SHEMALE • CHASTITY 3,698 videos

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07:39

Emo sissy femboy wants to jism to big black cock so bad

1 month ago

TrannyGem

shemale, emo, german, crossdresser, cumshot, big cock, goth
10:20

Rectal Progression Update

1 month ago

TrannyGem

stockings, shemale, dildo, riding, masturbation, toys, chastity
03:56

Handsfree Premature 1 Min Sissygasm in V-Card Cell - Femboy Can`t Last a Min

1 month ago

TrannyGem

cute, squirt, orgasm, hands free, cosplay, chastity, femboy
03:06

ASIANTGIRL - Erotic Striptease On Classy Dress With Sandy

1 month ago

TrannyGem

thai, asian, masturbation, heels, small tits, chastity
05:11

Sisk Release Her Clit From Chastity Cage

1 month ago

Upornia

amateur, stockings, teen (18+), shemale, solo, chastity
07:58

Cute Femboy In Chastity Ride My Big Cock

1 month ago

TXXX

amateur, cute, stockings, teen (18+), fetish, riding, chastity
08:46

Fat BBC dildo fills Sissy ass deep

1 month ago

xHamster

fat, dildo, toys, chastity, femboy
09:01

A marvelous TRANSVESTITE hides A METAL CHASTITY BELT UNDER TIGHTS AND A SKIRT AND goes ON A DATE

1 month ago

ShemaleMovie

stockings, shemale, crossdresser, nylon, sissy, chastity
05:56

Sissygasm in purity with a pony faux-cock up her pucker (inverted virginity box)

1 month ago

TrannyGem

public, huge dildo, cumshot, sissy, chastity, femboy
07:51

Your Emo Sissy GIRLFRIEND taking Mutt Node Deep like a Super-Bitch

1 month ago

TrannyGem

emo, dildo, crossdresser, glasses, goth, toys, sissy
09:26

Sexy Trans Bailey Wilde Removes Chastity Then Jerks Off

1 month ago

BeMyHole

lingerie, solo, jerking, sissy, chastity
05:55

Sissygasm in chastity with a horse dildo up her asshole (inverted chastity cage)

1 month ago

PornHub

public, asshole, chastity
10:03

Sissy Ginny gone insatiable

1 month ago

TrannyGem

crossdresser, sissy, chastity
11:28

Lovely Chaste Femboy Plays with Vibro and Fake Penis Before She Shoots A Load In Her Box

1 month ago

TrannyGem

cute, teen anal (18+), hands free, chastity, femboy, cum in ass
13:39

Day six in innocence: Unboxing brand new metal chastity cage by myinside.es and edging me with vibrator

1 month ago

ShemaleMovie

stockings, shemale, anal, sissy, chastity
05:08

Sissy Alexy showing herself and teasing

1 month ago

xHamster

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03:55

Blackcock daemon loki breeds sissy trap nun in chastity

1 month ago

AShemaleTube

sissy, chastity
14:21

New Boots and Armbinder - Sissy Maid Stuck in Bondage Again

1 month ago

xHamster

latex, fetish, bondage, boots, maid, BDSM, uniform
02:06

Hefty Buttfuck Gape For Sissy Maid

1 month ago

TrannyGem

train, maid, BDSM, british, riding, chastity
06:42

I RIDE my DILDO in CHASTITY cage - Femboy CD ANAL Sissy Play Charlie Moon

1 month ago

PornHub

feet, french, riding, chastity, femboy
07:25

Encaged Trans Doll spreads out lovely lil fuck-hole

1 month ago

TrannyGem

doll, bondage, cumshot, masturbation, sissy, chastity
07:34

Violet Chastity Chained to Fuck Machine

1 month ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
06:18

Sissy in School Girl Onesie Takes Dildo Up Ass while in Chastity

1 month ago

xHamster

dildo, sissy, chastity, crossdresser
08:34

Tgirl taunt and thumbs her self in white

1 month ago

TrannyGem

feet, shemale, japanese, lingerie, toys, chastity
02:39

Encaged Kitty Frolicking With Her Fucktoy

1 month ago

TrannyGem

toys, chastity
29:22

Imagining Im a Femboy make me Spreading Anal Invasion again

1 month ago

TrannyGem

cute, teen anal (18+), 18, masturbation, toys, chastity
02:15

I penetrate my sultty arse two

1 month ago

TrannyGem

french, hairy, sissy, chastity
09:22

Foot Slut Grinds A Dildo In Her Bimbo Ass While She Vibes Caged Clit Cock

1 month ago

xHamster

feet, fetish, MILF, slut, chastity, cum in ass, cum while fucked
07:48

Cuffed Sissy in chastity and collar gets multiple handsfree sissygasms when riding

1 month ago

AShemaleTube

stockings, lingerie, toys, sissy, chastity, hands free
05:05

Trans in chastity punished and anal fucked

1 month ago

AShemaleTube

anal, fetish, domination, chastity
07:19

Stuff your schlong in this little chastity contraption

1 month ago

ShemaleTaxi

handjob, orgasm, BDSM, chastity
14:35

Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after

1 month ago

xHamster

dildo, lingerie, sissy, hands free, chastity
07:05

Candle Wax & Chastity Go Together like PB & Jelly

1 month ago

xHamster

sissy, chastity, small cock
06:22

A chastity contraption will keep you in your place

1 month ago

ShemaleTaxi

chastity
06:14

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

1 month ago

xHamster

sissy, chastity
05:40

Young TRANSSEXUAL sissy with petite shaft porks her bootie with BIG BLACK COCK

1 month ago

TrannyGem

latex, BBC, chastity
06:48

Chastity will give you blue ball sack from hell

1 month ago

ShemaleTaxi

chastity
06:18

Don’t even try to get out of your chastity tool

1 month ago

ShemaleTaxi

chastity
06:36

You need to be locked up in chastity for superb

1 month ago

ShemaleTaxi

chastity
11:31

Sissy in purity widely opened her backdoor for your relaxation

1 month ago

TrannyGem

chastity, femboy
08:25

My utter frustrating virginity trip (trans gal)

1 month ago

TrannyGem

teen (18+), crossdresser, cosplay, chastity
08:24

My full frustrating chastity journey (trans girl)

1 month ago

PornHub

cosplay, chastity
11:31

Sissy in chastity gaping her asshole for your entertainment

1 month ago

PornHub

chastity
04:33

Nonbinussy 2023 PMV compilation virginity rectal

1 month ago

TrannyGem

chastity, hands free
11:35

Trans XXXSamanthaPhD 11 Chasity After Jizz Ass-Fuck

1 month ago

TrannyGem

pissing, chastity
02:14

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1 month ago

TrannyGem

chastity
02:50

Sissy Love Innocence

1 month ago

TrannyGem

squirt, chastity
16:59

Sissy Femboy uses vibro to taunt encaged fuck-stick

1 month ago

TrannyGem

chastity
05:19

Injection bottle and sissygasm

1 month ago

TrannyGem

train
11:30

Femboy cums in chastity

1 month ago

AShemaleTube

chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

1 month ago

xHamster

crossdresser, sissy, chastity
03:08

Horny Giant Sissygasm

1 month ago

TrannyGem

cuckold, hands free, anal orgasm
06:17

Femboy Booty Spread by Monster BIG BLACK COCK Fake Penis

1 month ago

TrannyGem

BBC, chastity, machine
15:34

Transsexual Lucy hace rectal y sissygasm para showcase web cam hardcore

1 month ago

TrannyGem

crossdresser, cute
05:29

Chastity is going to be very harsh at first-ever

1 month ago

ShemaleMovie

chastity
05:43

Attempting on this chastity tool

1 month ago

ShemaleTaxi

chastity
07:02

You have to wear this chastity tool for a very long time

1 month ago

ShemaleTaxi

chastity
09:07

I am so nasty

1 month ago

TrannyGem

chubby, ebony
06:33

Virginity Box Tutorial

1 month ago

TrannyGem

chastity
08:59

Purity Tramp Assfuck Instructing - Jessica Bloom - DOUBLE PENETRATION And Numerous Cum Shots

1 month ago

TrannyGem

instruction, chastity, huge dildo, hands free
15:39

Purity sissy

1 month ago

TrannyGem

feet, hands free
05:15

Sissy femboy He makes his stepbrother fellate his trouser snake until he completes Femboy يتزوج رجلاً مستقيماً سي

1 month ago

TrannyGem

arab, shemale fucks guy
04:39

Smoking bondage sissy kinky fun with toys until she sissygasms in chastity

1 month ago

TrannyGem

bondage, smoking, chastity
10:15

Amazing Shemale In Chastity

1 month ago

KeekAss

chastity
04:02

Trans H-bowl funbags eliminate box and wank off

1 month ago

TrannyGem

chastity
07:14

Sissy Marissa cheering for cock

1 month ago

xHamster

bondage, crossdresser, sissy, chastity, dildo
07:41

Sissy Marissa is a dirty slut

1 month ago

xHamster

sissy, chastity, dildo
05:28

Chastity Sissy HD

1 month ago

ShemaleMovie

chastity
08:59

Chastity Slut Anal Training - Jessica Bloom - DP And Multiple Cumshots

1 month ago

PornHub

chastity
15:39

Chastity sissy

1 month ago

PornHub

solo, sissy, chastity
05:17

Sisk Release Her Clit From Chastity Cage

1 month ago

xHamster

chastity
05:43

Three weeks of chastity must have been hard

1 month ago

ShemaleTaxi

chastity
07:59

Guy Jerks Off With Trans Woman In Chastity 17 Min

1 month ago

GetTranny

chastity
06:57

You wont be able to break out of your chastity device

1 month ago

ShemaleTaxi

chastity
05:24

MaureenNadh - Masturbation And Cum After 2 Weeks Locked In Micro Chastity

1 month ago

xHamster

chastity
03:01

Vibing my locked salami until I jizz

1 month ago

TrannyGem

chastity
07:06

Real Sissy Maid Service Window cleaning Sissy Mindy

1 month ago

xHamster

stockings, crossdresser, sissy, chastity
05:12

MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity

1 month ago

xHamster

dildo, tied, skinny, chastity
10:25

Trans Latex Hands Free Cum, After Cum Sex, Chastity Sex

1 month ago

PornHub

chastity
33:44

Trans Latex Hands Free Cum, Piss Drinking, Chastity Fuck, XXXSamanthaPhD

1 month ago

PornHub

chastity
34:23

Trans Latex Hands Free Cum, Chastity Fuck, Piss Drinkung

1 month ago

PornHub

pissing, shemale, fetish, solo, chastity
07:37

Trans Latex After Cum Sex in Chastity

1 month ago

PornHub

chastity
08:06

Cute femboy in chastity ride my big cock

1 month ago

xHamster

cute, shemale, chastity, femboy
10:07

Chastity Sissy Slut Anal Orgasm Encouragement - Jessica Bloom 10 Min

1 month ago

ShemaleZ

orgasm, solo, chastity
06:51

Skyler Storm Anal Invasion Onanism Sissy Virginity

1 month ago

TrannyGem

small cock, crossdresser, 18, sissy, chastity
18:59

Plastic ladyboy whore in chastity rides yam-sized fuck sticks

1 month ago

ShemaleMovie

small cock, huge dildo, crossdresser, mask, chastity, dildo
06:24

Skyler Storm Anal Invasion Onanism in Virginity with Pop-Shot

1 month ago

TrannyGem

chastity
02:10

Chastity Orgasm - PMV By HoloPMV

1 month ago

AShemaleTube

shemale, orgasm, crossdresser, cumshot, sissy, chastity
07:46

Chastity desire, Gudrun and Angie

1 month ago

ShemaleMovie

shemale, BDSM, chastity
05:34

Slutty Sissy Pirate Cage Dance by Sissy Mindy

1 month ago

xHamster

solo, crossdresser, chastity, sissy
06:51

Skyler Storm Anal Masturbation Sissy Chastity

1 month ago

PornHub

18, toys, chastity
06:24

Skyler Storm Anal Masturbation in Chastity with Cumshot

1 month ago

PornHub

chastity
09:00

Misr4 - chastity cage fuck machine

1 month ago

xHamster

pantyhose, mature anal, chastity
06:18

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

1 month ago

PornHub

orgasm, sissy, chastity
05:42

Sissy Monika in red Lingerie fucks mouth and ass with dildo

1 month ago

xHamster

feet, latex, shemale, dildo, crossdresser, chastity
09:57

Showering in steel chastity and latex

1 month ago

xHamster

homemade, bondage, shower, chastity
11:08

Adorable Femboy Heads Feral On A Plaything Till Their A Widely Opened dirt

1 month ago

TrannyGem

feet, huge dildo, teen anal (18+), dildo, femboy
04:40

Sissy Allison Edged Locked Pleasure Button with Wand

1 month ago

TrannyGem

bondage, crossdresser, masturbation, chastity
06:08

Sissy Francis Malice - Little Time for Fun Before Wife Comes Back Home

1 month ago

xHamster

german, wife, crossdresser, chastity
10:47

Sissy Destroys Her Ass While Is Chastity

1 month ago

ShemaleZ

sissy, chastity
09:52

Crossdresser Anastasia Harris Raunchy Deep Gullet Facefuck with Anal Invasion in Virginity

1 month ago

TrannyGem

dildo
02:31

Dumb ash-blonde sissy manstick maniac sissygasm gutless

1 month ago

TrannyGem

dildo, crossdresser, futanari, chastity
10:12

Trans gal in a cow suit rails a faux-cock like a shagging fuckslut and spunks in a v-card belt sans palms

1 month ago

TrannyGem

amateur, chastity
04:00

Virginity Femboy strikes her sissy nads with BIG BLACK COCK

1 month ago

TrannyGem

bondage
02:14

Sissy in purity with torn gym trousers and getting her fuck hole ruined - Utter vid on OF/EMMAINK13

1 month ago

TrannyGem

dildo, crossdresser, gym, BBC, chastity
07:19

Trans Woman In Bondage And Chastity Masturbating With Guy 12 Min

1 month ago

GetTranny

bondage, BDSM, chastity
07:34

Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed

1 month ago

xHamster

dildo, sissy, chastity
09:51

Crossdresser Anastasia Harris Rough Deep Throat Facefuck with Anal in Chastity

1 month ago

PornHub

masturbation, deepthroat, chastity
07:29

Sis-k Pinky Chinese Dress Ep2: Anal Play

1 month ago

xHamster

mature anal, dildo, chinese, dress, 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
08:12

Sissy Dream 2

1 month ago

xHamster

german, chastity
11:49

Sissy femboy in stockings and chastity belt develops a hole with a big plug

1 month ago

PornHub

fisting, sissy, chastity
06:47

BBC Daemon Loki Breeds Femboy Trap Nun in Chastity MOROCCO 2024

1 month ago

xHamster

creampie, asian, chastity
08:12

Francis Malice Sissy Dream 1

1 month ago

xHamster

german, sissy, chastity
10:30

Sissy Destroys Her Ass While Is Chastity

1 month ago

BeMyHole

sissy, chastity
06:40

Sissy Marissa is a Slut

1 month ago

xHamster

dildo, crossdresser, chastity
05:30

Sissy Marissa Is A horny Bitch

1 month ago

xHamster

chastity
06:56

Sissy Marissa is hungry for cock

1 month ago

xHamster

chastity
04:16

How To Fit And JIZZ In A FuFu Pin (Step by Step Voice Guide)

1 month ago

TrannyGem

femdom, instruction, orgasm, masturbation, toys, sissy, hands free
25:04

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

1 month ago

xHamster

bondage, BDSM, sissy, chastity

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