SHEMALE • CHASTITY 4,272 videos

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16:45

Ultimate Innocence SISSYGASM COMPILATION - Premature Wrecked Climax Bevy July 2024

9 months ago

TrannyGem

facial, cumshot compilation, chastity, orgasm compilation
06:30

Lucy Essex CD. playing my bum with a fuck stick on the kitchen table whilst locked in chastity

1 year ago

ShemaleTaxi

sissy, homemade, chastity, feet
06:42

Masturbating like a real Sissy gurl

2 years ago

xHamster

german, chastity
08:35

Ultra-Cute Sissy College Girl Assfuck with Foxtail & Chasity & Chat

4 years ago

TrannyGem

college, cosplay, chastity
07:33

Femboy in shibari and little virginity railing faux-cock and sissigasming

4 years ago

TrannyGem

bondage, BDSM, nipples, hands free, chastity, cum in ass
04:02

Huge Ass Ts In Chastity Fucked Doggystyle

2 years ago

Upornia

chastity
02:31

Corals sissygasm and jism burst

3 years ago

TrannyGem

chastity
12:40

Sissy Oksana_strip and ass fucking teaching railing a faux-cock in chastity_Asshole Close-up for you_sc.55.

3 years ago

TrannyGem

strip, close up, anal orgasm, chastity
04:16

SissyBoy - Hasty Popshot HandsFree Climax

3 years ago

TrannyGem

femdom, train, bondage, hands free, cosplay, chastity
01:58

Sissy in Chastity riding Mr.Hankeys large Beowulf dildo

4 years ago

xHamster

huge dildo, riding, chastity
25:03

Puppy Length Teaching

1 year ago

TrannyGem

big ass, BDSM, chastity
06:38

Sissy Anais Fucks New Dildos In Chastity

3 years ago

ShemaleZ

chastity
05:08

Diapered sissy princess locked in chastity

4 years ago

TrannyOne

diaper, chastity
02:36

Sissy in innocence with fuck stick two

3 years ago

TrannyGem

chastity
05:24

Sissy Melissa getting an Orgasm in her Chastity Cage.

5 years ago

xHamster

femdom, orgasm, BDSM, chastity
12:01

TORRID SISSY IN BATHROOM IN STOCKINGS AND BELT OF PURITY

4 years ago

TrannyGem

pantyhose, bondage, BDSM, shower, bathroom, chastity, femboy
04:17

Sissy Maid Ass-Plugs Her Butt Before Poking A Fake Penis And Nutting In Her Underpants.

4 months ago

TrannyGem

sissy, crossdresser, chastity, cosplay, femboy
18:59

Plastic t-girl super-bitch in chastity rides gigantic dildos

5 years ago

VideoSection

chastity, amateur
03:01

Crossdresser handsfree prostate cumshot in chastity cbs

4 years ago

AShemaleTube

prostate, hands free, chastity
09:58

Drinking all my cum in Chasity hands free cum

2 years ago

xHamster

BDSM, hands free, chastity
09:54

Adorable femboy whit chasty instrument and rectal fucktoys

4 years ago

TrannyGem

chastity
21:29

Encaged Femboy Opens Up her Edible Booty

5 years ago

TrannyGem

teen anal (18+), gape, chastity, dildo
08:10

Sissy in chastity riding dildo leaking cum - Part 2

4 years ago

AShemaleTube

riding, chastity
03:55

Fucked With Chastity Cage Black Dildo

3 years ago

ShemaleZ

chastity
09:52

Multiply TRANNY V-CARD SISSYGASM W/O Orgasm - Assfuck orgy machine ejaculation - Model Veronica Taboo

4 years ago

TrannyGem

orgasm, orgy, machine, anal orgasm, chastity, femboy
05:19

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

3 years ago

TrannyGem

prostate, dildo, cumshot compilation, orgasm compilation, anal orgasm, hands free, chastity
07:59

Transvestite Ananie Lingering Mesuiki (v-card Belt + Piston Machine Anani)

4 years ago

TrannyGem

pissing, machine, chastity
11:58 50%

Sissy Bunny switches out of doused nappy, blows a load in pinkish underpants with innocence box

1 year ago

TrannyGem

pissing, pantyhose, diaper, vibrator, sissy, chastity
17:26

Amateur Sissy Cock Pleasuring

2 years ago

BeMyHole

jerking, toys, slut, skirt, chastity
10:33 73%

Chastity Sissy Anal orgasms And munching jism of Feet Jessica Bloom and Femdom Polieana

1 year ago

VideoSection

feet, femdom, huge dildo, orgasm, maid, dildo, sissy
10:56

Superslut college penis deepthroating class

3 years ago

TrannyGem

train, college, penis, slut, skirt, chastity
03:37

Transgender in Chastity Deepthroats Big Cock

2 years ago

xHamster

chastity
04:53

Encaged Sissy Ass-Fuck

2 years ago

TrannyGem

train, cuckold, babe, slut, chastity
10:19

Sissy foot worship Job Interview video - Footjob And blowage Training Chastity Slut Jessica Bloom

9 months ago

HDSex

cumshot, sissy, dildo, feet, chastity
05:05

Sissy nails culo with tentacruel

9 months ago

TrannyGem

dildo, femboy, crossdresser, chastity
06:24

Lucy Essex CD. Toying my ass with a dildo on the kitchen table whilst in chastity

4 years ago

AShemaleTube

kitchen, chastity
05:50

BBC Addicted Sissy Slut Squirts in Chastity Vol.1

4 years ago

TrannyOne

squirt, cuckold, BBC, chastity
01:45

Trans Woman in Chastity Fucked

2 years ago

xHamster

BDSM, chastity
02:44

High-Heeled Shoes, v-card box, g-string, and pinkish faux-cock

2 years ago

TrannyGem

heels, shoes, chastity
06:20

Sissy Railing Fake Penises and Leaking Jizm

4 years ago

TrannyGem

train, chastity
02:42

Keyholding slave fapping by 2 shemales

4 years ago

TrannyGem

feet, BDSM, domination, hermaphrodite, double penetration, chastity
10:42

T-Lady Spunking on Bad Dragon Opportunity

4 years ago

TrannyGem

insertion, chastity
05:03

Trans Woman in Chastity Gives Blowjob

2 years ago

xHamster

chastity
14:04

Riding my big STALLION wearing my sexy high heels

2 years ago

xHamster

dogging, dutch, heels, chastity
01:04

Foot Fetish Caged and Plugged Sissy Crossdresser

2 years ago

xHamster

feet, mature anal, british, chastity
06:23

Sissy gets dominated by mistress

2 years ago

xHamster

femdom, BDSM, chastity
07:04 56%

Get ready to fuck me and cum... I'll wait for you in chastity and with my ass open

2 years ago

xHamster

mature, mature anal, crossdresser, chastity, cum in ass, latina
09:47

SUPER SEXY Blonde Crossdresser Removes Chastity

1 year ago

xHamster

amateur, shemale, crossdresser, chastity
01:24

Cross dresser sissy fuck machine

2 years ago

xHamster

swiss, machine, chastity
06:03

Cd Self Discipline In Chastity

2 years ago

HClips

chastity
15:07

Encaged Trap Railing Faux-Cock And Stimulating Cell To Ejaculation 4K

4 years ago

TrannyGem

pissing, panties, wet, socks, skirt, chastity
01:41

Sissy Oksana2021 uses a huge 3.34" anal plug_2

2 years ago

xHamster

chastity
05:01

Ebony TS Chastity bangs wild her lover

5 years ago

TrannyOne

chastity, black
08:18

Newbi sissy plays dildo in chastity

2 years ago

xHamster

teen anal (18+), hungarian, chastity
06:20

Sissy unloads Cum hard in Chastity cage With wand

8 months ago

ShemaleMovie

chastity, crossdresser, femboy, amateur, sissy, solo
07:51

Diaper Sissy wearing many fat diapers in chasity - ElisaSecrets69

1 year ago

xHamster

BDSM, diaper, chastity
07:12

Sissy's anal dildo challenge

1 year ago

xHamster

chastity
03:36

I like to take it too much in the bootie in the morning, and jizm like a sissy

9 months ago

TrannyGem

hands free, crossdresser, BBC, chastity, cum while fucked, anal orgasm
07:22

Treadmill Trussed Emo Sissy in Ache over Inflatable Ass Buttplug and V-Card Box

1 year ago

TrannyGem

bondage, femboy, amateur, chastity, emo, goth
10:11

Trap In Chastity Cage Anal

11 months ago

KeekAss

solo, chastity
06:16

Black transsexual woman Chastity Michaels Trades Buttfucks With A Guy

9 months ago

ShemaleTaxi

blowjob, black, shemale fucks guy, chastity
09:45

Sissy Marissa buys a fuck machine

1 year ago

xHamster

chastity, crossdresser, sissy, machine
08:01

Hot Transgender In Chastity Gives Blowjob

2 years ago

ShemaleZ

latex, chastity
02:07

Femboi Sissyboi Riding Big Dildo in Micro cage Chastity

1 year ago

AShemaleTube

big ass, shemale, sissy, crossdresser, homemade, chastity
11:27

Ideal little clitty sissy stupid homemade flick gauze

1 year ago

TrannyGem

ladyboy, homemade, amateur, chastity, femboy
01:52

Sissy Alexia having a great time in a public bathroom

3 years ago

xHamster

public, spanish, bathroom, chastity
10:11

Sissy Mara Jades TOTAL Sissygasm Virginity Compilation!

3 years ago

KeekAss

cumshot compilation, chastity
01:14

Tiny chastity ruined orgasm

2 years ago

xHamster

orgasm, hands free, chastity
04:52

Skitty in Tenti one Hole

3 years ago

xHamster

german, machine, chastity
11:12

Sissy Femboy Anal Masturbation Compilation - Chastity and Feminization Progress

1 year ago

xHamster

pantyhose, femboy, chastity
01:03

Dildo ride - All in :)

3 years ago

xHamster

riding, chastity
11:06

Slutty sissy trans girl in chastity fucks herself hard w 2 black dildo cock

6 years ago

HClips

fetish, dildo, toys, chastity
05:18

Sissy selffuck with Dragon dildo

1 year ago

xHamster

anal, chastity
04:17

Trans Woman In Chastity Fucked Cowgirl Raw

2 years ago

ShemaleZ

latex, fetish, chastity
01:56

Sissyboi Femboi Chastity Big Dildo Anal Doggiestyle

1 year ago

AShemaleTube

stockings, big ass, fetish, dildo, chastity, femboy
23:46

Sissy Hope, the naughty slut & her new cam

2 years ago

xHamster

tattoo, mexican, slut, chastity
05:16

Arms Free-For-All Buttfuck Ejaculation Sissygasm Cumpilation 8

2 years ago

TrannyGem

cumshot compilation, anal orgasm, chastity, orgasm compilation
14:34

Dog leash & chastity

3 years ago

xHamster

french, dogging, whore, chastity
11:08

Pink goth maid in chastity rides dildo - part 2 sissygasm

1 year ago

XXXDan

public, outdoor, orgasm, maid, dildo, riding, goth
05:46

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

1 year ago

TrannyGem

chastity, femboy, indian, slut, dance, crossdresser
14:24

Sissy Maid Cums In Chastity During Self Bondage Chained To Bed

3 years ago

ShemaleZ

bondage, maid, chastity
11:25

Spandex Sissy Maid Candy in Innocence and Restrain Bondage Stuck on a Smashing Machine

1 year ago

TrannyGem

chastity, amateur, latex, machine
21:54

Sissy Cd Riding Bbc Dildos Chastity Cum

3 years ago

Upornia

chastity
05:39

Trans Chastity Tease

3 years ago

xHamster

tease, chastity
12:21

Sissy in chastity play

3 years ago

ShemaleTaxi

chastity
05:29

Femdom Double Anal Pegging For Chastity Sissy Lucy - Lucy Essex Cd

3 years ago

ShemaleZ

femdom, double anal, pegging, double penetration, chastity
10:54

Kigurumi dual Breathplay chastity PVC Nino cosplay two angles

8 months ago

ShemaleMovie

cosplay, chastity
02:34

First Try

3 years ago

xHamster

BBW, vibrator, hands free, chastity
03:52

Sissy in innocence cell and high stilettos boinks herself with thick black fake penis

1 year ago

TrannyGem

dildo, heels, crossdresser, femboy, chastity
06:37

Sissy cock slut working her hole good with massive cock. Huge gaping bung, ass spunk and chastity climax

3 years ago

ShemaleMovie

feet, huge dildo, dildo, asshole, slut, gape, chastity
03:19

Sissy lola chastity

8 months ago

KeekAss

asian, crossdresser, chastity
08:43

Chastity Femboy Rides A Dildo After Week Of Denial

3 years ago

ShemaleZ

chastity
02:12

Blond sissy assfucking instructing

7 months ago

TrannyGem

instruction, chastity
01:05

Jasmyn Solo Play (Full VideoOF)

3 years ago

xHamster

chastity
13:35

Soundling a locked Sissy Clit in chastity through Urethral Plug

3 years ago

xHamster

clit, chastity
06:40

Sissy Chastity Training - Stretching my hole makes my Clitty unload spunk

3 years ago

ShemaleTaxi

train, chastity
16:35

Trap in permanent innocence and utterly exhilarated - flick 002

2 years ago

TrannyGem

chastity
17:28

Sissy Maid Cuffed to Bed in Chastity and Electro pads Self Bondage

3 years ago

xHamster

latex, huge dildo, bondage, maid, electro, chastity
09:15

Transvestite Ananny Mass Leak + Nipple Messing (chastity Belt + Piston Machine)

2 years ago

ShemaleZ

nipples, machine, chastity
05:28

Sissy In Full Locked Pink Sissy Dress And Steal Nub Chastity Cage Plays

2 years ago

ShemaleZ

dress, chastity
13:03

She-creature Maria Belem takes you she-creature chastity

5 years ago

HDSex

black, bisexual, chastity
07:31

Sissy Cums In Tiny Chastity

3 years ago

ShemaleZ

chastity
28:27

Sissy Maid Strict Hogtie in Steel Chastity and Armbinder

2 years ago

xHamster

latex, bondage, maid, chastity
05:52

Naughty sissy peels off chastity and cums

1 year ago

ShemaleTaxi

chastity, crossdresser
09:43

Vibrating my clit, chastity fail ends in self suck!

1 year ago

xHamster

facial, selfsuck, cum in mouth, vibrator, chastity
03:00

Cum in chastity

1 year ago

AShemaleTube

solo, chastity
10:26

BDSM Sissy Slut in Chastity Spankings and Sissygasm Riding Dildo

8 months ago

xHamster

femdom, chastity, dildo, riding
25:19

TRANSSEXUAL Kaitlin Nyx Solo Sesh

1 year ago

TrannyGem

stockings, amateur, chastity
18:59

Plastic ladyboy whore in chastity rides yam-sized fuck sticks

1 year ago

ShemaleMovie

small cock, huge dildo, crossdresser, mask, chastity, dildo
19:13

Maid guy plays with Fleshlight after a week in chastity

3 years ago

ShemaleTaxi

maid, fleshlight, chastity
39:38

Sissy cums in khd x3 espresso chastity cage fucks BBC with her anal cunt

6 years ago

HClips

BBC, chastity
15:34

Taking my biggest dildos with my new small chastity cage on

6 years ago

ShemaleZ

chastity
23:29

Crossdresser restrain bondage, e-stim innocence box & ass-plug, quaking climax

3 years ago

TrannyGem

prostate, bondage, boots, leather, chastity
19:11

Latex Slave Takes Fuck Machine

2 years ago

BeMyHole

feet, latex, fetish, bondage, boots, BDSM, jerking
21:30

Sissy Daily Basics: Some ass-fuck joy in innocence

3 years ago

TrannyGem

train, slut, skirt, gape, chastity
22:34

Purity instrument Good-Sized black buttfuck

4 years ago

TrannyGem

teen anal (18+), 18, chastity
20:06

Erika Oak Pumps Her Asshole

1 year ago

xHamster

dildo, chastity
26:56

Sissy Femboy In Chastity Cage Fucked

Today

AShemaleTube

sissy, shemale, femboy, homemade, amateur, chastity
10:24

Ella Mox, the trans doll in chastity, gets wrecked by a machine and shows off that gaped hole

Today

XXXVogue

lingerie, pantyhose, anal, chastity
08:01

Ftm + nonbinary duo caning and pegging during intimate display

Yesterday

TrannyGem

ass, chastity, shemale and girl, femboy

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