TRANNY • CHASTITY 303 videos

Popular Latest Top rated

1:03:39

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

1 year ago

xHamster

stockings, french, lingerie, 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
18:50

Sissy Long Term Chastity

6 years ago

xHamster

POV, sissy, chastity, shemale fucks guy
16:59 71%

Edging Lana To Multiple Ruined Orgasms After 4 Weeks In A Chastity Cage

2 years ago

HClips

orgasm, shemale and girl, chastity
19:08 68%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

5 months ago

ShemaleZ

creampie, anal, interracial, 18, bareback, chastity
1:39:12

Tgirl_fun 2022-2-7 Chaturbate Stream

1 year ago

PornHub

bondage, BDSM, tied, chastity
29:14 94%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

3 months ago

ShemaleZ

amateur, shemale, interracial, lingerie, bareback, BBC, chastity
17:19

Public humiliation locked, plugged, gagged, clamped and squirt

1 week ago

xHamster

outdoor, chastity, BDSM, sissy
41:24 89%

Natalie Mars And friend Feminized In Chastity slavery

4 years ago

ShemaleZ

fetish, BDSM, chastity
19:03

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

2 months ago

xHamster

beauty, big ass, dildo, chastity, cum in ass, cum while fucked
21:23

Ilandis in a chastity belt has fun with her anus using different toys

11 months ago

xHamster

feet, dildo, chastity
16:39 71%

Trans girl in chastity plays with dildos and fists herself

2 years ago

xHamster

cute, teen anal (18+), fisting, solo, 18, 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
17:41

Dirty priest tied up and humiliated her slave

3 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
15:51 88%

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

1 year ago

ShemaleZ

solo, sissy, chastity, BDSM
1:06:07 80%

Taryn Elizabeth gets strapon while in chastity

4 years ago

ShemaleZ

strapon, chastity
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

1 year ago

ShemaleZ

amateur, webcam, sissy, chastity
29:14

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

4 months ago

ShemaleZ

interracial, sissy, 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
15:03 58%

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
16:55

Teen sissy in chastity with her Master

4 years ago

HClips

chastity
33:30 82%

Chastity male vs shemale

5 years ago

ShemaleZ

BDSM, shemale and girl, vintage, chastity
26:40 82%

Chastity Caged No Hand Cum Compilation

7 months ago

ShemaleZ

stockings, BDSM, compilation, selfsuck, hands free, chastity
25:04

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

2 months ago

xHamster

bondage, BDSM, sissy, chastity
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

1 year ago

Upornia

pissing, chastity
25:11

Hi I'm Linzy19

11 months ago

xHamster

bondage, BDSM, monster, webcam, chastity
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

4 years ago

HClips

fetish, chastity
20:24

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

2 years ago

TXXX

femdom, latex, shemale, fetish, BDSM, spanking, shemale and girl
24:46

Blonde sissy in chastity loves her bbc dildo on webcam

6 years ago

TXXX

dildo, BBC, chastity, solo
42:14

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

slut, chastity
20:04

Shemale samurai challenges you to take her chastity

5 years ago

PornHub

toys, cosplay, chastity, solo
20:23 81%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

2 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
40:19

Chastity Cage On Her Penis Asian Ladyboy Threesome Fucked Hard In The Ass

11 months ago

Upornia

stockings, asian, chastity
20:35

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
1:11:56

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity
20:59 50%

Sissy Brittanie Masturbates In Chastity To Hypno

3 years ago

ShemaleZ

lingerie, chastity
27:10

Chastity fucked

6 years ago

ShemaleZ

chastity
26:15

Naughty Chastity Sandy.

4 years ago

TXXX

chastity
22:15

Sissy cums in chastity while taking 12” dildo

1 week ago

PornHub

solo, shemale, sissy, chastity, amateur, dildo, masturbation
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
51:23

Linzy19's Guide To Chastity

1 year ago

xHamster

prostate, fetish, BDSM, domination, JOI, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

4 years ago

ShemaleZ

fetish, interracial, sissy, chastity
21:22 77%

Skitty&M&L in Our first fun Together

1 year ago

xHamster

latex, german, BDSM, sissy, chastity
32:36

Chastity Sandy Loves Big Cocks

7 years ago

TXXX

bareback, chastity
20:23

A sissygasm through chastity

4 years ago

ShemaleZ

small cock, BDSM, toys, chastity
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity
22:55

Sissy Secretary in horny after work activities

12 months ago

xHamster

stockings, clit, secretary, nylon, sissy, chastity
19:33

She Is So Horny That She Got Erection In Chastity

1 year ago

ShemaleZ

chastity, brunette
18:10

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

1 year ago

PornHub

anal, orgasm, bondage, blonde, goth, chastity
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

8 months ago

ShemaleZ

crossdresser, blonde, sissy, chastity
22:29

Kylie Maria In Kylie Cums In Her Chastity

2 years ago

ShemaleZ

chastity, brunette
22:14

Fuck me in chastity device

5 years ago

ShemaleZ

latex, chastity
17:26 96%

Pretty Trans In Cock Chastity Cage Has An Anal Prostate Orgasm And Cum Explodes While Fucked Hard And Fast With A Huge Dildo Fuck Machine 18 Min

2 years ago

ShemaleZ

huge dildo, prostate, orgasm, dildo, redhead, 18, machine
49:33

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

1 year ago

xHamster

french, chastity
33:24 71%

Sissys Wooden Pony Ballet Boot Torment

10 months ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
33:30

Chastity male vs shemale

7 years ago

TXXX

shemale and girl, vintage, chastity
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

2 years ago

HClips

doll, sissy, 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
28:47 62%

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

1 year ago

xHamster

bondage, chastity, post op
1:15:02

Pain and pleasure, chastity and lust, Part 2

3 years ago

xHamster

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

Pain And Pleasure, Chastity And Lust, Part 2

3 years ago

Upornia

threesome, BDSM, chastity
32:07

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

1 year ago

xHamster

french, chastity
16:05

Mexican Sissy Maid un chastity Cage

9 months ago

xHamster

maid, mexican, chastity
18:03 66%

Gigantic Strapon Pegging For Chastity Sissy Slave Destroying Her Slutty Hole By Mistress Mercer

2 years ago

Upornia

femdom, strapon, fetish, BDSM, pegging, chastity
16:35

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

2 years ago

HClips

sissy, chastity, cum in ass
25:22 82%

Chastity Sandy Loves Black Cocks

7 years ago

TXXX

black, interracial, bareback, chastity
18:52

Latexa creature in chastity cage

7 years ago

TXXX

latex, chastity
15:32 82%

Russian Femboy Fucks With Mistress For The First Time With A Huge Strapon Tied With A Chastity

2 years ago

ShemaleZ

femdom, strapon, russian, fisting, tied, first time, chastity
20:08

Sissy Maid Self Bondage in Spiked Chastity Cage

1 year ago

xHamster

latex, bondage, maid, chastity
15:20

SisK plug and play her anal with a purple vibrator under her white skirt.

4 months ago

xHamster

stockings, thai, masturbation, skirt, chastity, femboy
25:27

Sexy Chastity

6 years ago

TXXX

chastity
40:38

Chastity Cage On Her Penis Asian Ladyboy Threesome Fuck

2 years ago

ShemaleZ

penis, 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
25:24

Chastity and friends

5 years ago

ShemaleZ

chastity
16:31

Sissy Chastity Cage and Dildo

3 months ago

PornHub

chastity
32:11

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

1 year ago

ShemaleZ

erotic, machine, chastity
27:23

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

1 year ago

PornHub

stockings, black, train, fetish, dildo, panties, dress
42:14

Best slut Ever anal In Chastity Device

6 years ago

ShemaleZ

anal, slut, chastity
16:12

Lizzy Yum - Welcome home Lizzy- BDSM female chastity post op pussy masturbation orgasm

10 months ago

xHamster

orgasm, chastity, post op
1:08:51

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

8 months ago

xHamster

pissing, squirt, crossdresser, chastity
16:45

Guy Jerks Off With Trans Woman In Chastity

1 year ago

ShemaleZ

jerking, chastity
1:02:31

Lisa and TGirl Lucy anal training and chastity

2 years ago

PornHub

mature, stockings, mature anal, train, fetish, dildo, double anal
19:06

Sissy in chastity swallow cum

9 years ago

xHamster

latex, swallow, sissy, chastity
15:06

Skitty in Soft slapping into Hard Sissygasm

1 year ago

xHamster

latex, german, chastity
25:44

Cute trap The Mortal Medusa in chastity

4 years ago

ShemaleZ

cute, chastity
21:26 76%

Chastity estim cum for cute sissy

2 years ago

xHamster

cute, orgasm, BDSM, crossdresser, chastity
17:28

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

6 months ago

xHamster

cumshot, hands free, chastity, cum in ass
16:51 70%

Cute pink haired trans woman masturbating in chastity

1 year ago

xHamster

cute, dildo, BDSM, anime, chastity
19:57

Sissy Joy pounded By Her mistresse With A thong On while Locked In Chastity

5 years ago

ShemaleZ

femdom, thong, chastity
29:18

Wet hot pussy for her pleasure

1 year ago

xHamster

indian, lesbian, wet, chastity
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

8 months ago

xHamster

bondage, maid, BDSM, chastity
30:22

Sissy hole trainer ambersis every sissy must watch

7 months ago

PornHub

femdom, chastity
1:00:38

Master fucking and fisting my ass with machine

1 year ago

xHamster

fisting, BDSM, machine, chastity
23:17

Painful ponyplay on the Halloween party

3 years ago

xHamster

femdom, train, party, russian, BDSM, small tits, hardcore
25:24

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

1 year ago

xHamster

dildo, machine, skinny, chastity
26:00

Selfbondage latex - Chastity, nose mask p2

2 years ago

xHamster

latex, french, heels, mask, chastity
20:28

Anal Training in Chastity

5 years ago

ShemaleZ

train, teen anal (18+), chastity
33:23

One best anal creampie with chastity cum eating

6 years ago

ShemaleZ

latex, chastity
16:06

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

9 months ago

ShemaleZ

orgasm, BDSM, chastity, post op
21:51

Teen tranny fuck her ass with big dildo

4 months ago

xHamster

dildo, chastity
37:50

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

1 year ago

xHamster

tease, BDSM, spanking, nipples, webcam, chastity, mature
1:15:02

Pain And Pleasure, Chastity And Lust, Part 2

2 years ago

Upornia

chastity
24:57

Chastity sandy loves black cocks

4 years ago

TXXX

blonde, bareback, chastity
21:53

Cumming in Chastity-Self Bondage Gasmask Suspension Harness

1 year ago

xHamster

latex, bondage, BDSM, chastity
15:29

Pee tasting and chastity masturbation of a kinky latexdoll

2 years ago

xHamster

pissing, latex, 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
30:27

Rianna James In Cuckold Fantasy, Chastity, Small Penis Humiliation

1 year ago

ShemaleZ

cuckold, tattoo, penis, chastity, brunette
23:19

Ghotic trap solo in chastity

4 years ago

HClips

chastity
20:21

Gorgeous Shemale Fingering Herself in Chastity

2 years ago

xHamster

18, chastity
16:39

Trans Girl In Chastity Plays With Dildos And Fists Herself

1 year ago

ShemaleZ

fisting, chastity
15:27

Frilly sissy in chastity fucked by Mistress

4 years ago

ShemaleZ

femdom, chastity
26:38

Trans anal Of Chastity Sandy

4 years ago

ShemaleZ

chastity
19:00

Sissy Lucy being locked in metal Chastity for Locktober

3 years ago

xHamster

couple, BDSM, 18, chastity
20:51

Sissy in chastity pounds pussy hard until she makes cummies

6 months ago

PornHub

teen (18+), BDSM, 18, chastity
26:15

Naughty Chastity Sandy.

4 years ago

ShemaleZ

chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

5 months ago

xHamster

maid, chastity
17:39

Transsexual blonde gets blowjob in bed from guy before fucks

1 year ago

xHamster

couple, teen anal (18+), chastity
18:51

Latexa creature in chastity cage

7 years ago

xHamster

latex, chastity
18:11

@sissy.allison OF Sissy Femboy Chastity Cage and Butt Plugs

3 months ago

PornHub

fetish, bondage, chastity
26:00

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

2 years ago

ShemaleZ

MILF, slut, chastity

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