SHEMALE • CHASTITY 531 videos

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15:56

RUSSIAN FEMBOY HUMPS WITH DOMME FOR THE FIRST-EVER TIME WITH A IMMENSE BELT DICK, STRAPPED WITH A INNOCENCE

2 years ago

TrannyGem

femdom, strapon, russian, pegging, first time, chastity, femboy
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

2 years ago

ShemaleZ

penis, chastity
15:56

RUSSIAN FEMBOY TEARS UP WITH DOMME FOR THE VERY FIRST TIME WITH a YAM-SIZED BELT DICK, STRAPPED WITH a INNOCENCE

2 years ago

TrannyGem

femdom, strapon, mature anal, russian, fisting, bondage, pegging
17:23

Edging Lana to Numerous Wrecked Climaxes after four weeks in a Purity Cell

2 years ago

TrannyGem

chastity
17:23

Edging Lana to Numerous Destroyed Ejaculations after four Weeks in a Innocence Cell

2 years ago

TrannyGem

chastity
20:10

SISSY SHOOTS A LOAD IN V-CARD AFTER five DAYS OF V-CARD JIZM IN SHAFT CELL Virginity Jizm Compilation

2 years ago

TrannyGem

orgasm compilation, chastity
19:47

Sissy Bitch Shagging Machine Ass Fucking Teaching and Good-Sized Playthings (long Version)

2 years ago

TrannyGem

train, huge dildo, mask, machine, chastity
19:47

Sissy slut fucking machine anal training and huge toys (long version)

2 years ago

PornHub

train, huge dildo, dildo, masturbation, mask, machine, slut
15:04

CROSSDRESSER PLAYS WITH MAN MEAT IN VIRGINITY BELT AND PANTYHOSE AND HIGH HIGH-HEELED SHOES

2 years ago

TrannyGem

pantyhose, bondage, cuckold, crossdresser, heels, shoes, chastity
15:07

Encaged Trap Railing Faux-Cock and Stimulating Cell to Ejaculation 4K

2 years ago

TrannyGem

pissing, teen anal (18+), panties, wet, socks, skirt, chastity
15:47

Lana Trap gets Assfucking Teaching from Bombi for her 1 Month in Innocence Cell Part 1

2 years ago

TrannyGem

femdom, strapon, russian, pegging, chastity
15:04

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

2 years ago

TrannyGem

pantyhose, bondage, cuckold, chastity, crossdresser
20:10

SISSY SHOOTS A LOAD IN INNOCENCE AFTER five DAYS OF VIRGINITY JIZM IN MAN ROD BOX V-Card Jism Compilation

2 years ago

TrannyGem

behind the scenes, cumshot compilation, orgasm compilation, chastity
15:49 68%

Exhibitionist Crystal Encaged Claus, two

2 years ago

TrannyGem

public, upskirt, panties, chastity
16:35

Sissy Gets To Cum In My Ass After 2 Weeks In Chastity

2 years ago

HClips

sissy, chastity, cum in ass
17:06

Cutie assistant public remote manage

2 years ago

TrannyGem

public, secretary, vibrator, chastity
18:22 57%

Sissy Breezy is what you will always be

2 years ago

TrannyGem

train, BDSM, spanking, clit, big clit, whore, slut
19:31

Slim sissy in chastity fucks her smooth ass.

2 years ago

xHamster

ass, JOI, chastity
57:56

Sissy Lucys Toy Time In Chastity

2 years ago

HClips

chastity
24:31

Sissy In Chastity Caged Fuck Dildo

2 years ago

HClips

dildo, chastity
18:00

Cumming in Self Bondage and Chastity

2 years ago

xHamster

bondage, BDSM, chastity
21:22

Sissy Maid Caught in Self Bondage

2 years ago

xHamster

couple, bondage, maid, caught, chastity
58:26

Sissy Lucy's toy time in chastity

2 years ago

AShemaleTube

redhead, double anal, double penetration, chastity
25:01

Crossdresser fuck dildo with chastity cage

2 years ago

xHamster

dildo, chastity
25:00

Sissy in chastity caged fuck dildo

2 years ago

AShemaleTube

chastity
1:17:37

Yasmin Lee, Chastity, And Alissa Gangbang Guy

3 years ago

Upornia

gangbang, group, chastity
28:13 77%

Working from home as a Chastity Sissy Secretary is so much fun

3 years ago

PornHub

femdom, shemale, fetish, fisting, crossdresser, british, glasses
1:02:34

Sissy Lucy Anal Training in Chastity with Huge Dildos and Getting Pegged by Lisa

3 years ago

PornHub

femdom, mature anal, train, huge dildo, double anal, british, blonde
15:28

I cant wait to take your she-creature chastity

3 years ago

ShemaleTaxi

bisexual, hardcore, chastity
19:29 89%

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero

3 years ago

HClips

BDSM, cum in mouth, chastity, brunette, solo
1:18:06

Yasmin Lee, Chastity, and Alissa gangbang guy

3 years ago

AShemaleTube

gangbang, chastity
23:29

Sissy Cd In Chastity Milked Dry Handsfree Sissygasms Huge Dildos Big Mess Cleanup Rainbow Sto

3 years ago

HClips

huge dildo, milk, hands free, chastity
19:58

Luna in chastity cage gets horny and cums

3 years ago

AShemaleTube

cum in mouth, chastity
19:00

Chastity With Fucking Machine 1

3 years ago

AShemaleTube

machine, chastity
18:49

Plastic Tranny Fuckslut in Purity Rails Large Fuck Sticks

3 years ago

TrannyGem

doll, huge dildo, dildo, mask, chastity
1:04:17 83%

Used sissy in chastity

3 years ago

ShemaleTaxi

sissy, chastity
1:15:12 63%

Agony and elation, chastity and lust, Part two

3 years ago

ShemaleTaxi

german, BDSM, taxi, chastity
1:14:27

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

threesome, BDSM, chastity
21:05

Sissy Daily Basics: Some Anal Fun In Chastity

3 years ago

HClips

chastity, brunette
24:11

Asian Femboy In Cheongsam Tries Out The New Horsecock Dildo With Chastity Cage Cums 3 Times

3 years ago

ShemaleZ

chastity
25:39

Sissy In Corset Rub Herself With Dildo And Rabbit Then Cum In Chastity

3 years ago

Upornia

fetish, dildo, chastity
1:15:02

Pain and pleasure, chastity and lust, Part 2

3 years ago

xHamster

german, BDSM, JOI, chastity
20:59 50%

Sissy Brittanie Masturbates In Chastity To Hypno

3 years ago

ShemaleZ

lingerie, chastity
21:36

Kinky Kigarumi Chastity

3 years ago

AShemaleTube

chastity
16:02

Ezzyforever Ruins Her Ass And Cums In Chastity

3 years ago

Upornia

fetish, chastity, cum in ass
15:29

Self bdsm sissyspb pumping chastity

3 years ago

xHamster

russian, pump, chastity
1:13:30 69%

Best of Sissies Cumming in Chastity

3 years ago

BeMyHole

cumshot compilation, sissy, chastity
16:25

I cant wait to take your tranny chastity

3 years ago

HDSex

chastity
23:17

Painful ponyplay on the Halloween party

3 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
17:41

Dirty priest tied up and humiliated her slave

3 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
15:08

Chastity and plug

3 years ago

xHamster

chastity
18:15 50%

Shamale chastity

3 years ago

VideoSection

teen anal (18+), domination, chastity
54:03

Batman CosPlay Parody with BBC Batman, Chastity Sissy BatGirl and Latex Hit Girl

3 years ago

PornHub

latex, gagging, deepthroat, heels, cosplay, chastity
19:00

Sissy Lucy being locked in metal Chastity for Locktober

3 years ago

xHamster

couple, BDSM, 18, chastity
19:13

Sissy Punished and Fucked for Removeing her Chastity Part 3 Final

3 years ago

BeMyHole

sissy, chastity
37:09

THE ULTIMATE CHASTITY CAGE REVIEW AND GUIDE VIDEO

3 years ago

BeMyHole

chastity
2:14:04

Delicious Cheeks Plays Deltarune (part two) [with Mutt Faux-Cock!]

3 years ago

TrannyGem

game, chastity
29:32

Jism from every Fuckhole

3 years ago

TrannyGem

latex, rubber, doll, orgasm, anal orgasm, chastity
58:26

Sissy TGirl Lucy in chastity playing with her dildo's.

3 years ago

xHamster

mature anal, redhead, chastity, dildo
15:40

Indecent cleft COSMOS - INNOCENCE contest DIARIES

3 years ago

TrannyGem

contest, chastity
21:29

Encaged Femboy Opens Up her Edible Booty

3 years ago

TrannyGem

teen anal (18+), gape, chastity
17:37

I want to be the one who takes your ladyboy chastity

3 years ago

TrannyGem

chastity
16:57

Sissy trap blows her dildo than fucks it (Full video)

3 years ago

PornHub

handjob, dildo, chastity
49:11

Podcast Ep13: Sissy, Chastity and Lust

3 years ago

xHamster

chastity
27:08

Trans assfucking Of V-Card Sandy

3 years ago

TrannyGem

chastity
53:54 80%

Sizzling chastity box ladies get fucked hard just see the clit swing

3 years ago

ShemaleTaxi

creampie, anal, clit, big clit, sissy, chastity
18:59

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

3 years ago

VideoSection

chastity
35:23

Sissygasm chastity teaching - day three

3 years ago

ShemaleMovie

chastity
18:25

Plastic shemale whore in chastity rides huge dildos

3 years ago

TXXX

huge dildo, fetish, dildo, riding, whore, chastity
15:02

Satisfy let me take your she-creature chastity

4 years ago

ShemaleMovie

bisexual, hardcore, chastity
15:35

I will be the one to take your she-male chastity

4 years ago

ShemaleMovie

bisexual, hardcore, chastity
16:10

In chastity and lingerie playing with my donk

4 years ago

ShemaleMovie

chastity
18:19

Lily starlet ass to mouth and leaking out of chastity

4 years ago

HDSex

ass to mouth, sissy, chastity
21:33

Sissy in Chastity Pleasures Herself with Toys and Hypno

4 years ago

ShemaleZ

fisting, chastity
33:18

She Let Him Out Of Chastity

4 years ago

ShemaleZ

blowjob, chastity
1:06:07 80%

Taryn Elizabeth gets strapon while in chastity

4 years ago

ShemaleZ

strapon, chastity
17:16

Pink sissy has multiple sissygasms in chastity.

4 years ago

ShemaleZ

chastity
26:38

Trans anal Of Chastity Sandy

4 years ago

TXXX

chastity
26:38

Trans anal Of Chastity Sandy

4 years ago

ShemaleZ

chastity
24:57

Chastity sandy loves black cocks

4 years ago

TXXX

blonde, bareback, chastity
24:52

Chastity Sandy likes dark penises

4 years ago

ShemaleZ

chastity
20:09

Chastity Slut using vibrator and came

4 years ago

TXXX

vibrator, slut, chastity
29:15

Daddys Little Sissy hoe Erin Showing Her recent Chastity

4 years ago

TXXX

chastity
16:41

Sissy buttfuck training in chastity cage

4 years ago

HDSex

train, chastity
19:31

Long anal Plug with Chastity cum

4 years ago

ShemaleZ

chastity
26:15

Naughty Chastity Sandy.

4 years ago

TXXX

chastity
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

4 years ago

HClips

fetish, chastity
25:44

Cute trap The Mortal Medusa in chastity

4 years ago

ShemaleZ

cute, chastity
20:23

A sissygasm through chastity

4 years ago

ShemaleZ

small cock, BDSM, toys, chastity
41:24 89%

Natalie Mars And friend Feminized In Chastity slavery

4 years ago

ShemaleZ

fetish, BDSM, chastity
23:19

Ghotic trap solo in chastity

4 years ago

HClips

chastity
18:33

DEBBIE IN CHASTITY

4 years ago

ShemaleZ

chastity
33:18

She Let Him Out Of Chastity

4 years ago

TXXX

chastity
28:19

Pink sissy rides again. Sissygasm in chastity like a good gurl

4 years ago

ShemaleZ

chastity
16:55

Teen sissy in chastity with her Master

4 years ago

HClips

chastity
19:43

Femboy Enjoy II

4 years ago

TrannyGem

strapon, teen anal (18+), chastity, femboy
17:12

Sissy cd cums in chastity with vibrator after riding fucking machine (2/2)

4 years ago

TXXX

machine, vibrator, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

4 years ago

ShemaleZ

fetish, interracial, sissy, chastity
26:15

Naughty Chastity Sandy.

4 years ago

ShemaleZ

chastity
15:27

Frilly sissy in chastity fucked by Mistress

4 years ago

ShemaleZ

femdom, chastity
37:29

Slutyvanessa 4 BBC Gangbang in chastity belt

4 years ago

ShemaleZ

crossdresser, gangbang, BBC, chastity
15:31

Trans slave in chastity made to bury her belongings by her Mistress

4 years ago

ShemaleZ

femdom, BDSM, chastity
24:21

Sissy cd chastity self teasing & lots of anal toys (edited version)

4 years ago

ShemaleZ

tease, chastity
18:51

Sissy teen In Chastity pounding Dildos

4 years ago

ShemaleZ

chastity
16:19

Tranny In Chastity Toys Ass And Cums

4 years ago

AShemaleTube

chastity, cum in ass
23:19

Ghotic trap solo in chastity

4 years ago

ShemaleZ

chastity
27:17 82%

NATALIE MARS PONY HAVE FUN

4 years ago

TrannyGem

huge dildo, heels, chastity, dildo
39:38

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

4 years ago

HClips

BBC, chastity
15:15

Ashley gets punished for removeing her chastity part 2 out of 3

5 years ago

ShemaleZ

chastity
19:40

Shemale samurai challenges you to take her chastity

5 years ago

ShemaleZ

toys, chastity
20:04

Shemale samurai challenges you to take her chastity

5 years ago

PornHub

toys, cosplay, chastity, solo
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity
42:14

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

slut, chastity
23:48

Pink Mercy Trap in Chastity doing Deepthroath and Anal Play

5 years ago

TrannyGem

italian, dildo, erotic, cosplay, chastity, sensual
15:15 76%

TS Anna Katt Prepares Lilys Ass for Cock

5 years ago

TrannyGem

lesbian, train, anal, glasses, reality, chastity
20:48

A Sissygasm through Chastity

5 years ago

TrannyGem

orgasm, bondage, BDSM, BBC, chastity
23:33

Pink Mercy trap in chastity doing deepthroath and anal play

5 years ago

TXXX

chastity
24:32

Feminized - Stretching the Slut 1

5 years ago

TrannyGem

femdom, latex, bondage, slut, chastity
36:55

Chastity boy puts together office chair in ballet heels

5 years ago

ShemaleZ

office, heels, chastity
20:28

Anal Training in Chastity

5 years ago

ShemaleZ

train, teen anal (18+), chastity

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