SHEMALE • CHASTITY 531 videos

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25:50

Hot sissy in red PVC fucking a huge 12 inch black dildo

1 year ago

xHamster

latex, mature anal, huge dildo, british, chastity
16:11

Sissy attempts restrain bondage :)

1 year ago

TrannyGem

train, bondage, maid, ass, chastity
22:25

Mistress Gives Me Cages Key To Cum As A Woman After 6 Days On Chastity

1 year ago

HClips

femdom, chastity
18:15

PorchaeTS pounds pussy with huge dildos and cums hard.

1 year ago

xHamster

huge dildo, chastity
49:33

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

1 year ago

xHamster

french, chastity
17:10

Sissy Maids Self Bondage Predicament

1 year ago

xHamster

latex, fetish, bondage, maid, chastity
15:12

Sissy Maids Spiked Chastity Cage Self Bondage Torment

1 year ago

xHamster

latex, fetish, bondage, maid, chastity
17:11

Guy Jerks Off with Trans Woman in Chastity

1 year ago

xHamster

fetish, 18, jerking, chastity
21:30

Sissy Fisting Ass Hard In Chastity

1 year ago

ShemaleZ

fisting, chastity
23:46

Sissy Hope, the naughty slut & her new cam

1 year ago

xHamster

tattoo, mexican, slut, chastity
22:10

Sissy Maid Hogtied In Armbinder While In Steel Chastity Belt Gagged

1 year ago

Upornia

gagging, maid, chastity
1:03:39

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

1 year ago

xHamster

stockings, french, lingerie, chastity
16:32

Sissy In Chastity Getting Her Asshole Whipped Before Getting Anally Barebacked

1 year ago

Upornia

asshole, chastity
17:30

Sissy femboy in chastity riding big toys and spanking herself

1 year ago

xHamster

spanking, dutch, slut, chastity
32:07

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

1 year ago

xHamster

french, chastity
22:38

The Life of Hatch and Butt Breezy

1 year ago

TrannyGem

teen anal (18+), 18, machine, cosplay, chastity
24:39

Sissy Luxiana In Chastity Cage And Dildo

1 year ago

ShemaleZ

dildo, chastity
16:45

Guy Jerks Off With Trans Woman In Chastity

1 year ago

ShemaleZ

jerking, chastity
40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

1 year ago

ShemaleZ

chastity
1:00:38

Master fucking and fisting my ass with machine

1 year ago

xHamster

fisting, BDSM, machine, chastity
18:53

Sissy boy smashed by fuckmachine

1 year ago

xHamster

chastity
16:33

Stranger controlls my machine

1 year ago

xHamster

machine, stranger, chastity
22:08

Fuckmachine torture

1 year ago

xHamster

chastity
22:10

Sissy Maid Hogtied in Armbinder while in Steel Chastity Belt, Gagged

1 year ago

xHamster

latex, gagging, bondage, maid, chastity
30:39

Sissy Mercilessly taunted & permanently Locked in iron Chastity Cock Cage

1 year ago

ShemaleTaxi

BDSM, mask, chastity
20:12

Sissy Maid Cuffed Spread Eagle In Steel Chastity Belt And Huge Dildo

1 year ago

ShemaleZ

stockings, latex, huge dildo, maid, chastity
28:36

Sissy Maid rigorous frog-tie in Steel chastity and Armbinder

1 year ago

ShemaleTaxi

latex, bondage, maid, BDSM, tied, taxi, chastity
42:34

Chastity T-girl 4on1, Bwc, Atm, Balls - Itzel Saenz

1 year ago

ShemaleZ

anal, double anal, group, cum in mouth, double penetration, chastity
16:12

Cd Sissy Trans Maschine Fucked Ass Pig Whore Chastity

1 year ago

ShemaleZ

latex, whore, chastity
25:47

Self Bondage in PVC Catsuit,Boots, Bra and Panties locked in chastity gagged

1 year ago

xHamster

gagging, bondage, boots, panties, chastity
15:39

Blonde Sissy Waits For gang-fuck For Hard butt fuckin And Double Anal Sissy Chastity Training

1 year ago

ShemaleTaxi

train, double anal, taxi, double penetration, chastity
20:35

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
28:44

Exposed Cd Sissy Katie Does Live Show In Chastity Cage

1 year ago

ShemaleZ

chastity
19:59

Petite ladyboy hot webcam solo

1 year ago

Analdin

spy, bukkake, chastity, brunette
24:36

Asian Femboy Tries Out The New Dildo With Chastity Cage

1 year ago

HClips

dildo, 18, chastity, femboy
28:27

Sissy Maid Strict Hogtie In Steel Chastity And Armbinder

1 year ago

Upornia

maid, chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

1 year ago

xHamster

latex, bondage, BDSM, chastity
23:15

Sissy Hope showing her boipussi and new tattoo

1 year ago

xHamster

mexican, chastity
16:14

Sissy Joyce - The Vice complete chastity cage review and guide - ALL SIZES

1 year ago

TrannyOne

sissy, chastity
15:05

Its time to lose your chastity to a transgender princess

1 year ago

ShemaleTaxi

threesome, taxi, chastity
15:37

Sissy Slut Training

1 year ago

BeMyHole

stockings, train, fetish, toys, slut, chastity
28:27

Sissy Maid Strict Hogtie in Steel Chastity and Armbinder

1 year ago

xHamster

latex, bondage, maid, chastity
17:26

Amateur Sissy Cock Pleasuring

1 year ago

BeMyHole

jerking, toys, slut, skirt, chastity
19:11

Latex Slave Takes Fuck Machine

1 year ago

BeMyHole

feet, latex, fetish, bondage, boots, BDSM, jerking
24:45

Astrid Apathy Puts On Erotic Show In Thigh High Socks And Chastity

1 year ago

ShemaleZ

socks, erotic, chastity
51:23

Linzy19's Guide To Chastity

1 year ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
15:03 59%

Chastity Tgirl Gets Double Anal Fucked In A With Itzel Saenz And Hardcore Gangbang

1 year ago

ShemaleZ

POV, double anal, gangbang, toys, double penetration, hardcore, chastity
15:51 88%

Sissy Joyce In The Complete Chastity Review & Guide - All Sizes

1 year ago

ShemaleZ

solo, sissy, chastity, BDSM
18:10

Trans Sissy Scarlet Sky Sissygasms All Over Herself in Chastity and Bondage!

1 year ago

PornHub

anal, orgasm, bondage, blonde, goth, chastity
17:38

Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots

1 year ago

xHamster

latex, huge dildo, bondage, boots, maid, lingerie, BDSM
21:40

Sissy fisting Ass rigid in chastity

1 year ago

ShemaleTaxi

anal, fisting, toys, chastity, femboy
16:12

CD Sissy Trans Maschine Fucked Ass Pig Whore Chastity

1 year ago

xHamster

whore, chastity
20:12

Sissy Maid Cuffed Spread Eagle in Steel Chastity Belt and Huge Dildo

1 year ago

xHamster

latex, huge dildo, fetish, maid, chastity
15:06

Skitty in Soft slapping into Hard Sissygasm

1 year ago

xHamster

latex, german, chastity
17:59

Spiked Chastity Cage Self Bondage Sissy Maid

1 year ago

xHamster

latex, bondage, maid, chastity
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

1 year ago

ShemaleZ

amateur, webcam, sissy, chastity
18:05

БДСМ, госпожа играет с членом трансика

1 year ago

PornHub

train, fetish, bondage, chastity
23:54

Sissy Chastity 10/12/2022 Transgender Slave Obedience Lock Up Metal Cage

1 year ago

ShemaleZ

chastity
18:33

Self Bondage In Pvc Layers Steel Chastity Belt And Large Dildo Locked

1 year ago

TXXX

latex, bondage, chastity
21:30

Sissy Fisting Ass Hard in Chastity

1 year ago

xHamster

mature, fisting, chastity
16:04

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

1 year ago

ShemaleZ

dildo, redhead, tattoo, chastity
16:39

Submissive in Chastity Tied, spanked, and Edged - punk female dom

1 year ago

ShemaleTaxi

spanking, tied, goth, taxi, chastity
20:13 88%

Tiny Dick Chastity And Mild Training

1 year ago

BeMyHole

train, fetish, uniform, cumshot, jerking, ass, toys
24:37

Skitty in Anal Plug progression Stretching

1 year ago

xHamster

german, train, chastity
19:22

Trap in chastity cell buttfuck

1 year ago

ShemaleMovie

blonde, skinny, chastity
1:39:12

Tgirl_fun 2022-2-7 Chaturbate Stream

1 year ago

PornHub

bondage, BDSM, tied, chastity
20:38

Sissy In Chastity Toying Hard Until She Makes Cummies

1 year ago

BeMyHole

fetish, bondage, jerking, toys, chastity
35:52

Sissy Aimee stretches well-lubed backside with playthings in chastity cage

1 year ago

ShemaleMovie

ass to mouth, sissy, chastity
24:20 77%

Black TGirls Hardcore - Chastity Kane

1 year ago

TrannyOne

black, 18, hardcore, chastity
18:33

Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked

1 year ago

xHamster

latex, bondage, chastity
27:23

Sissy Training: Deepthroat, anal & Sissygasm while locked in Chastity

1 year ago

PornHub

stockings, black, train, fetish, dildo, panties, dress
29:26

Solo Fun On A Fuck Machine

1 year ago

BeMyHole

feet, glasses, shaving, toys, machine, small tits, chastity
21:22 77%

Skitty&M&L in Our first fun Together

1 year ago

xHamster

latex, german, BDSM, sissy, chastity
43:34 76%

ABS024 hottie femboy Abby Kitty wearing cheongsam in chastity - web cam female

1 year ago

ShemaleTaxi

masturbation, chinese, vibrator, taxi, chastity, asian
19:46

SISSY hubby IN stocking HIGH high-heeled slippers CUM CHASTITY WITH NIPPLE CLIPS

1 year ago

ShemaleTaxi

nipples, heels, taxi, chastity
47:08

Armbinder Tied To Chastity Cage Sissy Maid Self Bondage

1 year ago

ShemaleZ

latex, bondage, maid, tied, chastity
32:11

Lizzy Yum In August 2022 #8 Sex Machines Erotic Electricity & Bsdm-chastity

1 year ago

ShemaleZ

erotic, machine, chastity
19:27

Suspension Self Bondage Sissy Maid in Chastity, Gagged and Blindfolded

1 year ago

xHamster

latex, gagging, bondage, maid, chastity
21:40

New Deep Love Vol.1 - Episode 5

1 year ago

xHamster

chastity
19:59

Wholesome self facial cumshot CEI with futa orc (Expressed reupload+ feral) Chastity feminization Assfuck JOI/

1 year ago

TrannyGem

femdom, prostate, instruction, facial, shemale and girl, futanari, JOI
19:07

20 Minutes of Beta muff play in chastity

1 year ago

ShemaleTaxi

train, taxi, chastity
16:07

Mike Ass Fucks Sissy Charlotte While She is Locked in EStim Chastity Cage

1 year ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
19:24

Spandex Gimp Takes Plumb Machine

1 year ago

TrannyGem

feet, latex, rubber, doll, train, bondage, spandex
47:08

Armbinder tied to Chastity Cage Sissy Maid Self Bondage

1 year ago

xHamster

latex, strapon, bondage, maid, tied, chastity
16:10

Mike Caboose Porks Sissy Charlotte While She is Locked in EStim Innocence Cell

1 year ago

TrannyGem

mature anal, monster, deepthroat, chastity
17:28

Sissy Maid Cuffed to Bed in Chastity and Electro pads Self Bondage

1 year ago

xHamster

latex, huge dildo, bondage, maid, electro, chastity
25:24

Sissy fucked by bbc machine, rnd guy fucks me soo good

1 year ago

xHamster

dildo, machine, skinny, chastity
32:11

Lizzy Yum August 2022 #8 SEX MACHINES, EROTIC ELECTRICITY & BSDM-CHASTITY

1 year ago

xHamster

mature, mature anal, BDSM, erotic, machine, chastity
24:20

The Nightwalk Cosplay

1 year ago

xHamster

german, cosplay, chastity
19:13

Maid guy plays with Fleshlight after a week in chastity

1 year ago

ShemaleTaxi

maid, fleshlight, chastity
16:39

Sissy in high stilettos and stocking pummels herself in a cowgirl stance

1 year ago

TrannyGem

train, heels, chastity
37:50

CD in Pink Corset and chastity, nipple clamps,spanking, sucking, playing and teasing

1 year ago

xHamster

mature, tease, BDSM, spanking, nipples, chastity
16:39

Trans Girl In Chastity Plays With Dildos And Fists Herself

1 year ago

ShemaleZ

fisting, chastity
28:47 62%

Lizzy Yum August 2022 #1 Chastity Vagina Tits prisoner of love and chore

1 year ago

xHamster

bondage, chastity, post op
23:04

Sissy fuckslut gettting fucke excellent and nutting in chasity

1 year ago

TrannyGem

fat, train, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

1 year ago

xHamster

latex, bondage, maid, chastity
21:54

Sissy Cd Riding Bbc Dildos Chastity Cum

1 year ago

Upornia

chastity
29:18

Wet hot pussy for her pleasure

1 year ago

xHamster

indian, lesbian, wet, chastity
19:33

She Is So Horny That She Got Erection In Chastity

1 year ago

ShemaleZ

chastity, brunette
22:36

Trans Girl In Chastity Rides Dildo Ft. Animalauren

1 year ago

ShemaleZ

dildo, riding, chastity
1:02:33 80%

Chastity T Girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow Btg0 With Natalie Mars

1 year ago

TXXX

pissing, creampie, anal, fetish, fisting, BDSM, double anal
19:06

Sissy Femboy In Chastity Taking Big Dildos In Her Ass And Trying And Sissygasm

1 year ago

HClips

chastity
27:42

Training her ass for big thick cocks

1 year ago

xHamster

train, chastity
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

1 year ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
17:20

Dirty slut

1 year ago

xHamster

french, hooker, slut, chastity
21:44

Kinky Kigarumi Chastity

1 year ago

ShemaleZ

latex, chastity
26:49

Spiked Chastity Cage Self Bondage

1 year ago

xHamster

latex, huge dildo, bondage, chastity
15:45

Sissy In Chastity Pounding Creampie Fuckmachine

1 year ago

ShemaleZ

chastity
19:31

Sissy Maids Self bondage Armbinder, gagged and blindfolded in Chastity and Ballet Boots

1 year ago

ShemaleMovie

latex, gagging, bondage, boots, maid, chastity
19:12

Spandex T-Model in Innocence Slapped, Taunted, and Smashed by Female Domination - OnlyFans @Ms_Nacke

1 year ago

TrannyGem

femdom, latex, BDSM, spanking, spandex, domination, pegging
27:33

Sissy instructing: deep-throat, anal & Sissygasm while locked in chastity

1 year ago

ShemaleMovie

instruction, panties, chastity
15:03

Admirer demand two: LineAiguille. Gash tonguing, blowage, creamie and queening crossdressed in v-card

1 year ago

TrannyGem

mom, femdom, MILF, facesitting, chastity
21:30

Sissy Daily Basics: Some ass-fuck joy in innocence

1 year ago

TrannyGem

train, slut, skirt, gape, chastity
26:04

Sissy in Harness Fumble Herself with Fuck Stick and Rabbit, then Spunk in Innocence

1 year ago

TrannyGem

vibrator, chastity, cum in ass
26:03

Sissy in Corset Rub Herself with Dildo and Rabbit, then Cum in Chastity

1 year ago

PornHub

fetish, vibrator, chastity, cum in ass
17:13

Shemale Cum after Play with Huge Dildo & Cage

1 year ago

PornHub

huge dildo, chastity, brunette
15:30

SisK lock up her tasty clitty and have fun with her sphincter

1 year ago

TrannyGem

shaving, vibrator, chastity
18:51

Trans Female on Halloween toying with her fucktoys

1 year ago

TrannyGem

chubby, BBW, chastity
58:29

TGirl Lucy in Chastity - toying her sissy ass with big dildos

1 year ago

PornHub

huge dildo, fetish, redhead, british, heels, dress, pump
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

1 year ago

Upornia

pissing, chastity

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