SHEMALE • CHASTITY 3,855 videos

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14:26

Sissy Francesca Anal Play In Chastity

3 years ago

Upornia

toys, chastity
11:06 86%

Mature CD Drinks From Her Condom In Public

2 years ago

BeMyHole

mature, public, smoking, big tits, crossdresser, jerking, condom
26:00

Casey The Anal Slut In Chastity Plays With Her Toys Part 2

3 years ago

ShemaleZ

MILF, slut, chastity
06:01

Sissy pummeled hard while in chastity

3 weeks ago

ShemaleTaxi

chastity, sissy
1:15:12 53%

Agony and elation, chastity and lust, Part two

4 years ago

ShemaleTaxi

german, BDSM, taxi, chastity, domination
05:52

Hot Sissy Anal Slide In Chastity Cage

2 years ago

HClips

chastity
06:01 75%

Chastity sissy anal training with huge black dildo

5 years ago

ShemaleZ

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05:46

Sissy with big ass in fishnet showing her ass and cock in chastity cage

1 year ago

xHamster

german, chastity
11:04

Sissy Nun Astrid Apathy Has Sissygasm In Chastity

1 year ago

ShemaleZ

nun, chastity
14:55

Lanas Weekly Ass-Fuck Lesson

3 years ago

TrannyGem

femdom, russian, fisting, chastity
15:50

Sissy whore teaching in virginity cell and ass buttplug

3 years ago

TrannyGem

whore, chastity
10:31

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot Jessica Bloom

3 years ago

xHamster

orgasm, chastity
11:37 89%

UTTER Sissy Mara Jades Railing Compilation

2 years ago

KeekAss

public, outdoor, crossdresser, sissy, chastity, compilation
15:39

Sissy playing with dildo until cumming

8 months ago

xHamster

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14:11

Lizzy Yum july 2024 dilate and masturbate #4 chastity fantasy bathing pussy clit boobs

8 months ago

xHamster

amateur, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

8 months ago

xHamster

small cock, bondage, dildo, chastity, femboy
07:41

Chastity life

5 years ago

TXXX

BDSM, chastity
04:34

Big Dildo In Ass And Chastity. No Cum! - Amanda S

3 years ago

ShemaleZ

chastity, cum in ass
09:47

Sissy Maids Self Suspension Bondage

3 years ago

xHamster

bondage, maid, sissy, chastity
05:47

Cutie Trans Sissy In Chastity Scarlet Sky Collared And Leashed To Wall For Playtime!

1 year ago

ShemaleZ

chastity
02:02

Sissyslut in virginity

1 year ago

TrannyGem

chastity
02:14

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

1 year ago

TrannyGem

dildo, crossdresser, gym, BBC, chastity
11:09

Sissy in chastity

5 years ago

TXXX

chastity
06:52

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

1 year ago

ShemaleTaxi

huge dildo, boots, chastity, sissy
06:47

Chastity Sissy Public Self Bondage Part 1

5 years ago

ShemaleZ

public, fetish, bondage, crossdresser, sissy, chastity
06:00

Sissy fucked hard while in chastity

1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC
05:32

Latex Sissy In Chastity And Fucked By Mistress

3 years ago

ShemaleZ

femdom, latex, chastity
09:39

Sissy Tammy Fucks Sex Machine While In Chastity

3 years ago

TXXX

machine, chastity
10:30

Sissy Destroys Her Ass While Is Chastity

1 year ago

BeMyHole

sissy, chastity
10:47

Tgirl plays with her woman trunk after streaming

1 year ago

TrannyGem

shemale, solo, orgasm, sissy, chastity, anal orgasm
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

1 year ago

ShemaleZ

dildo, chastity, femboy
05:43

Attempting on this chastity tool

1 year ago

ShemaleTaxi

chastity, orgasm
01:01

Goddess Violet Presents: The Feminization of M

1 year ago

xHamster

maid, chastity
05:15 79%

German trans girl cums while being locked up in chastity by her jealous boyfriend - solo masturbation - Emily Adaire TS

3 years ago

xHamster

german, chastity, homemade
19:00

Sissy Lucy being locked in metal Chastity for Locktober

4 years ago

xHamster

couple, BDSM, 18, chastity
10:42

Chastity Sissy Slut assfuck climax Encouragement - Jessica Bloom

5 months ago

ShemaleMovie

train, huge dildo, anal, orgasm, dildo, slut, sissy
05:44

Chastity And Girlcock Sissy Left In Woods After Rough Fuck & Facial

1 year ago

BeMyHole

public, outdoor, blonde, chastity
03:24

Sissy cd in chastity

6 years ago

ShemaleZ

chastity
08:01

MercurySissy riding huge toy in chastity - trans sissy slut anal solo

2 years ago

xHamster

train, riding, slut, chastity
06:10

Chastity Slut In Stockings And Heels Playing With Suggest Model

4 years ago

ShemaleZ

heels, chastity, mature
10:44

Hubbys Keys And For This Orgasm Will Be Closed For 7 Days With A Chastity Belt

3 years ago

HClips

orgasm, chastity
08:14

Erika Oak Cums In Chastity From Her Vibrator

3 years ago

xHamster

vibrator, chastity
06:35

Love Tasting My Own bootie mayo, notably While Locked in Chastity

1 year ago

ShemaleTaxi

chastity
03:41

Mina loves high heels and chastity cages.

4 years ago

xHamster

heels, chastity
01:33

Chastity Mistress Keyholder Femdom Tease Edge Sissy Cro

4 years ago

AShemaleTube

femdom, tease, chastity
21:02

SISSY LATEXDOLL GETTING OFF #2

4 days ago

TrannyGem

masturbation, chastity
01:31

Tgirl in Bondage and Chastity Fucked

2 years ago

xHamster

bondage, chastity
06:17

Torrid Sissy assfuck glide in Chastity Cage

2 years ago

ShemaleTaxi

chastity, femboy
07:35

Violet virginity fettered to smash Machine

4 months ago

ShemaleMovie

machine, cuckold, chastity
04:03

Trans in virginity box toying with a hitachi (no let go)

1 year ago

TrannyGem

vibrator, chastity
10:07

Plugged cross-dresser amateur in chastity receives a rough anal fucking

7 years ago

TrannyOne

bareback, chastity
20:28

Anal Training in Chastity

6 years ago

ShemaleZ

train, teen anal (18+), chastity
14:13

Chastity hands free cumming

2 months ago

XXXDan

hands free, mature, chastity
02:15

HOTTEST PORKING HEFTY STRAP DILDO SISSY RECTAL. THIS BIOTCH IS PREPPED TO DRILL. Sissy Nailed In Innocence

1 week ago

TrannyGem

big cock, femdom, chastity, huge dildo, bondage, strapon, sissy
03:37

Sissy in chastity sucking cock

7 years ago

ShemaleZ

POV, chastity
06:16

Lily Leigh Cam Show - November 24th 2023 (part 2) - Chastity Cage Dildo & Masturbation Private Show

1 year ago

ShemaleZ

dildo, masturbation, chastity
05:05

Sissy Cum In Inverted Chastity Cage After Being Denied For 60 Days

1 year ago

Upornia

chastity
01:22

Testing The Piss Pump

1 year ago

xHamster

pissing, femdom, czech, BDSM, chastity
08:13

Sexy Sissy In Chastity Strapon Fucked By Dominatrix

1 year ago

ShemaleZ

strapon, chastity
16:06

Welcome Home Lizzy- Bdsm Female Chastity Post Op Pussy Masturbation Orgasm - Lizzy Yum

1 year ago

ShemaleZ

orgasm, BDSM, chastity, post op
01:53

Chastity cum .pussy eating

1 month ago

AShemaleTube

chastity
04:50

Hot Sissy in Chastity Squirts

6 years ago

AShemaleTube

squirt, chastity
06:00

Blonde tranny Chastity B takes a cock in her mouth and ass

12 years ago

BravoTube

chastity
06:26

ABS024 sweetie femboy wearing cheongsam in chastity

4 years ago

VideoSection

chinese, chastity, femboy
09:44

Plugged chastity cage whore

10 years ago

xHamster

whore, chastity
03:23

Pee And Cum On Myself In Chastity

2 years ago

ShemaleZ

pissing, chastity
15:04

CROSSDRESSER PLAYS WITH MAN-MEAT IN V-CARD BELT AND PANTYHOSE AND HIGH STILETTOS

3 years ago

TrannyGem

pantyhose, bondage, cuckold, chastity, crossdresser
12:27

Sissy Crossdresser Lucy Torn Up by ten Inch Black BIG BLACK COCK whilst in Virginity at She-World Bang-Out Pub

4 years ago

TrannyGem

mature anal, club, BBC, sissy, chastity
24:57

Chastity sandy loves black cocks

5 years ago

TXXX

blonde, bareback, chastity, black
06:30

SOLO SHEMALE GETS WILD

4 years ago

TrannyGem

homemade, MILF, hooker, audition, chastity, femboy
16:04

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

2 years ago

ShemaleZ

dildo, redhead, tattoo, chastity
14:39

Sissy Emily Hardon Cheerleader Chastity Dildo Play

5 years ago

ShemaleZ

cheerleader, sissy, chastity
07:54

Sissy Holy - chastity getting off directives - how I play with myself

7 months ago

ShemaleTaxi

pantyhose, POV, lingerie, BDSM, ladyboy, british, sissy
02:16

Shaggy Fucks Transgender in Chastity

1 year ago

xHamster

sissy, chastity
05:45

Amateur Femboy Tries To Cum Handsfree In Chastity But Gets Impatient And Jerks Off

2 years ago

ShemaleZ

hands free, chastity
04:38

Posting my chastity key goes wrong

1 year ago

xHamster

outdoor, lingerie, british, sissy, chastity
03:02

Bimbo tranny slut in chastity cage

6 years ago

TXXX

slut, chastity
07:23

Sissy chick rails fat plaything while being locked jessiesissyadventures

7 months ago

TrannyGem

fat, dildo, crossdresser, 18, sissy, chastity, femboy
11:41

2 Sissy Latex Nurses Getting Pegged In Chastity By Milf Lisa

1 year ago

ShemaleZ

latex, BDSM, pegging, sissy, chastity, webcam
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

1 year ago

xHamster

bondage, maid, BDSM, chastity
06:15

Sissy Andrea Chastity wears bikini and matching color fishnet stockings.

5 years ago

AnyPorn

bikini, chastity
10:53

Sexy Sissy In Chastity Sexyasiansissy

3 years ago

Upornia

chastity
02:01

Encaged and stimulated

3 months ago

TrannyGem

chastity
04:12

Sissy in latex and chastity having fun

5 years ago

ShemaleZ

latex, chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

2 years ago

xHamster

latex, bondage, BDSM, chastity
05:09

[SISSY] exposure have fun

9 months ago

TrannyGem

public, outdoor, japanese, crossdresser, sissy, chastity
06:22

Sissy chastity training on tentacle

2 years ago

xHamster

train, dildo, tentacle, chastity
01:15

Sissy slut haileydoll in chastity riding bbc dildo

1 year ago

xHamster

chastity
13:58

Massaging lotion on innocence cell and crotch and flesh. turn me on

2 months ago

TrannyGem

chastity, massage, bondage
03:55

Trans Woman Cowgirl Fucked In Chastity 4 Min - Kelsey Masters

1 year ago

ShemaleZ

chastity, latex
10:10

Misr4 - chastity cage cum on fishnet

1 year ago

xHamster

orgasm, chastity
06:00

Teen ladyboy in bondage and chastity cage blowjob and anal

5 years ago

AShemaleTube

bondage, chastity
07:01

Desperate sissy attempts to cum fter week in chastity

4 years ago

HClips

chastity, 18
05:37

Cd Andrea Chastity Assplay

3 years ago

Upornia

chastity, amateur
05:22

Cutie Makes Sure Her Asshole is Streatched Out & Ready For Cock at a Moments Notice

9 months ago

xHamster

chastity, amateur, small cock, asshole
06:10

Trans Kelsey Masters Big donk porked wet While in Chastity

1 year ago

ShemaleTaxi

homemade, chastity
29:32

Jism from every Fuckhole

4 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
05:38

German Dirty Talk Sissy Slut with Big Boobies and a Tiny Clitty in a Small Chastity has Blonde Bimbo Cowgirl Sissygasm

2 years ago

xHamster

cute, german, monster, dirty talk, slut, chastity
05:10

Trans Woman in Chastity Fucked Missionary POV

2 years ago

xHamster

BDSM, missionary, chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

1 year ago

xHamster

maid, chastity
09:09

Innocence Sandy plumbed Rigid

4 years ago

TrannyGem

chastity
03:01

Fucking Machine And Chastity (cum At 1:30)

2 years ago

ShemaleZ

machine, chastity
10:32

Reya Reign – Cum In Chastity

1 year ago

VipTube

solo, webcam, chastity
04:46

She Gets Continuously Romped To An Explosive Ejaculation

2 years ago

TrannyGem

squirt, machine, anal orgasm, hands free, chastity, dildo
09:53

Anal Orgasms In Chastity Cage - Sissy Slut Jessica Bloom

1 year ago

ShemaleZ

orgasm, webcam, chastity
10:00

Pale femboy trap in striped stockings beats own balls escapes chastity and rubs her little cock to a limp hands free cum

1 year ago

xHamster

orgasm, hands free, chastity, femboy
05:07

Kinky Sissy

1 year ago

xHamster

panties, chastity
05:54

Tied up sissy in chastity cage with anal plug ready for fuck

1 year ago

xHamster

french, bondage, tied, chastity
03:42

Sissy Crossdresser Sounding in Plane Innocence Box

1 year ago

TrannyGem

handjob, chastity
05:53

Lily Leigh Cam Show - November 21st, 2023 - Chastity Cage & Dildo Private Show

1 year ago

xHamster

amateur, small cock, dildo, chastity
08:49

Mistress Teacher User Her Skills To Fuck Cute Futa Blonde

1 year ago

xHamster

femdom, teacher, futanari, chastity
04:13

Sissy locks her cock in a chastity cage

2 years ago

xHamster

chastity
07:34

SISSY IN CHASTITY

9 years ago

JizzBunker

chastity
01:01

Velma does dirty things!

3 years ago

xHamster

chastity
06:27

Lesbo Buttfuck Sissy Jacking & Handballing Jessica Bloom And Polieana

1 month ago

TrannyGem

lesbian, chastity, fisting, amateur
02:31

Horny Latex Slut Locked In The Inverted Chastity Cage

1 year ago

xHamster

latex, sissy, chastity
05:28

SlimSissyJessica returns to cheap motel to meet strangers.

1 year ago

xHamster

hotel, sissy, stranger, chastity
06:06

Chastity contraption with ass Plug Attachment

2 years ago

ShemaleTaxi

BDSM, taxi, chastity
16:24

Foxy TS babes getting their asshole gaped by the huge dildos while jerking off their thick Tcocks

4 years ago

BeMyHole

huge dildo, handjob compilation, gape, chastity, compilation
03:13

Deep anal invasion for trans dame from smashing machine and fake penis

1 year ago

TrannyGem

masturbation, machine, chastity

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