

10 months ago

xHamster

handjob, chastity
1:08:02

Chastity Transfiguration

10 months ago

XXXDan

femdom, lesbian, masturbation, chastity
18:49

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

1 year ago

BeMyHole

femdom, latex, spanking, chastity
08:39

Sissy spouse in rosy stockings grinding fuck-stick, ending with cumshot in chastity

1 year ago

ShemaleTaxi

cumshot, sissy, chastity
05:32

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

1 year ago

GetTranny

chastity, cum in ass
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

1 year ago

xHamster

fisting, ass to mouth, masturbation, cum in mouth, sissy, chastity, cum in ass
03:36

Plugged Sissy Milk In Chastity Cage Over A Mirror

1 year ago

Upornia

milk, chastity
05:18

Crossdresser Anani Mesuikis daughter who drizzles every /// (chastity belt + piston machine)

2 years ago

ShemaleTaxi

pantyhose, japanese, machine, chastity
11:28

Shemale Blowjob Delia Releases A Kept Man From Chastity Then Locks Him Down With Her Cock

2 years ago

BeMyHole

feet, fetish, panties, deepthroat, dress, chastity
08:16

Crossdresser Ananis soothing mud and a ginormous amount of leaks /// (chastity belt + piston machine)

3 years ago

ShemaleTaxi

machine, chastity
12:57

Chastity small cock

3 years ago

XXXDan

small cock, chastity
01:11

Sissy Lucy posing in chastity and bodycon dress

3 years ago

xHamster

dress, chastity
04:28

Chastity teen sissy maid fucked by old daddyp

3 years ago

BeMyHole

maid, sissy, chastity
10:40

Trans Elf Tavirah Takes Her Own chastity Cucumber style

4 years ago

ShemaleMovie

prostitute, skinny, chastity
09:52

Maid in chastity does exclusive service

4 years ago

ShemaleMovie

maid, chastity
16:55

Teen sissy in chastity with her Master

4 years ago

HClips

chastity
09:09

Sissy in chastity getting fucked by a Daddy

4 years ago

ShemaleZ

chastity
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity
1:11:56

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity
13:32

Insane victim nymph having joy boobies and spear

3 weeks ago

TrannyGem

beauty, 18, cumshot, old and young (18+), sissy, chastity
10:31

Trans doll attempts on trio different v-card belts and blows a load arms free-for-all

1 month ago

TrannyGem

pissing, teen (18+), anal, fetish, teen anal (18+), orgasm, sissy
09:28

Sissy Fuckdoll Machine Bred

2 months ago

xHamster

machine, femboy, chastity, solo, sissy, crossdresser
10:20

Rectal Progression Update

2 months ago

TrannyGem

stockings, dildo, riding, masturbation, toys, chastity
07:06

Real Sissy Maid Service Window cleaning Sissy Mindy

3 months ago

xHamster

stockings, crossdresser, sissy, chastity
04:00

Virginity Femboy strikes her sissy nads with BIG BLACK COCK

3 months ago

TrannyGem

bondage, BBC
08:12

Sisk Try on Her Colorful Sissy Panties Collection

4 months ago

xHamster

small cock, asian, panties, chastity
05:59

Long sissygasm compilation

5 months ago

TrannyGem

cumshot compilation, orgasm compilation, BBC, sissy, anal orgasm, hands free, chastity
03:40

Wide Open myself and nutting mitts free-for-all

6 months ago

TrannyGem

russian, vibrator, hands free, chastity
02:13

Trans witch summons something she doesn't mind riding

6 months ago

xHamster

sissy, chastity, FTM, dutch
05:19

Arms Free-For-All Rectal Ejaculation Sissygasm Cumpilation ten

8 months ago

TrannyGem

dildo, cumshot compilation, orgasm compilation, anal orgasm, chastity
32:07

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

1 year ago

xHamster

french, chastity
13:01

Female Dominance hand-job for my sissy crossdresser

1 year ago

TrannyGem

femdom, bondage, chastity
10:09

Tender Femboy Assfuck Have Fun & Urinate Finishing

2 years ago

TrannyGem

pissing, wet, erotic, chastity, femboy, romantic
09:29

Handcuffed and Hooded Sissy Maid

2 years ago

xHamster

bondage, maid, chastity
13:29

Day six in v-card: Unboxing brand fresh iron purity cell by myinside.es and edging me with wand

2 years ago

TrannyGem

femdom, tease, bondage, clit, chastity, sissy
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
13:05

Domina Tangent and Naughty__Nadia two

3 years ago

TrannyGem

femdom, strapon, fisting, bondage, chastity
11:44

Cumming in chastity

2 weeks ago

xHamster

masturbation, BBW, sissy, amateur, small cock, chastity
12:43

Chastity sub gets double anal penetration from big cock TGirl and strap-on MILF

2 weeks ago

PornHub

amateur, strapon, threesome, bareback, double penetration, chastity
01:20

HA49The female classmate has a chastity lock locked, three vibrators insert anal under skirt

3 weeks ago

AShemaleTube

asian, outdoor, big ass, crossdresser, chinese, chastity
06:58

Sissy Maid Struggling In New Armbinder And Steel Chastity Belt With 7 Dildo Locked Inside

4 weeks ago

GetTranny

maid, bondage, chastity, latex, sissy
28:57

Lizzy Yum August 2022 #1 chastity pussy bosoms prisoner of love and chore

1 month ago

ShemaleMovie

shemale, bondage, solo
08:45

Sissy Femboy in Chastity Trains Holes with Dildo

1 month ago

PornHub

chastity, femboy, sissy, dildo
10:53

SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo

1 month ago

PornHub

anal, teen anal (18+), dildo, 18, reality, toys, sissy
08:42

Live-cam Replay - Pegging my Slave in Chastity ! Subsribe to see full Video of 1hour Mistress Julia

1 month ago

PornHub

amateur, femdom, blowjob, fetish, pegging, chastity
12:18

Enby in chastity rails her rosy fake penis

1 month ago

ShemaleMovie

anal, dildo, sissy, masturbation, chastity
06:00

Sissy fucked hard while in chastity

2 months ago

xHamster

shemale, chastity, sissy, stockings, BBC
14:38

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

2 months ago

ShemaleZ

big ass, chastity, sissy, amateur
05:31

I will tease your manmeat while you are locked in chastity

2 months ago

ShemaleTaxi

chastity
11:58

Sissy Bunny changes out of soaked diaper, cums in pink panties with chastity cage

2 months ago

PornHub

chastity, sissy, pissing, panties
05:29

Chastity is going to be very harsh at first-ever

3 months ago

ShemaleMovie

chastity, orgasm
05:43

Attempting on this chastity tool

3 months ago

ShemaleTaxi

chastity, orgasm
15:39

Chastity sissy

3 months ago

PornHub

solo, sissy, chastity
11:17

Kelsey Masters In Trans Woman In Bondage And Chastity Masturbating With Guy 12 Min

4 months ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
11:07

Chastity sissy pumps titties cums from huge buttplug

4 months ago

xHamster

cumshot, sissy, chastity
09:47

Removes Chastity Then Jerks Off - Bailey Wilde

4 months ago

ShemaleZ

webcam, chastity
04:09

Hot sissy in chastity with strapon fucked by dominatrix

4 months ago

JizzBunker

strapon, bondage, chastity
01:42

Sissy tranny Scarlett rides her toy while locked in chastity

4 months ago

XXXDan

dildo, chastity
10:15

Skinny Tranny With Sexy Legs

4 months ago

TrannyGem

homemade, solo, sissy, chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

4 months ago

xHamster

small cock, chastity
09:50

Hot Blonde Bailey Wilde Removes Chastity Then Masturbates

5 months ago

xHamster

BDSM, crossdresser, chastity
09:53

Hot TS Bailey Wilde Removes Chastity Then Jerks Off

5 months ago

xHamster

BDSM, big cock, chastity, femboy
02:22

Amator Crossdresser Slut BBW Trans Masturbate chastity

5 months ago

AShemaleTube

BBW, selfsuck, chastity
08:40

Sissy In Leather Leotard And Chastity Takes Huge Dildo Up Her Ass

6 months ago

ShemaleZ

huge dildo, leather, chastity
09:43

The Lost Chapters pt three - Accomplished Nymph Takes Dolls Chastity by Foxie2K

7 months ago

TrannyGem

anime, cartoon, chastity
05:43

Abh052 in chastity prostate rubdown and incontinence twice

8 months ago

ShemaleMovie

massage, chinese, chastity
10:19

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

8 months ago

xHamster

orgasm, fisting, british, anal orgasm, chastity
25:22

Sissy slut in chastity takes it in the ass in numerous postures like a supreme trans cuck femboy slave should!

8 months ago

ShemaleTaxi

chastity
03:56

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

9 months ago

xHamster

pissing, chastity
24:46

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

10 months ago

ShemaleZ

femdom, BDSM, BBC, chastity, sissy
40:21

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

1 year ago

BeMyHole

chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

1 year ago

ShemaleZ

chastity
04:28

Femboy Removes Chastity And Cums To Sissy Hypno - Polishtrap

1 year ago

ShemaleZ

chastity
14:16

Alpha Male Fucking Sissy Bareback Cums Inside And She Starts Masturbating Like A Girl In Chastity

1 year ago

ShemaleZ

chastity
02:20

Glamorous asian CD sissy doesn't waste any time after getting out of chastity

1 year ago

xHamster

chastity
06:52

Sissy in chastity in ebony tights and boots riding huge green dildo

1 year ago

ShemaleTaxi

huge dildo, boots, chastity

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