SHEMALE • CHASTITY 4,364 videos

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05:16

Arms Free-For-All Buttfuck Ejaculation Sissygasm Cumpilation 8

2 years ago

TrannyGem

cumshot compilation, anal orgasm, chastity, orgasm compilation
05:18

Sissy selffuck with Dragon dildo

1 year ago

xHamster

anal, chastity
01:56

Sissyboi Femboi Chastity Big Dildo Anal Doggiestyle

1 year ago

AShemaleTube

stockings, big ass, fetish, dildo, chastity, femboy
14:24

Sissy Maid Cums In Chastity During Self Bondage Chained To Bed

3 years ago

ShemaleZ

bondage, maid, chastity
11:08

Pink goth maid in chastity rides dildo - part 2 sissygasm

2 years ago

XXXDan

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23:46

Sissy Hope, the naughty slut & her new cam

2 years ago

xHamster

tattoo, mexican, slut, 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
05:46

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

1 year ago

TrannyGem

chastity, femboy, indian, slut, dance, crossdresser
05:39

Trans Chastity Tease

3 years ago

xHamster

tease, chastity
12:21

Sissy in chastity play

3 years ago

ShemaleTaxi

chastity
21:54

Sissy Cd Riding Bbc Dildos Chastity Cum

3 years ago

Upornia

chastity
05:29

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

3 years ago

ShemaleZ

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06:37

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3 years ago

ShemaleMovie

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02:34

First Try

3 years ago

xHamster

BBW, vibrator, hands free, chastity
08:43

Chastity Femboy Rides A Dildo After Week Of Denial

3 years ago

ShemaleZ

chastity
13:35

Soundling a locked Sissy Clit in chastity through Urethral Plug

3 years ago

xHamster

clit, chastity
01:05

Jasmyn Solo Play (Full VideoOF)

3 years ago

xHamster

chastity
06:40

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

3 years ago

ShemaleTaxi

train, 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
09:15

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

2 years ago

ShemaleZ

nipples, machine, chastity
10:54

Kigurumi dual Breathplay chastity PVC Nino cosplay two angles

11 months ago

ShemaleMovie

cosplay, chastity
02:12

Blond sissy assfucking instructing

10 months ago

TrannyGem

instruction, chastity
03:19

Sissy lola chastity

11 months ago

KeekAss

asian, crossdresser, chastity
16:35

Trap in permanent innocence and utterly exhilarated - flick 002

2 years ago

TrannyGem

chastity
05:28

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

2 years ago

ShemaleZ

dress, 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
07:31

Sissy Cums In Tiny Chastity

3 years ago

ShemaleZ

chastity
28:27

Sissy Maid Strict Hogtie in Steel Chastity and Armbinder

3 years ago

xHamster

latex, bondage, maid, chastity
05:52

Naughty sissy peels off chastity and cums

1 year ago

ShemaleTaxi

chastity, crossdresser
09:43

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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

11 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

7 years ago

ShemaleZ

chastity
23:29

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

4 years ago

TrannyGem

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

Latex Slave Takes Fuck Machine

3 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

2 years ago

xHamster

dildo, chastity
09:57

Hot Trans Bailey Wilde Fucked in Chastity

Today

AShemaleTube

chastity
16:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 5/5

1 year ago

HClips

solo
21:16

Erika Oak Squirts In Chastity

11 months ago

XXXDan

chastity, pissing
04:39

Chastity Femboy Sitting On Huge Cock Oiled Ass

2 years ago

HClips

oil, chastity
29:09

Trans Maid In Chastity Fucks Her Dildoes

1 year ago

HClips

chastity, dildo
23:04

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1 year ago

TrannyGem

ass, crossdresser, shemale, BBC
24:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 4/5

1 year ago

HClips

toys, amateur
20:26

Perma-V-Card and Soft Instructing.

6 months ago

TrannyGem

small cock, dildo, instruction, insertion
17:21

Soddening and spunking in my pullups

1 year ago

TrannyGem

pissing, orgasm, 18, diaper, toys, vibrator, chastity
08:57

Latina Tgirl sucks Dildo Fuck her Ass and Cums in Chastity

11 months ago

xHamster

amateur, dildo
02:40

Chinese sissy encaged and plugged flashes soles and wanks stiff wood

1 year ago

TrannyGem

big ass
08:27

Anal Fuck Chastity 666 - Sissy Slave

3 years ago

ShemaleZ

chastity
02:36

Fucked in my small pink chastity - Part 2

1 year ago

AShemaleTube

stockings, sissy, crossdresser, femboy
02:13

Encaged Sissy Tart Gets Porked in Stilettos (total video on OF: h.harryryan)

1 year ago

TrannyGem

fetish, crossdresser, sissy
08:00

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

1 year ago

GetTranny

chastity, hands free, hairy, pissing, latex
02:36

Sissy whore Mndy smoking in chastity teasing her clit

1 year ago

AShemaleTube

crossdresser, smoking, whore, clit
10:25

Chastity Sissy Dildo Riding Anal climaxes Using spunk As lube - Jessica Bloom

1 year ago

ShemaleMovie

shemale, fisting, dildo
08:22

Tgirl chastity orgasm

1 year ago

ShemaleMovie

orgasm, chastity
05:01

Ebony Tranny Fucks A Stud - Chastity Michaels

3 years ago

ShemaleZ

chastity, ebony
12:32

Mom tells sissy to not spunk nomatter how much you want to

6 months ago

TrannyGem

teen (18+), mom, compilation, double penetration
11:24

Eyeing Sissy Trainer on PP with electro chastity box

8 months ago

ShemaleMovie

chastity, latex
08:46

Sissy Femboy in Purity Instructs Crevasses with Fuck Stick

1 year ago

TrannyGem

instruction, dildo, crossdresser, sissy, chastity, femboy
05:42

Sissy In Chastity In Black Lingerie And Stockings Riding 12.5 Inch Circumference Dildo

2 years ago

Upornia

chastity, dildo
03:21

Sissygasm in my box

11 months ago

TrannyGem

big ass
05:30

BNWO_Modern Whiteboy_Sissy faggot Oksana2021_Sissygasm hands free & gaping sissy cunt

1 year ago

TrannyGem

chastity, hands free, gape
04:41

Sissy in innocence and rosy sundress cramming up her rump with 2 beers

11 months ago

TrannyGem

chastity, dress
02:45

Sissy Crossdresser Torn Up RIGID By Fake Penis Pounding Machine

1 year ago

TrannyGem

anal
03:46

Sissy Pumps Out Her V-Card Dick with Wand

6 months ago

TrannyGem

small cock, crossdresser, femboy, shemale, panties
03:25

Purity Sissy Railing BIG BLACK COCK

1 year ago

TrannyGem

black, BBC
11:16

Cute Femboy Locked In Chastity Have Sissygasm

2 years ago

ShemaleZ

cute, chastity, femboy
09:54

Thrusting anal plug in chastity having analgasms & sissygasms

7 months ago

AShemaleTube

sissy, crossdresser
12:12

SISSY LATEXDOLL GETTING OFF #1

6 months ago

TrannyGem

rubber, fetish
06:25

Encaged sissy femboy getting joy with ravage-machine and jizz

12 months ago

TrannyGem

machine, sissy
07:21

I Get Wild when i use Virginity cell.

6 months ago

TrannyGem

crossdresser, BBW, chubby, chastity, small cock, ebony
03:31

Hot Tgirl In Chastity Fucked Doggystyle

2 years ago

Upornia

dogging, chastity
14:36

Lisa Controls My Electro Stim Chastity Cage And Dildo Fucks My Ass

4 years ago

ShemaleZ

electro, chastity
05:54

Sissy femboy in rosy labia innocence box rails fuck stick and fondles out jism

8 months ago

TrannyGem

cumshot
03:07

Sexy Trans Woman In Chastity Fucked Missionary

2 years ago

ShemaleZ

latex, missionary, chastity
11:47

Sissy sucks and fucks BBC dildo in Chastity Dripping

4 years ago

AShemaleTube

dildo, BBC, chastity
20:14

Trans in Chastity Fucked Raw - Compilation 7

1 month ago

$$ FapHouse

compilation, domination, sissy
12:30

Sissy Lucy in chastity gets banged by tearing up machine

5 years ago

ShemaleTaxi

british, machine, chastity
02:54

Switch Roles Cowgirl On Her Faux-Cock Till She Spunks

6 months ago

TrannyGem

chastity, anal orgasm
22:08

Sweet Chastity 12

1 month ago

AShemaleTube

chastity
05:40

Do you wanna buttplug this slot?

6 months ago

TrannyGem

amateur, asian
08:56

Sissy in chastity deep-throating and screwing her dildo in pantyhose and suspenders

2 years ago

ShemaleTaxi

pantyhose, footjob, heels, taxi, chastity
10:02

Pale femboy trap in striped stocking beats own balls escapes chastity and rubs her little beef whistle to a gutless hands free cum

5 months ago

ShemaleMovie

chastity, femboy, hands free
07:23

Sissy Schoolgirl In Chastity Trying Fucking Machine

2 years ago

ShemaleZ

machine, chastity
05:24

Hot Tgirl In Chastity Deepthroats Huge Cock

2 years ago

ShemaleZ

latex, chastity
10:33

Sissy ass fucking instructing and sissygasm in chastity_sc.five

6 months ago

TrannyGem

anal, sissy
02:34

Locktober

6 months ago

TrannyGem

POV
09:21

Transvesti First chastity cage

4 years ago

AShemaleTube

chastity, crossdresser
16:34

Anal plug, chastity cage, and a vibrator... the ultimate trio for a submissive whos all about those orgasms in chastity

2 months ago

XXXVogue

chastity
08:55

Sexy Trans Woman In Chastity Gives Blowjob

2 years ago

ShemaleZ

latex, fetish, chastity
07:42

Bondex - Bouncing Cock In Chastity

4 years ago

ShemaleZ

chastity
07:04

Rosy sissy sonya wears sleep mask mask and innocence using fake penis for sissygasm

6 months ago

TrannyGem

amateur, sleeping
02:55

Sissy sprays in the crop area

1 year ago

TrannyGem

public, femboy, outdoor
03:38

Sexy Tgirl In Chastity Deepthroats Huge Cock

2 years ago

ShemaleZ

chastity
09:37

Sissy cd self-fingering and dildo fucking in tight jeans and chastity

6 years ago

ShemaleZ

jeans, tight, chastity, sissy, crossdresser
06:31

Chastity Slut Anal Orgasms Into Condom Sissy Milkshake With Jessica Bloom, Sissy Crossdresser And Sissy Jessica

3 months ago

HClips

orgasm, sissy, anal orgasm
07:24

Sissy Cockslut Candy Store - Jessica Bloom Rectal Bombshell Tart

1 year ago

TrannyGem

anal, food
05:26

Stellar sissy student in v-card ravages herself with fake penises

5 months ago

TrannyGem

shemale, sissy, chastity, amateur
02:02

Skype Instructing With Domme

1 year ago

TrannyGem

fetish, sissy
27:35

Crimson Rubberdoll Ass-Fuck Plumb with Fucktoys Thrusting & Farting Out Flogged Mayo to slurp & swallow

2 months ago

TrannyGem

pissing, farting, latex, rubber, doll, fetish, dildo
13:04

Chastity Shemale Gets Gaped by Dildo Fucking Machine

1 year ago

XXXDan

shemale, pantyhose, machine, dildo
09:00

Crossdresser instructing to sissygasam in purity cell

1 year ago

TrannyGem

instruction, fetish, dildo, crossdresser, toys, chastity
03:14

Fat sissy in chastity using dildo

4 years ago

TrannyOne

fat, chastity
13:05

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1 year ago

TrannyGem

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05:13

Lucy Essex CD - Riding a glow in the dark alien knot dildo while locked in chastity

4 years ago

AShemaleTube

chastity
08:14

Fuck machine and a giant fake penis plow Vikki Deep in chastity and cute dress!

1 year ago

ShemaleTaxi

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08:07

New vagina hump toy got boinked highly hard to please dick after release from chastity

1 year ago

ShemaleTaxi

panties
11:16

Sissy superslut in Satin lingerie railing Dildo and Sissygasm Cum in Chastity

4 months ago

ShemaleTaxi

crossdresser, solo
13:19

Spreading my caboose and spunking while railing my fresh Big stallion fuck stick

2 months ago

TrannyGem

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20:05

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 1

2 months ago

$$ FapHouse

ass, chastity, compilation
07:33

I Get naughty when i use chastity cell.

1 year ago

ShemaleTaxi

femboy, vibrator, small cock
08:16

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

4 years ago

ShemaleTaxi

machine, chastity
05:24

Chastity Sissy hoe training - Jessica Bloom Huge Anal Orgasm

1 year ago

ShemaleTaxi

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02:02

Using my magic wand to jizz thru my virginity cell

2 months ago

TrannyGem

shemale
02:20

Trans Nymph Porked in Virginity

2 months ago

TrannyGem

ass, crossdresser, bondage, fetish, BDSM

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