TRANNY • CHASTITY 2,263 videos

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20:24 82%

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

3 years ago

TXXX

mature, femdom, latex, shemale, fetish, BDSM, spanking
07:16

Sissy fuck in chastity

1 year ago

xHamster

huge dildo, chastity
11:59 90%

In the Chastity Cage

4 years ago

ShemaleZ

handjob, BDSM, chastity, stockings, domination
04:54 89%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

femdom, train, slut, sissy, chastity, BDSM
16:55

Teen sissy in chastity with her Master

5 years ago

HClips

chastity
06:12 69%

The Start of Perminant Chastity

5 years ago

ShemaleZ

fetish, BDSM, chastity
32:36

Chastity Sandy Loves Big Cocks

7 years ago

TXXX

bareback, chastity
08:13

Trans Woman Riding Bad Dragon Chance In Chastity 8 Min

1 year ago

ShemaleZ

chastity
15:29

Pee Tasting And Chastity Masturbation Of A Kinky Latexdoll

2 years ago

Upornia

pissing, chastity
05:29 80%

Machine Spit Roast Chastity Fuck In Bondage

3 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
10:55

SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo

8 months ago

xHamster

shemale, anal, dildo, crossdresser, sissy, chastity
09:45

Sissy chastity day 2

3 months ago

xHamster

latina, sissy, shemale, chastity, dildo
26:15

Naughty Chastity Sandy.

5 years ago

TXXX

chastity
03:15

Sissys get Chastity

4 years ago

ShemaleZ

threesome, sissy, chastity
26:40 85%

Chastity Caged No Hand Cum Compilation

1 year ago

ShemaleZ

stockings, BDSM, ladyboy, compilation, selfsuck, hands free, chastity
01:51 39%

Femboy Sissy in chastity cage and plugged playing outdoor

4 years ago

xHamster

public, prostate, teen anal (18+), outdoor, chastity
05:36 60%

Double Machine

2 years ago

xHamster

fetish, double anal, 18, machine, double penetration, chastity
07:12

CUM IN CHASTITY WITH DILDO

4 years ago

xHamster

chastity
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

1 year ago

ShemaleZ

chastity
33:30

Chastity male vs shemale

8 years ago

TXXX

shemale and girl, vintage, chastity
03:03

MaureenNadh - (Day 1 Locked In Chastity) Anal Training Before School

1 year ago

xHamster

teen (18+), train, teen anal (18+), domination, chastity, solo
12:04 68%

Sissy Chastity Slave Teased And Humiliated By Mistress Denied And Locked In The Vice

3 years ago

ShemaleZ

femdom, tease, webcam, sissy, chastity
13:28

Sissy in chastity punished and bareback fucked

5 years ago

ShemaleZ

chastity
08:06

Cute femboy in chastity ride my big cock

9 months ago

xHamster

cute, shemale, chastity, femboy
07:16

Chastity submited and fucked

7 years ago

xHamster

BDSM, chastity
33:24 71%

Sissys Wooden Pony Ballet Boot Torment

1 year ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
09:35

Doms Put A Leash & A Chastity Cage On - Lauren Phillips, Tony Orlando And Crystal Thayer

2 years ago

ShemaleZ

small cock, threesome, chastity
02:13

Trans witch summons something she doesn't mind riding

1 year ago

xHamster

sissy, chastity, FTM, dutch
10:01

Very Hot Blonde Crossdresser In Chastity Fucked

8 months ago

ShemaleZ

crossdresser, amateur, stockings, chastity
01:54

Pissing nacked outdoor in my tiny chastity

1 year ago

xHamster

pissing, outdoor, bondage, chastity
11:07

Ilandis in a chastity belt has fun with her anus, masturbates with an artificial penis

1 year ago

xHamster

beauty, russian, dildo, penis, asshole, chastity
05:14

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

6 months ago

xHamster

huge dildo, chastity, sissy, big cock, small cock, cumshot
09:39 75%

Sissy Candy in black lingerie and chastity is locked and impaled on her dildo stand

4 months ago

xHamster

black, fetish, bondage, dildo, lingerie, crossdresser, sissy
05:47

Cutie Reina Hanno Swinging Nipple Suction and Rubbing Chastity Precum

1 year ago

xHamster

cute, small cock, nipples, chastity
03:26

All sissy should be loked in chastity

5 years ago

xHamster

mature anal, ass, small tits, chastity
06:14

Girl Licking Balls In Chastity Belt 6 Min

1 year ago

Upornia

shemale and girl, chastity
08:34 83%

Melody Lane Chastity tipped into

5 years ago

ShemaleZ

masturbation, chastity
07:09

Sissy Leona Plays with Her Ass and Clitty

6 months ago

xHamster

beauty, chastity, sissy
09:09

Sissy in chastity getting fucked by a Daddy

5 years ago

ShemaleZ

chastity
08:48

Hot sissy in tiny chastity cage masturbates with vibrator

1 year ago

xHamster

crossdresser, sissy, chastity
05:23

Pegging And Latex Glove Fisting Slutty Chastity Sissy With Giant Black Dildo By Mistress Mercer

1 year ago

ShemaleZ

femdom, latex, fisting, gloves, pegging, chastity
10:00

CD chastity fuck

4 years ago

xHamster

homemade, mature anal, chastity
14:57

Chastity sissy forced to cum by Mistresses

5 years ago

ShemaleZ

femdom, chastity
04:49

Variety Itsol In Teases Her Girlcock In Chastity Cage

1 year ago

Upornia

chastity
13:15

Sissy chastity

5 years ago

TXXX

chastity
06:08

Sissy Francis Malice - Little Time for Fun Before Wife Comes Back Home

9 months ago

xHamster

german, wife, crossdresser, chastity
15:39

Sissy playing with dildo until cumming

3 months ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
05:34

Blonde big-titted slut fucking herself on bed 2023

1 year ago

xHamster

chastity
01:19

Good Girls Wear Chastity Cages For Dates

1 year ago

xHamster

latex, heels, chastity
05:12

Sissy cum in inverted chastity cage after being denied for 60 days

1 year ago

xHamster

german, BBW, chastity
04:26

Cute femboy in chastity cage masturbate with vibrator

2 years ago

xHamster

vibrator, chastity
09:35 62%

5 Minutes To Cum In Chastity Before She Gives Him In His Mouth

2 years ago

ShemaleZ

latex, BDSM, cum in mouth, chastity
15:11

COOKIE COSMOS - CHASTITY CHALLENGE DIARIES

5 years ago

HClips

fetish, chastity
09:38

Beautiful Sissy in chastity enjoys being fucked

5 years ago

xHamster

beauty, chastity, sissy
20:23 39%

A sissygasm through chastity

5 years ago

ShemaleZ

small cock, BDSM, toys, chastity, interracial
11:26

Sissy Trans Girl In Chastity Gets Fucked Hard In Multiple Positions

1 year ago

ShemaleZ

sissy, chastity
25:04

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

9 months ago

xHamster

bondage, BDSM, sissy, chastity
06:34

My games in a black dress and high heels

3 months ago

xHamster

chastity, amateur, crossdresser, sissy, black, russian
08:05

Sissy Hubby In Pink Stockings Grinding Cock Ending With Cumshot In Chastity

1 year ago

ShemaleZ

sissy, chastity
06:51

BBC Ken Fucks Me on My Back in Missionary with Verbal Dom Sissification - Candy Ass Sissy in Chastity Cage

1 year ago

xHamster

BBC, sissy, missionary, chastity
1:15:02

Pain and pleasure, chastity and lust, Part 2

3 years ago

xHamster

german, BDSM, JOI, chastity
08:39

Chastity Sandy hammered Hard

5 years ago

TXXX

chastity
42:07

A cute trans girl gets wrapped in shrink wrap also cbt

4 years ago

ShemaleZ

cute, fetish, BDSM, chastity
11:43

Locked In Chastity Part 1 Small Ring

1 year ago

HClips

chastity
08:17

SisK CD in purple EP3 her sissy clity is released from a super tiny chastity cage

2 years ago

xHamster

pantyhose, ladyboy, chastity, asian
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

1 year ago

ShemaleZ

crossdresser, blonde, sissy, chastity
10:11

Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

1 year ago

xHamster

orgasm, dildo, ladyboy, chastity
04:11

Dominatrix Makes Hot Blonde Sissy Wear Chastity And Get Fucked

1 year ago

ShemaleZ

mature, BDSM, sissy, chastity
17:26 97%

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

3 years ago

ShemaleZ

amateur, huge dildo, anal, prostate, orgasm, dildo, redhead
21:51

Submissive Sissy Chastity Buttplug Play

5 years ago

ShemaleZ

BDSM, ass, toys, chastity, crossdresser
22:14

Fuck me in chastity device

6 years ago

ShemaleZ

latex, chastity
04:34 90%

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

1 year ago

HClips

handjob, femdom, shemale, huge dildo, tease, dildo, BDSM
10:46 64%

Stefani boots anal in chastity ,swallow cum

5 years ago

xHamster

latex, creampie, anal, couple, boots, swallow, bareback
09:46

Real Trans Squirting from Anal - Erika Oak's Sissygasm

11 months ago

xHamster

squirt, swedish, hands free, chastity
03:36

Trans Woman Fucked Reverse Cowgirl In Chastity

1 year ago

ShemaleZ

chastity
07:25

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

4 months ago

xHamster

beauty, squirt, prostate, dildo, machine, sissy, chastity
05:30

Teen ladyboy in bondage and chastity cage blowjob and anal

4 years ago

ShemaleZ

bondage, chastity
04:35

Trans Girl Fucking Her Ass While Wearing A Chastity Cage (short Version)

2 years ago

ShemaleZ

chastity
11:42

Sissy Slut Milked In Chastity

1 year ago

Upornia

BDSM, chastity
07:41

Be Our Gym Sissy Cuck In Chastity - Bella Blu And Lucy Hart

10 months ago

Upornia

stockings, shemale, sissy, chastity
14:50

Real sissy slut anal in chastity cage

10 years ago

xHamster

latex, slut, sissy, chastity
16:07

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

2 years ago

xHamster

mature, mature anal, anal, couple, monster, small tits, sissy
04:48 92%

Ab068 Horny Sissy Bitch Cum In Chastity With Pantyhose And Heels

2 years ago

ShemaleZ

pantyhose, heels, sissy, chastity
13:23

Ts Hucow Sissy In Chastity Vibrator Orgasm - Bimbo Slut Makes A Cummy Mess In Her Cage!

2 years ago

Upornia

orgasm, vibrator, slut, chastity
22:55 43%

Sissy Secretary in horny after work activities

1 year ago

xHamster

stockings, clit, secretary, nylon, sissy, chastity
09:42

Maid in chastity does special service

5 years ago

xHamster

maid, small tits, chastity
16:35 82%

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

3 years ago

HClips

sissy, chastity, cum in ass
05:02

Abby Kitty - Abh052 Elegant Ladyboy In Chastity Prostate Massage And Incontinence Twice 人妖秘书贞操锁前列腺按摩失禁潮吹

3 years ago

ShemaleZ

prostate, massage, chastity
07:21

Squishy Butt Femboy In Chastity Fucks Himself

2 years ago

ShemaleZ

chastity, femboy
01:02

Instant Sissygasm Hands-free in Chastity

3 years ago

xHamster

mature anal, hands free, chastity
05:53

Sissy Femboy Pissing In Chastity Cage With Emily Girl

1 year ago

ShemaleZ

pissing, chastity
07:34

Violet Chastity Chained to Fuck Machine

9 months ago

xHamster

homemade, bondage, cuckold, machine, gape, chastity
19:33

She Is So Horny That She Got Erection In Chastity

2 years ago

ShemaleZ

chastity, brunette
04:23

Tranny fucks her ass with big dildo

1 year ago

xHamster

amateur, pantyhose, small cock, czech, dildo, small tits, sissy
13:01

Sissy riding dildo in Public Compilation 3

3 weeks ago

xHamster

public, dildo, ladyboy, compilation, riding, masturbation, sissy
01:10

Masturbation in chastity belt

10 years ago

xHamster

chastity
07:14

VERY HOT Blonde Crossdresser in Pink Chastity Fucked

9 months ago

xHamster

crossdresser, sissy, chastity
13:35

Real sissy full in chastity

6 years ago

ShemaleZ

latex, sissy, chastity
11:04

Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

1 year ago

xHamster

prostate, orgasm, milk, british, chastity
07:59

Transgirl In Chastity Gets Fucked By Crossdressing Sissy!

1 year ago

ShemaleZ

latex, crossdresser, chastity, sissy
02:51

Mistress Cassidy Makes Crossdresser Wear Chastity

1 year ago

xHamster

femdom, chastity, femboy
07:14

Femboy In Chastity Cage

1 year ago

ShemaleZ

teen (18+), 18, chastity
03:15

Sissy Sherri fucked while tiny cock is caged in chastity

4 years ago

xHamster

chastity
02:10

Releasing my sissy clitty from inverter chastity cage

1 year ago

xHamster

clit, chastity
13:22

Sissygasm In Chastity For A Fucked Crossdressed Slave. Spanking Session With Mistress

2 years ago

Upornia

femdom, crossdresser, spanking, chastity, bondage
34:31

Ts Mistresss Seduces Mature Muscle Slave & Cums In His Mouth

2 years ago

ShemaleZ

mature, latex, muscle, cum in mouth, seduced, chastity
02:09

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

2 years ago

xHamster

cute, slut, chastity
08:27

Chastity Slave Loves To Spread

1 year ago

ShemaleZ

chastity
11:17

Kelsey Masters In Trans Woman In Bondage And Chastity Masturbating With Guy 12 Min

10 months ago

ShemaleZ

latex, shemale, bondage, BDSM, chastity
08:12

Sisk Try on Her Colorful Sissy Panties Collection

10 months ago

xHamster

small cock, asian, panties, chastity
04:09

Pink hair faggot swallow in chastity

7 years ago

xHamster

swallow, chastity
04:29 85%

Sissy put into chastity and tormented

5 years ago

ShemaleZ

fetish, BDSM, toys, chastity
25:24

Chastity and friends

6 years ago

ShemaleZ

chastity
09:37

Sissy In Chastity Public Walk Showing Her Ass And Then She Is Fucked Bareback In Many Positions

2 years ago

Upornia

public, sissy, chastity
08:00

Locktober Chastity Suck Slut for Dommes Bambi Bliss and Brittany Andrews

2 years ago

TXXX

chastity
22:29

Kylie Maria In Kylie Cums In Her Chastity

2 years ago

ShemaleZ

chastity, brunette
05:53 94%

Perfect sissy slave in chastity fucked by strapon Mistress

4 years ago

ShemaleZ

femdom, latex, strapon, BDSM, domination, sissy, chastity
11:54

Caged Sissy try get pleasure by anal dildo play

2 days ago

xHamster

shemale, crossdresser, chastity
13:34

Putting On A Show In Chastity

3 years ago

ShemaleZ

chastity
05:03

Trans Woman In Chastity Gives Blowjob

1 year ago

Upornia

chastity

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