SHEMALE • CHASTITY 4,348 videos

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03:10

Sissy Susi dehnt Ihre Pussy mit Plug. Mit Chastity

4 years ago

AShemaleTube

chastity
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

1 year ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
33:18

She Let Him Out Of Chastity

6 years ago

TXXX

chastity
06:42

Walking in chastity cage and buttplug

5 years ago

AShemaleTube

outdoor, chastity
04:17 67%

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

2 years ago

xHamster

handjob, chastity
03:13

Hot Blonde Trans Bailey Wilde Fucked in Chastity

1 year ago

xHamster

amateur, crossdresser, blonde, sissy, chastity, femboy
06:18

Chastity Keyholding Goddess

3 years ago

GetTranny

chastity, latex
1:16:10 64%

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

3 years ago

TrannyOne

cuckold, husband, chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

2 years ago

ShemaleZ

chastity, vintage
11:01

Desperately trying to sissygasm with my limp clitty. Chastity training is so worth it for a sissy

4 months ago

AShemaleTube

sissy, amateur, chastity
09:43

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

2 years ago

TrannyGem

anime, cartoon, chastity
04:28

Sissy ravage a fake penis

1 year ago

TrannyGem

sissy, chastity
06:59

Chastity Femboy Teasing Cage With Wand

3 years ago

GetTranny

chastity
06:14

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

1 year ago

xHamster

sissy, chastity, prostate
04:04

Good-Sized Meatpipe Transgender Princess Toying in Innocence

3 years ago

TrannyGem

18, vibrator, chastity
03:01

SISSY ANAL STRETCHING

2 years ago

xHamster

squirt, fisting, hands free, chastity
01:17

Sissy In Chastity showing off my Big Thick Ass and outfit

2 years ago

xHamster

chastity
10:21

Chastity sissy fucktoy for bbc

2 years ago

ShemaleMovie

chastity
15:47

Sissy instructing

4 years ago

TrannyGem

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05:21

Sucking Boys manhood Before Taking His anal chastity

10 months ago

HDSex

big cock, shemale fucks guy, chastity, shemale
08:55

Sexy Trans Woman in Chastity Gives Blowjob

2 years ago

xHamster

chastity
07:05

Alexa fucking ass-pussy with large Beowulf in chastity & corset

2 years ago

xHamster

german, chastity
04:20

Fat Sissy in chastity fucking fleshlight with dildo

2 years ago

xHamster

german, BBW, chastity
09:47

Removes Chastity Then Jerks Off - Bailey Wilde

1 year ago

ShemaleZ

webcam, chastity
09:45

Supah wondrous Blonde Femboy Removes Chastity Then strokes Off

1 year ago

ShemaleTaxi

femboy, chastity
07:16

Sissy tart slot flash - MercurySissy aka Mercury Montana in chastity showing hole - trans solo

1 year ago

ShemaleTaxi

sissy, small cock, masturbation, chastity
06:02

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1 year ago

xHamster

chastity, dildo, mature anal
03:08

HUGE ASS TS in Chastity Fucked Missionary

2 years ago

xHamster

missionary, chastity
07:11

Chastity Anal Orgasms With Huge Dildos Sissy Jessica Bloom

2 years ago

xHamster

huge dildo, anal orgasm, chastity
08:16

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1 year ago

xHamster

amateur, chastity, solo
15:05

Its time to lose your chastity to a transgender princess

3 years ago

ShemaleTaxi

threesome, taxi, chastity
02:19

Fuck Stick Inflatable Buttplug and Fisted

11 months ago

TrannyGem

british, fisting, chastity, dildo, crossdresser
07:20

Pearly Expanding - BIG BLACK COCK Ruthless Plumbing OCfemboy in Virginity Asscunt with Screwing Machine

2 years ago

TrannyGem

dildo, machine, sissy, chastity, femboy
10:11

Sissy Mara Jades UTTER Sissygasm Purity Compilation!

3 years ago

TrannyGem

train, bondage, cumshot compilation, chastity
03:56

AB097 Trampy nun degraded Sexual transformation -Edging,wring (Asian and English subtitles)

2 years ago

TrannyGem

handjob, chastity
02:01

Real Sissy Maid Service "Dusting"

2 years ago

xHamster

stockings, maid, chastity
08:31

Trans Woman in Chastity and Bondage Fucked

2 years ago

xHamster

bondage, chastity
03:11

Beta Jessbell rides the dildo deep on the toilet wearing a chastity

3 months ago

AShemaleTube

anal, sissy, shemale, crossdresser, chastity, amateur
01:13

Asian sissy milking in chastity

8 years ago

xHamster

milk, chastity
16:53

Daniela Lei chastity caged on fuck machine

3 weeks ago

TrannyGem

boots, italian, chastity
18:25

Plastic shemale whore in chastity rides huge dildos

5 years ago

TXXX

huge dildo, fetish, dildo, riding, whore, chastity
17:44

Trancess Triss Introduces: Sissy rectal sesh with fuckmachine

3 years ago

TrannyGem

train, dress, machine, chastity
01:51

Locked up unicorn in chastity performs for mistress

4 years ago

xHamster

femdom, chastity
05:36

Chastity trans fucks self with big toys

1 year ago

xHamster

cute, small cock, BDSM, sissy, chastity, femboy
10:43

Cumming in chastity

1 year ago

AShemaleTube

masturbation, chastity, homemade
15:30

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

4 years ago

TrannyGem

train, husband, chastity
14:04

Its time to lose your she-male chastity with a hot shemale slut

5 years ago

ShemaleMovie

chastity
08:15

Striptease for you from sissy Oksana_ macro shot Asshole_sc.58

3 years ago

TrannyGem

strip, cosplay, chastity
25:26

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

2 years ago

ShemaleZ

POV, ladyboy, shemale and girl, cum in mouth, chastity, femboy
06:55

I like big toys!

2 years ago

xHamster

chastity
02:39

Encaged Kitty Frolicking With Her Fucktoy

1 year ago

TrannyGem

toys, chastity
01:57

Kelli makes herself leak with a jewel plug

3 years ago

xHamster

british, chastity
07:35

Hot CD bends over to get her cock with chastity pleasured from behind

5 years ago

BeMyHole

fisting, swallow, chastity
16:37

Guy Jerks Off With Trans Woman In Chastity 17 Min With Kelsey Masters

1 year ago

ShemaleZ

chastity, amateur
07:01

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

6 years ago

ShemaleZ

mature, public, chastity
01:53

Pink Sissy Slut Locked in Chastity Goes Wild Riding Anal Dildo

3 years ago

xHamster

slut, chastity, femboy
02:55

Millie Rides Dildo In Chastity Pov

2 years ago

Upornia

chastity
02:45

Strap-on Fuckers: Sissy Slut in Chastity Used by Her Domina

2 years ago

xHamster

femdom, strapon, chastity
12:23

TGirl Lucy in V-Card gets penetrated by tearing up machine while fellating shaft

4 years ago

TrannyGem

dildo, redhead, machine, chastity
29:22

Imagining Im a Femboy make me Spreading Anal Invasion again

1 year ago

TrannyGem

teen (18+), teen anal (18+), 18, chastity
36:55

Chastity boy puts together office chair in ballet heels

6 years ago

ShemaleZ

office, heels, chastity
12:41

I lost my t-girl chastity with 2 t-girls

6 years ago

KeekAss

teen anal (18+), compilation, handjob compilation, chastity
11:00

Trans Doll milks after College thinking about a Sensational Person (you)

1 year ago

TrannyGem

feet, dildo, milk, 18, sissy, cosplay, chastity
15:08

Chastity and plug

5 years ago

xHamster

chastity
05:06

Sissygasm in a negative chastity belt

2 years ago

xHamster

BDSM, chastity
06:38

Real Sissy Maid Service Dishes

2 years ago

xHamster

maid, cosplay, chastity
06:08 56%

Geile Gummipuppen - Teil2

3 years ago

ShemaleZ

latex, fetish, BDSM, ass to mouth, cum in mouth, domination, chastity
02:26

Take elevator in a whorey garment

11 months ago

TrannyGem

fetish, chastity
10:09

Super-fucking-hot blondie Bailey Wilde eliminates Chastity Then Jerks Off

1 year ago

ShemaleMovie

shemale, chastity
02:44

I got stood up by my date!

3 years ago

xHamster

mature anal, chastity
06:08

Sissy Lucy Machine penetrated by Glowing faux-cock Whilst Locked In chastity

3 years ago

ShemaleTaxi

huge dildo, british, machine, chastity
01:09

Sissy cuming and peeing in a negativ chastity

2 years ago

xHamster

pissing, bondage, chastity
01:09

First week in chastity

2 years ago

xHamster

public, cuckold, chastity
02:25

Sissyslut Witnessing Mental Domination Vids in Iron Purity Box

3 years ago

TrannyGem

domination, slut, chastity
01:20

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

1 year ago

AShemaleTube

outdoor, chinese, insertion, vibrator, skirt, chastity
06:24

Hot Sissy In Chastity Fucks Herself With Her Big Dildo

2 years ago

ShemaleZ

chastity
01:02

Caged Daniela no hands cum

2 years ago

TrannyGem

chastity
15:57

Honey, TransMommy Needs Your Ass Again

8 months ago

BeMyHole

shemale, big ass, solo, chastity
09:07

Sissy Charlotte locked in E-Stim chastity cage and getting pegged by MILF Lisa

3 years ago

xHamster

mature anal, pegging, chastity
06:31

Sissy taniax Cum riding huge black dildo

1 year ago

xHamster

mature, mature anal, anal, dildo, chastity
06:28

My latex girlfriend makes me vibrate in a cage

1 year ago

xHamster

amateur, latex, chastity, BDSM, bondage
57:56

Sissy Lucys Toy Time In Chastity

4 years ago

HClips

chastity
04:28 75%

Taking It On All 4S Gets Her Every Time

1 year ago

TrannyGem

orgasm, chastity, machine
20:15

Sissy Maids Bathroom Bondage, Locked to Toilet

3 years ago

xHamster

toilet, latex, bondage, maid, bathroom, chastity
11:08

Sissy ejaculates in her box to white extinction BIG BLACK COCK dork pornography Breed black Angel scarlett Black

4 years ago

TrannyGem

femdom, natural, BBC, chastity
06:54

Sissyfas :: Spanish Cd In Chastity Enjoys Her Vibrating Plug In Ass - Teaser Video

2 years ago

GetTranny

vibrator, chastity, spanish
07:21

Mitts Free-For-All Trans Cum-Shot Compilation 11

10 months ago

TrannyGem

chastity, cumshot compilation, compilation, cumshot
05:25

Sissy In Chastity Taking Two Beers Via Anal. (two Beers Enema)

2 years ago

ShemaleZ

chastity
06:15

Chastity sissy on fucking machine

8 years ago

TXXX

machine, chastity
06:37

Sissy in chastity and pink fishnets having a 1l beer via anal in the open door

1 year ago

xHamster

amateur, chastity, crossdresser, sissy, public
06:11

Lucy Essex CD And Lisa Playing With Our Toys In The Bedroom And Leaking Cum

4 years ago

BeMyHole

mature anal, orgasm, redhead, toys, chastity
05:58

Sissy Crossdresser DEEP Rectal Have Fun W/ Soles Eating & Deep Throating

2 years ago

TrannyGem

18, chastity
21:30

Sissy Fisting Ass Hard in Chastity

3 years ago

xHamster

mature, fisting, chastity, solo
14:58

Sissy first-ever go with my shag machine while in my innocence

2 years ago

TrannyGem

machine, cosplay, chastity
02:26

Sissy chastity enjoys with dildo

3 years ago

xHamster

turkish, sissy, chastity
05:24 75%

Deep Ass Fucking Pony Salami Faux-Cock Penetrating Machine - Jessica Bloom

1 year ago

TrannyGem

cute, creampie, huge dildo, orgasm, ass, heels, machine
05:42

Cute Trans In Chastity Cums From Anal

3 years ago

ShemaleZ

chastity, cum in ass
04:17

Trans Woman in Chastity Fucked Cowgirl Raw

2 years ago

xHamster

chastity
13:09

Insanely deep Toy fucking. Using a Machine and more.

3 years ago

xHamster

german, machine, chastity
12:54 86%

Innocence cockslut In ebony nylons And underwear Frolicking

4 years ago

TrannyGem

mature, pantyhose, stockings, british, prostitute, nylon, slut
07:52

Chastity desire Gudrun and Angie

5 years ago

AShemaleTube

chastity
04:36

Milfs Sissy Purity Instructing #BratPerversions

2 years ago

TrannyGem

femdom, strapon, chastity
15:03

Sissy maid in chastity

4 years ago

ShemaleTaxi

pantyhose, maid, heels, chastity
04:15

Sissy chastity pony buttplug

7 years ago

ShemaleZ

chastity
02:03

Young Asian sissy in chastity cums handfree

2 years ago

xHamster

french, chastity
01:12

Practice Makes Perfect

4 years ago

xHamster

chastity
10:00

VERY warm Crossdresser in pinkish chastity Fucked

10 months ago

ShemaleMovie

lingerie, BDSM, crossdresser, domination, sissy, chastity
02:23

Self Discipline Gullet Vag with Faux-Cock Gag.

9 months ago

TrannyGem

big cock, big ass, chubby, amateur, chastity, nipples
08:00

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

2 years ago

GetTranny

chastity
06:30

Her First Sissygasm (fuck Machine Chastity Hands Free Cum)

2 years ago

GetTranny

chastity
09:33

Femboy With A Delightsome Shlong, Puts On Her Chastity Lock And Inserts An Ass-plug

4 years ago

ShemaleZ

insertion, chastity
13:47

Sissy tramp Pegging Compilation. female dom chastity

2 years ago

ShemaleTaxi

strapon, pegging, chastity, sissy
11:18

Trans Women Use Dildo, Butt Plug, Vibrator, Chastity and More

1 year ago

xHamster

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02:23

Nip Getting Off While Thinking of Fuckpole with Buttfuck Magic Wand.

10 months ago

TrannyGem

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06:24

Sissy Oksana striptease for BBC online

2 years ago

xHamster

strip, domination, chastity
03:43

Trans Woman Takes Twin Tail Creations Croxic In Chastity 4 Min

2 years ago

ShemaleZ

chastity
18:24

Diamond Chastity - Motel Fun

4 years ago

ShemaleZ

hotel, chastity, brunette
02:23

BIG BLACK COCK Paramour

2 years ago

TrannyGem

BBC, hands free, chastity
05:19

Arms Free-For-All Rectal Ejaculation Sissygasm Cumpilation ten

2 years ago

TrannyGem

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07:25

Encaged Trans Doll spreads out lovely lil fuck-hole

1 year ago

TrannyGem

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